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Welcome to Winterfest!

We're a nonprofit arts organization. We put on a holiday event called Winterfest, that runs from Thanksgiving to Christmas. Throughout the rest of the year we raise funds through our parking and trolley services.

We're glad you're here.

Please read the following pages carefully and sign each one. If you will not be working on our parking program, you do not need to complete the Parking Procedures page.

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Winterfest Jobs

Winterfest is a nonprofit organization that promotes arts and tourism in downtown Pensacola. More than 20,000 people per year attend our events. By working with us, you are helping make those events enjoyable for everyone in the community — and helping Winterfest continue its mission.

Winterfest runs two fundraising programs to support our community events: parking and charter trolley services. Many volunteers choose to work as parking attendants, but there is much more to do. This guide describes all the jobs available so you can find the best fit for your skills and schedule.


Key Points to Remember

  • Winterfest has jobs in five areas: theatrical tours, costume and warehouse work, office and clerical work, technical and maintenance work, and parking.
  • Tell us your skills and interests — we will match you to the right job.
  • The office is open 10:00 am to 5:00 pm, and also during parking, charter, and tour events.
  • Always call or email for an appointment before coming to the office for any reason.
  • Winterfest operates seven days a week when events are scheduled, so your hours can be flexible.
  • You are responsible for managing your own schedule.

Job Areas

1. Theatrical Tours — Christmas Trolley

Winterfest runs Christmas Tours through christmastrolley.com. This is one of the most exciting ways to participate. You will be part of a live performance on our famous red trolleys, helping bring the holiday experience to life for our guests.

What to expect:

  • Costumes are provided by Winterfest — no need to bring your own.
  • Rehearsals are required, but no speaking parts are required unless you want one.
  • Participants meet at the office 90 minutes before tours begin.
  • Most of the action takes place on our red trolleys.

Speaking roles are assigned at the discretion of the director. We have discovered real talent through this program — some former community service workers are now members of the Red Trolley Repertory Theater. You never know what opportunities may come from getting involved!


2. Costume Workshop and Warehouse Jobs

Winterfest makes its own Christmas decorations. In this role, you might be painting ornaments or Christmas trees alongside skilled supervisors. The work is hands-on and creative.

Location: The warehouse is located six blocks from the office.

What to wear:

  • Closed-toe, flat shoes — no sandals, high heels, or open-toed shoes.
  • Comfortable work clothes.

Physical requirement: You should be able to lift and carry up to 50 pounds.

If you have woodworking experience, bring your own tools — a tool belt, hammer, and tape measure are especially useful.

All standard Winterfest rules apply at the warehouse:

  • No smoking
  • No cell phones
  • No earbuds or headphones

3. Office and Clerical Jobs

Running Winterfest means staying in constant contact with the public and keeping detailed records. If you have skills or experience in office work and can show up reliably on a schedule, this may be a great fit for you.

Skills that are helpful:

  • Communication and customer service
  • Record keeping and data entry
  • Scheduling and organization

If this sounds like you, let us know. Reliable, organized people are always needed behind the scenes.


4. Technical and Maintenance Jobs

Winterfest operates a variety of vehicles and maintains facilities across four buildings. If you have hands-on skills, we may have a role that fits your experience.

Skills we can use:

  • Mechanical
  • Electrical
  • Networking
  • Plumbing
  • Carpentry
  • Landscaping

Let us know what you are trained and experienced in. There is a good chance we have work that matches your skills.


5. Parking

Parking is Winterfest's largest volunteer program. Separate guides cover the full details of parking jobs, procedures, and expectations. If you are assigned to parking, make sure you read those guides carefully.


Flexible Scheduling

Winterfest operates seven days a week when events are scheduled. This means your hours can often be arranged to fit your availability. You are responsible for managing your own schedule and signing up for shifts that work for you.

The office is open 10:00 am to 5:00 pm, as well as during parking, charter, and tour events.

Always call or email for an appointment before visiting the office — this includes picking up a parking schedule. Do not stop by without an appointment.


Tell Us What You Can Do

Please let us know all the jobs you are interested in and any skills or training you have. The more we know about you, the better we can match you to meaningful work. We want you to have a good experience here, and finding the right fit is the first step.


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Scent Policy

Some Winterfest staff and volunteers have serious health conditions that are triggered by artificial fragrances. Even a small amount of scent can cause real physical harm — including difficulty breathing, dizziness, and headaches. To protect everyone on our team, Winterfest maintains a scent-free policy for all workers.

This policy is also required under the Americans with Disabilities Act (ADA), which recognizes chemical sensitivity and fragrance allergies as disabilities. We appreciate your cooperation — following this policy is a direct way to take care of your teammates.


Key Points to Remember

  • Do not wear any scented products when you come to the Winterfest office or any assignment.
  • If you forget, call from your cell phone before entering — someone will meet you on the porch.
  • If you are wearing fragrance, you may not enter the office, use the restroom, or wear a vest or hat for parking.
  • Everyone follows this rule — there are no exceptions for staff or volunteers.
  • Signs at the office entrance remind you not to enter if you are wearing fragrance.

Which Products Are Included?

Many everyday products contain fragrances, even ones you might not expect. All of the following can trigger allergic reactions and are covered by this policy:

  • Body spray and perfume
  • Lotion and aftershave
  • Deodorant
  • Hair products
  • Laundry detergent
  • Fabric softener and dryer sheets

Fragrances — including those used in fabric softeners — are made from a wide range of chemicals, including formaldehyde, methylene chloride, chloroform, benzyl acetate, and camphor. These chemicals can cause serious reactions even in very small amounts.


What Happens If You Wear a Scented Product

If you forget and arrive wearing a scented product:

  1. Call from your cell phone before you enter the building. Someone will come meet you on the front porch.
  2. You may not enter the office.
  3. You may not use the restroom.
  4. You may not wear a vest or hat for a parking assignment.
  5. Your assignment will be limited to other tasks that do not require entering the building or wearing parking apparel.

This policy includes everyone. There are no exceptions.


What If No One Admits to Wearing Fragrance?

Sometimes it is hard to tell who is wearing a scented product when more than one person is present. If a supervisor asks and everyone says no, everyone present will be asked to wait outside until the situation is resolved. We are sorry for the inconvenience when this happens — it is the only fair way to protect the people who are affected.


Why Scents Can Be So Harmful

For people with fragrance allergies or chemical sensitivities, even a tiny amount of scent can trigger a reaction. Some people experience mild irritation. Others are completely unable to function or must avoid public places entirely to protect their health.

Reported symptoms from scented products include:

  • Headaches
  • Dizziness and lightheadedness
  • Nausea
  • Fatigue
  • Upper respiratory symptoms
  • Shortness of breath
  • Difficulty concentrating
  • Skin irritation

People with allergies, asthma, or other conditions are especially vulnerable. Even the smallest amount of fragrance can trigger an attack.


The ADA and Fragrance Sensitivity

Fragrance allergies and multiple chemical sensitivities can qualify as disabilities under the Americans with Disabilities Act. A 2010 court case — McBride v. the City of Detroit — established this clearly. In that case, the court ruled that senior city manager Susan McBride's chemical sensitivity was a disability under the ADA because it interfered with the basic life activity of breathing.

You can read more about this case at the Labor Law Center blog.

Our scent-free policy is one of the accommodations Winterfest provides under the ADA to protect affected staff and volunteers.


Summary: The 5 Things That Matter Most

  1. Do not wear any scented products to the office or any Winterfest assignment — this includes lotions, deodorant, hair products, fabric softener, dryer sheets, and more.
  2. If you forget, call before entering — someone will meet you on the porch. You may not enter the building, use the restroom, or put on parking apparel.
  3. Everyone follows this rule — no exceptions for anyone.
  4. Fragrances contain chemicals (including formaldehyde and chloroform) that can cause serious health reactions even in tiny amounts.
  5. This policy is required by the ADA — fragrance sensitivity is recognized as a disability, and Winterfest is legally required to accommodate it.

⏱ Reading Time: about 4 minutes

No Smoking And No Vaping Policy

Winterfest has a strict no-smoking and no-vaping policy. This policy protects customers, co-workers, and the community — and it is required by county rules. It applies to everyone at Winterfest, in every role, with no exceptions.

Most parking shifts are three to four hours long. If you are not comfortable going that long without nicotine in any form, please ask for a different assignment now. There is no judgment in doing so — we want you to succeed here, and finding the right fit matters.


Key Points to Remember

  • No smoking or vaping anywhere — at any Winterfest location, event, or assignment.
  • No smoking within 50 feet of any county building entrance or exit (county policy Winterfest must follow).
  • No smoking breaks — once you sign in, you may not leave for a smoking break.
  • No cigarettes, lighters, or tobacco products in your apron or on your person while working.
  • Smoking on or near Winterfest property = dismissal. No exceptions.
  • Staff have no special privileges — every person follows the same rules.

Where the Policy Applies

The no smoking and no vaping rule covers every Winterfest location and activity, including:

  • All parking lot assignments
  • The Winterfest office at 226 East Intendencia Street
  • The shop and the warehouse
  • The sidewalk and street in front of the Winterfest office
  • The porch, driveway, and yard at the office
  • Neighboring property
  • Any other Winterfest activity or event

County Smoking Rules

Winterfest leases space on courthouse grounds and must follow the smoking policy adopted by the county commission. That rule states:

No smoking or vaping within 50 feet of an entrance or exit of any county building.

This includes the parking garage and applies to customers as well — it is part of our ticketing policy. Winterfest policy mirrors county policy exactly. If you smoke on county grounds, you will be dismissed.


No Smoking Breaks

Winterfest does not provide smoking breaks during parking events or any other assignments.

  • Once you arrive and sign in, you are considered to be working.
  • From the moment you sign in until you sign out, you may not smoke or vape.
  • You may not leave the premises at 226 East Intendencia for a smoking break. If you leave to smoke before an assignment, do not come back.
  • You may not leave a parking lot to smoke or vape. Doing so will result in dismissal.
  • Do not ask a supervisor for a cigarette break. Supervisors are required to report any smoking or vaping they observe.

What Is Prohibited

Every nicotine and tobacco product is prohibited while you are working. This includes:

  • Cigarettes (lit or unlit)
  • Electronic cigarettes and vape pens
  • Chewing tobacco
  • Any other tobacco or nicotine product

Do not carry cigarettes or a lighter in your apron. Do not hold an unlit cigarette in your hand or mouth. All of these are treated the same as active smoking.


At the Office — Specific Rules

These rules apply specifically to the Winterfest office at 226 East Intendencia:

  • Do not smoke or vape on Intendencia Street for any reason.
  • Do not stand outside the property to smoke or vape.
  • Do not loiter on the sidewalk. If you are waiting before your shift, stay on the porch.
  • If you smoke or vape on the porch, in the driveway, in the yard, or on a neighbor's property, you will be dismissed.

Everyone Follows the Same Rules

Supervisors and staff members have no special privileges. If you see a staff member smoking or vaping, please let us know. This policy applies to everyone who works for Winterfest in any position.


Summary: The 6 Things That Matter Most

  1. No smoking or vaping at any Winterfest location or event — including the office, parking lots, shop, warehouse, and county grounds.
  2. No smoking within 50 feet of any county building entrance or exit — county rules Winterfest must follow.
  3. No smoking breaks — from sign-in to sign-out, you may not smoke or vape or leave to do so.
  4. All tobacco and nicotine products are prohibited — lit or unlit, cigarettes, vapes, e-cigarettes, chewing tobacco.
  5. Staff have no special privileges — everyone follows the same rules.
  6. Violations result in immediate dismissal — no exceptions.

⏱ Reading Time: about 11 minutes

Office Rules

Office Rules

The Winterfest office at 226 E Intendencia Street is a working family home and professional office space — not a drop-in center or waiting room. These rules help us keep things running smoothly and protect everyone's time, property, and safety. Please read all of them carefully before your first visit.


Key Points to Remember

  • Always make an appointment — call at least 24 hours ahead. Walking in without one means you will be turned away.
  • Do not bring food or drinks onto the premises. You may not use the kitchen, refrigerator, microwave, or any appliances.
  • Do not touch, move, or remove any office furniture, equipment, books, photos, or personal items.
  • Do not plug in any personal device — phones, tablets, or anything else. Items plugged in will be confiscated and you will be dismissed.
  • Wait on the front porch for your assignment. Do not enter the office or the backyard without being invited.
  • Everything is recorded — cameras with live audio cover the entire property, front to back, including the kitchen and porch.

Appointments

The Winterfest office operates on a schedule. There is no office staff available to assist walk-in visitors. Do not come to the office without an appointment — for any reason. There are no exceptions.

To make an appointment:

  • Call at least 24 hours in advance at 850-898-9568.
  • Calls are accepted 10am-5pm. If you call after hours, leave a message. Winterfest's voicemail is set up for both voice and transcription, so all messages are received.
  • Calling an hour before you plan to arrive is not sufficient notice.

Your Paperwork

Winterfest will deliver your completed paperwork directly to your probation officer at the end of your service. Do not come to the office to pick up your paperwork.

If you need an extra copy of your hours, there is a $20 charge.


Video Surveillance

The entire office property is under continuous video and audio surveillance. This includes:

  • The front porch
  • The office interior, including the kitchen
  • The backyard

Conversations can be recorded anywhere on the property. Assume that anything you say or do is being recorded. The recordings are stored in the cloud and can be accessed for 30 days. They are viewable on Winterfest iPhones and computers, including through the doorbell camera, which is connected to the lock and recording system. All cameras have live audio.

If you believe someone has acted inappropriately, this footage can be reviewed. The surveillance system protects everyone.


Waiting for Your Assignment

When you arrive, check in at the small table on the front porch and stay there until your assignment is given to you.

  • Stay on the porch. Do not stand on the sidewalk or congregate in groups in front of the building. This is a mixed-use neighborhood with residents next door. Loitering on the sidewalk may cause a neighbor to call the police.
  • Do not leave the premises after you sign in — not to smoke, not for any other reason. Leaving after sign-in will result in dismissal and loss of hours for that shift.
  • Do not return to the parking lot unless you are moving your car or driving to a job site. If you are not on the porch when assignments are made, you will be dismissed for the shift.
  • There may be up to an hour wait before assignments begin. You will still receive credit for hours during that wait, as long as you checked in on time and are waiting on the porch as instructed. A parking manager will assign tasks to keep you productive during any wait time.
  • Do not sit at any desk in the office while waiting. Do not sit in the chair behind the main desk unless you are in a direct business conversation with Mrs. Power. You may enter the office to check in and return equipment, but you may not remain inside otherwise.

Office Arrangement — Do Not Touch or Move Anything

The office contains antiques, personal belongings of the Power household, and a carefully maintained workspace. Please respect that by following these rules:

  • Do not move furniture — chairs, stools, and other pieces stay in the room where they are. Most furniture is antique and fragile.
  • If you weigh more than 250 pounds, do not sit on the office furniture. Please sit on the front steps instead.
  • Do not adjust blinds, turn off lights, or move furniture for any reason.
  • Do not place notes, clipart, or decorative items anywhere in the office. The arrangement is intentional.
  • Do not move vases, photos, books, or chairs.
  • Do not remove cookbooks from kitchen shelves.
  • Do not touch photographs or other personal possessions of the Power household.

Food and Drinks

The Winterfest office is not a lunch room. Please arrive ready to work — fed, hydrated, and prepared for your shift.

You may not bring food or drinks onto the premises, including:

  • Bottled water
  • Food or snacks
  • Coffee or any other beverages

You may bring refreshments to consume at your actual job site (parking lot, warehouse, etc.) — just not at the office.

In the kitchen:

  • Do not take food from the counters, island, or stove. Taking food is petty theft and will be recorded on the kitchen camera.
  • Do not use the refrigerator, microwave, stove, or any kitchen appliance.
  • Do not take ice from the ice dispenser.
  • Do not use glasses, dishes, or silverware.
  • Do not store anything in the refrigerator. This applies to staff members as well.
  • Do not ask for coffee, cupcakes, cookies, or anything else that may be visible in the kitchen. Asking for food or drink from the kitchen is absolutely prohibited.
  • Do not ask for drinks that family members are consuming.

If you have a bottle, can, or cup, throw it away immediately in the garbage can in the hallway. Do not leave bottles or cans anywhere on the premises. You may not eat on the front porch.

Winterfest does not provide refreshments during parking events. This applies to any event on the calendar — festivals, concerts, parades, Gallery Nights, and ball games.


Office Equipment

Office computers, phones, and other devices are for office staff only.

  • Do not use the office phone. The line must stay open for important calls.
  • Do not access the internet or any programs on office computers.
  • Do not ask to use fax services. There is no fax machine.
  • Do not ask to use anything in the office — doing so disrupts activities, and the office is not set up to assist with personal business.
  • Do not sit at any of the three desks in the office unless you are a staff member specifically assigned to that desk.
  • Do not ask to connect to WiFi. You may not use the Winterfest WiFi system.

Your Personal Devices — No Charging, Ever

You may never plug any personal device into any electrical outlet at 226 E Intendencia Street. This includes:

  • Phone chargers
  • Tablet chargers
  • Any other device

This includes the outlets on the front porch and all other outlets on the property.

Any device found plugged in will be confiscated and become the property of Winterfest unless its owner is identified. You will be immediately dismissed if you are the owner. Surveillance cameras record all areas of the property, including the porch.


Personal Belongings

Do not leave personal items on any surface inside the office. All of the following must stay on the front porch or stay with you at all times:

  • Purses and bags
  • Keys
  • Coats and umbrellas
  • Shoes
  • Backpacks

Do not ask to leave personal items inside the office. Winterfest is not responsible for lost items, and there is no lost and found.


Backyard, Patio, and Gates

Unless you have a specific assignment or are leaving with the parking supervisor, do not use the patio area or back porch.

  • Never touch the exterior lighting switches.
  • Never enter the office from the parking area behind the building unless you are with a parking supervisor.
  • Do not open the back or side gates.
  • Electronic gate: The gate to the backyard driveway is controlled remotely. Call the office for access.
  • Dogs: The poodle is friendly and will greet you in the office. However, she is not comfortable with strangers in the backyard. Ring the buzzer at the front door to be admitted — do not go around back.

Arriving at the Front Door

Ring the doorbell when you arrive. Wait to be admitted by a staff member who will escort you inside. Do not enter the building on your own.


Parking Your Vehicle

Park on Alcaniz Street or Tarragona Street — free street parking is available on both.

  • Do not park on Intendencia Street. There is no on-street parking there. Neighbors will call the police without warning if a vehicle is parked or idling on Intendencia Street.
  • Do not park temporarily in the driveway next to the office. Your vehicle will be towed.
  • Do not park in the Ryba parking lot on the west side of the office. That lot belongs to a neighboring attorney who works there on weekends and evenings.
  • Your ride may not wait in front of the office on Intendencia Street or in the Ryba parking lot.

Summary: The 10 Things That Matter Most

  1. Make an appointment at least 24 hours in advance — call 850-898-9568. No walk-ins, no exceptions.
  2. Wait on the front porch for your assignment. Do not enter the office or backyard uninvited.
  3. Do not bring food or drinks onto the premises. Do not use the kitchen, refrigerator, microwave, or any appliance.
  4. Do not ask for food or drinks from the kitchen — ever. Taking food is petty theft and is recorded.
  5. Do not touch, move, or remove furniture, equipment, books, photos, or personal items.
  6. Do not plug in any personal device anywhere on the property. Devices will be confiscated and you will be dismissed.
  7. Do not use office phones, computers, or WiFi.
  8. Everything on the property is recorded — cameras and live audio cover front porch to backyard, including the kitchen.
  9. Park on Alcaniz or Tarragona — not on Intendencia Street or in the Ryba lot next door.
  10. Paperwork goes to your probation officer directly. An extra copy costs $20.

⏱ Reading Time: about 4 minutes

Confidentiality Agreement

Confidentiality Agreement

What This Is About

This agreement protects your privacy and Winterfest's professional environment. It explains what you may and may not share with others while you are working here. Following these rules is good for you — it keeps your personal situation private — and it is good for Winterfest.

When this agreement is in effect: It begins on the first day of your assignment and ends when you have completed your community service or volunteer hours.


Key Points to Remember

  • Do not discuss your court case, personal matters, or pay with supervisors, co-workers, or anyone you meet at work.
  • To the public, you are a volunteer. Winterfest does not tell anyone your community service status.
  • Your assignment details are confidential. Only the Community Service Work Coordinator or a designee of the State may request information about your service record.
  • Keep the focus on work while you are on shift — personal conversations belong outside of work.
  • Violating this agreement will result in dismissal.

What You May Not Share

While you are working at Winterfest, do not discuss the following with supervisors, co-workers, or members of the public:

  • Your court case or legal situation
  • Your personal or family matters
  • Your rate of pay
  • The specific terms of your community service assignment

This applies everywhere — at parking events, in the office, on tours, and in the warehouse. If you bring up personal problems repeatedly during a parking shift, the parking supervisor will send you back to the office for reassignment. If you work in the office, keeping conversations professional is especially important to maintaining a good working environment for everyone.


Your Privacy Is Protected

Winterfest takes your privacy seriously. Here is what that means in practice:

  • To the general public, you are a volunteer. Winterfest does not disclose community service status to anyone outside the court system.
  • Staff at Winterfest includes college interns, military personnel, part-time contract workers, and volunteers. You are introduced as a volunteer — no one will know the reason you are working unless you choose to tell them yourself.
  • If you recognize a board member or associated worker, you may be introduced simply as a volunteer. Nothing more will be said.
  • If there are special circumstances we should be aware of regarding your assignment, please let us know.

Your Service Record

The details of your assignment are confidential for the entire time you are working at Winterfest. Your arrangements with Winterfest are not part of the public record until after your record is completed and submitted.

Who may request information about your service record:

  • The County Community Service Work Coordinator
  • A designee of the State

Anyone else who wants information about your court record must go through an officer of the County or State. No one at Winterfest is authorized to share that information.


What Is Not Covered by This Agreement

This confidentiality agreement does not apply to information that becomes part of the public record on its own — meaning through no action or failure to act on your part or on the part of Winterfest.


Consequences

Failure to follow the terms of this agreement will result in dismissal from Winterfest.


Summary: The 5 Things That Matter Most

  1. Do not discuss your court case, personal matters, or pay with anyone at work.
  2. You are a volunteer as far as the public is concerned — Winterfest does not share your community service status.
  3. Only a County or a State designee (as appropriate to your situation) may request information about your service record.
  4. This agreement is in effect from your first day until you complete your hours.
  5. Violating this agreement means dismissal from Winterfest.

IN WITNESS WHEREOF, the party executes this Agreement as of the Effective Date.


⏱ Reading Time: about 4 minutes

Parking Your Vehicle

Getting to and from your shift is straightforward as long as you know where to park. This guide covers parking for cars, trucks, and bicycles. Please read it carefully — parking in the wrong spot can result in a city citation, towing, or damage charges.


Key Points to Remember

  • Allowed street parking: Alcaniz Street or Tarragona Street only.
  • Never park on Intendencia Street — you will receive a citation from the City.
  • Never park in the driveway at 226 E Intendencia Street — not even briefly.
  • Do not block the driveway or gate on the west side of the building — it is shared with a neighboring law office.
  • If you or your driver damages the fence or gate, you are liable for the cost of repairs. There are cameras in the rear of the property and near the gate.
  • Bicycles: Park in the back lot, do not lock your bike, and do not leave it overnight.

Parking a Car or Truck

Where to Park

Park on Alcaniz Street or Tarragona Street — street parking only. There is no parking available on Intendencia Street or at the Winterfest office.

Most assignments are within walking distance of the office, so street parking on these two streets works well.

What to Avoid — Cars and Trucks

Intendencia Street:

  • Do not park on either side of Intendencia Street. You will receive a citation from the City if you do.
  • Do not stop on Intendencia Street any longer than it takes to get in or out of a vehicle. If a driver sits waiting in a car, even for a moment, the vehicle is considered illegally parked.
  • If you are being picked up or dropped off, your ride may not wait in front of the building.

The Driveway and Rear of the Property:

  • Never park in the driveway. This rule has no exceptions.
  • Do not block the driveway on the west side of the building. It is shared with the law office of Gayle Ryba at 224 East Intendencia. She works evenings and weekends, so the driveway must always be clear.
  • Do not park in the rear of the Gayle Ryba law office at 224 East Intendencia.
  • Do not block the gate into the rear property.

Damage and Cameras: If you or the person dropping you off damages the fences or gate at 226 E Intendencia Street, you will be liable for the cost of repairs. There are cameras in the rear of the property and near the gate.


Parking a Bicycle

Bicycles are welcome! Here is where to park yours and how to do it correctly.

Where to Park Your Bike

Park your bicycle in the back parking area behind the Winterfest office. The gate is usually closed — let someone in the office know when you need access and they will let you in.

How to Park Your Bike

  • Do not leave your bike in front of the sheds.
  • Do not leave your bike behind any vehicles that may be parked in the lot.
  • Do not leave your bike under the trellis.
  • Do not lock your bike. Your bike will be safe in our parking lot, and we may need to move it if it is in the way of loading or unloading signs, cones, or other equipment.
  • Do not leave your bike at Winterfest overnight. Take it with you at the end of every shift.

Summary: The 6 Things That Matter Most

  1. Park on Alcaniz or Tarragona Street — these are the only approved spots for cars and trucks.
  2. Never park or stop on Intendencia Street — even a waiting car counts as illegal parking and will result in a city citation.
  3. Never park in the driveway — no exceptions.
  4. Keep the west driveway and rear gate clear — they are shared with the neighboring law office of Gayle Ryba.
  5. Damage to the fence or gate is your responsibility — cameras are present at the rear of the property and near the gate.
  6. Bicycles park in the back lot — unlocked, away from sheds and vehicles, and never overnight.

⏱ Reading Time: about 3 minutes

Cell Phone Use

Winterfest has a clear cell phone policy that applies to all workers. Following it helps you stay focused, keeps you safe, and makes sure the team can reach you when it matters. Most shifts are four hours or less — staying phone-free for that time is very doable, and we appreciate your cooperation.


Key Points to Remember

  • No personal calls or texting while working at any Winterfest location.
  • Do not hold your phone or have it visible on your person during a shift.
  • First violation: You will be dismissed for the day.
  • Second violation: You will check your phone in at the office before every future parking shift.
  • Your voicemail must be set up and have space — we will try to reach you once and only once.
  • If you expect an emergency, do not come to work. Call the office to let us know.

The Rule

Do not use your cell phone for personal calls or texting while you are working for Winterfest. This applies:

  • At parking lots
  • At the Winterfest office
  • On any work detail

Do not hold your phone in your hand. Do not have it clipped to your belt or otherwise visible on your person. The phone should be out of sight and out of use for the duration of your shift.


What Happens If You Use Your Phone

If you use your phone at a parking lot, the following will happen — in this order:

  1. First time: You will be dismissed for the day and sent back to the office.
  2. After that: You will not be allowed to bring your phone to a parking lot again. From that point on, you must check your phone in at the Winterfest office before every parking shift. It will be kept there until your shift ends.

If You Have a Personal Emergency

We understand that emergencies happen. Here is how to handle them:

  • If you know ahead of time that you may have a personal issue or stressful situation, please do not come to work that day. Call the office to let us know you cannot make it.
  • If something comes up unexpectedly while you are on shift, you may have someone call the Winterfest office. Staff will take a message and get it to you.

Your Voicemail Must Be Ready

Winterfest will attempt to reach you by phone when needed. If we cannot leave you a message, we cannot communicate with you. We will try to call you one time only.

Make sure your voicemail is working before your shift. We cannot reach you if your phone says either of the following:

  • "The mailbox is full and cannot accept new messages."
  • "The mailbox has not been set up yet."

Check your voicemail before each shift to make sure it is set up and has space for new messages.


Summary: The 5 Things That Matter Most

  1. No phone use while working — at parking lots, the office, or on any work detail.
  2. Keep your phone out of sight — do not hold it or have it visible on your person.
  3. First violation = dismissed for the day. Second violation = phone check-in required before every future parking shift.
  4. If you expect a personal emergency, do not come to work — call the office instead. If something comes up unexpectedly, have someone else call the office for you.
  5. Set up your voicemail and keep it clear — we call once and once only.

⏱ Reading Time: about 2 minutes

Image Release

Image Release Agreement

What This Is About

Winterfest occasionally produces training videos and takes photographs at tours and events. Local media may also take photos at our events. Your image might appear in some of these materials.

This form explains your rights and asks for your permission. You have a choice. Please read this carefully before signing.


Your Choice

  • If you are comfortable being photographed or filmed, sign your name below.
  • If you do not want your photograph taken or do not want to appear in a video, write the word "No" below.

Both choices are completely acceptable.


What You Are Agreeing To

If you sign "Yes," here is what that means in plain language:

Who is asking for permission: Denise Chenel Power and Winterfest of Pensacola, Inc.

What they may do with your image:

  • Take photographs or video of you during events or training.
  • Use all or part of those images in Winterfest publications, training materials, and videos.
  • Publish your image in newspapers, magazines, electronic media, and promotional materials.
  • Use your image in advertising related to Winterfest — anywhere in the world, with no end date.

What you are giving up: By agreeing, you give up the right to review or approve how your image is used before it appears in any Winterfest material.

What Winterfest is not promising: Winterfest is not required to use your image. Your photo may or may not appear in any final product.


Important Notes

  • You must be 18 years of age or older to sign this agreement.
  • This agreement covers the complete understanding between you and Winterfest on this topic.
  • Denise Chenel Power is the named author of works published by Winterfest of Pensacola, Inc.

Summary: The 4 Things That Matter Most

  1. You have a choice — sign your name to allow your image to be used, or "No" to opt out.
  2. Signing your name allows Winterfest to use your photo or video in publications, media, and advertising — worldwide, with no time limit.
  3. Signing your name means you cannot review or approve how your image is used before it appears.
  4. Winterfest may or may not use your image — permission does not guarantee your photo will appear anywhere.

I have read and understood this agreement. I am over the age of 18. This agreement represents the complete understanding between me and Winterfest of Pensacola, Inc.


⏱ Reading Time: about 3 minutes

Appointments

The Winterfest office at 226 E Intendencia Street is open by appointment only. There is no secretary or receptionist — if you arrive without an appointment, no one will be available to greet or assist you. This policy applies to everyone, including paid contractors and community service clients. There are no exceptions.

Please read this carefully so your visit goes smoothly.


Key Points to Remember

  • Always make an appointment before coming to the office — for any reason.
  • Call between 10:00 am and 5:00 pm, at least one day before your visit, or send an email to volunteers@pensacolawinterfest.org.
  • A voicemail is not enough — you need an email confirmation or a direct conversation to confirm your appointment.
  • When you arrive, ring the doorbell and wait to be admitted. Do not enter on your own.
  • Community service clients will receive their orientation hours after their first parking assignment.

Making an Appointment

To schedule a visit, contact the office at least one day in advance using one of these two options:

  • Phone: Call between 10:00 am and 5:00 pm.
  • Email: Send a message to volunteers@pensacolawinterfest.org.

Appointments are scheduled by Denise Power and the volunteer coordinator.

Do not come to the office without an appointment for any reason — not to pick up a schedule, not to pick up community service paperwork, not to say hello, and not for any other reason.


Confirming Your Appointment

Leaving a voicemail that you are planning to come is not sufficient. Your appointment is only confirmed when you have:

  • Received an email confirmation, or
  • Spoken directly with someone in the office by phone.

If you have not received a confirmation, you do not yet have an appointment.


If You Arrive Without an Appointment

If you come to the office without an appointment, you will be asked to call and schedule one and return at a later time. To avoid this, always confirm your appointment before coming.


When You Arrive for Your Appointment

  1. Come to the front door and ring the doorbell.
  2. Wait to be admitted. Do not enter the building on your own.
  3. A staff member will come to the door and escort you to the office.

Community Service Clients

If you have been assigned to community service with Winterfest, here is what to expect:

  • You will receive your orientation hours after your first parking assignment — not at your initial visit to the office.
  • The appointment policy applies to you just as it does to everyone else.

Everyone Follows This Policy

This policy applies to all workers, including paid contractors and community service clients. There are no exceptions.


Summary: The 5 Things That Matter Most

  1. Never come to the office without an appointment — for any reason.
  2. Call between 10:00 am and 5:00 pm or email volunteers@pensacolawinterfest.org, at least one day before your visit.
  3. A voicemail is not a confirmed appointment — you need an email reply or direct conversation.
  4. Ring the doorbell and wait to be let in — do not enter on your own.
  5. Community service clients receive orientation hours after their first parking assignment, not at the initial office visit.

I understand the instructions above and will not come to the office without an appointment.


⏱ Reading Time: about 6 minutes

Reporting For Work

Welcome to Your Shift!

All Winterfest parking shifts begin and end at the Winterfest office at 226 E Intendencia Street. This guide walks you through exactly what to do when you arrive, how to check out at the end of your shift, and what to do if something comes up. Knowing these steps ahead of time makes everything go smoothly for you and your team.


Key Points to Remember

  • Arrive no earlier than 30 minutes before your shift starts.
  • Sign in on the paper sheet when you check in — no signature means no credit for hours.
  • If you cannot make it on time, notify Mrs. Daughtry or the parking manager at least 12 hours before the event — not office staff.
  • The office closes 15 minutes after startup time. Late arrivals will find the building locked.
  • Do not leave early without prior approval from the parking manager — you will lose all hours for that shift and be dismissed from Winterfest.
  • Sign out on the roster at the end of every shift — no signature means no credit.
  • Pickup rides must wait on Alcaniz or Tarragona — not Intendencia Street, not the driveway.

Checking In

Report to the Winterfest office at 226 E Intendencia Street at the start of every shift. You may arrive up to 30 minutes early and wait on the front porch. Do not arrive earlier than that.

The parking manager and director decide the exact timing of each shift based on the event. When it is time to check in:

  1. Sign in on the paper sign-in sheet.
  2. Collect your supplies:
    • Reflective vest
    • Flag and/or light saber
    • Visor (if desired)
    • Apron (cashiers only)

Getting to Your Lot

Transportation to the parking area is available with your supervisor. Make sure you are checked in and ready on time so you do not miss the crew departure.


If You Are Running Late

Being on time is essential. Once the crew has left for the lots, there is no transportation for late arrivals. If you come late, you will need to walk to your parking area, which may be up to six blocks from the office. The office also closes 15 minutes after startup time — if you arrive after that, the building will be locked.

If You Know You Will Be Late or Cannot Come

Notify us at least 12 hours before the event starts. Here is how to do it correctly:

  • Contact Mrs. Daughtry or the parking manager directly by text, email, or phone call.
  • Do not tell office staff — our office workers are part-time and cannot update your schedule.
  • Do not leave a voicemail and assume you are covered — you must have an actual conversation or written confirmation.

Phone call hours: The office accepts calls only between 10:00 am and 5:00 pm. Do not call after hours. We run parking shifts until 11:00 pm and staff are not available to take scheduling calls in the evening.

If You Miss a Shift

If you miss work, you must provide proof of an excuse — for example, a doctor's note or emergency room record. If you do not show up and have no documented excuse, you will be reported back to your referring agency and you will lose the opportunity to continue working with Winterfest.


Leaving Early

You may not return to the office early to check out unless:

  • The entire parking team is leaving at the same time, or
  • You have made prior arrangements with the parking manager before the shift begins.

If you leave before your shift is over without prior approval:

  • The parking supervisor will collect your equipment.
  • You will receive zero hours for that shift.
  • You will be dismissed from Winterfest.

The office will be closed before the shift ends, so do not plan on checking out there mid-shift.


Checking Out at the End of Your Shift

When the event ends, help your co-workers collect and return equipment before you leave. There is an estimated end time on the signup sheet, but actual end times may vary. Stay until you are released by the parking supervisor.

If you have a physical limitation or disability that prevents you from helping with equipment breakdown, let your supervisor know.

Returning Equipment — Step by Step

Return all equipment to the parking manager. Here is where everything goes:

Item Where It Goes
Vest Return to the parking manager on the porch
Tickets, apron, walkie-talkie, charger, other tools Back in the red basket, returned to the parking manager
Flags Rolled up and stored in their special box
Light sabers (wands) Stored in their special box — tell us if your wand is dim so we can replace the batteries
Small signs Into the shed
Big signs Into the parking shed and the white truck or van

Do not leave equipment on the front or back porch. Do not take any equipment home with you.

Signing Out

Sign out on the roster before you leave. This is required. If you do not sign out, there will be no record of your hours and you will not receive credit. Do not ask someone else to sign out for you — no one else can be responsible for your hours.


Pickup Rides

If someone is picking you up after your shift:

  • Have them wait on Alcaniz Street or Tarragona Street.
  • Do not have them come to the office on Intendencia Street.
  • Do not have them park in the driveway. The driveway and areas behind the buildings are private property — vehicles parked there will be towed.

Summary: The 8 Things That Matter Most

  1. Arrive no earlier than 30 minutes before your shift and wait on the front porch.
  2. Sign in when you check in — no signature means no credit for hours.
  3. Notify Mrs. Daughtry or the parking manager directly, at least 12 hours in advance, if you cannot come or will be late. Office staff cannot do this for you.
  4. Call the office only between 10:00 am and 5:00 pm for scheduling matters.
  5. Do not leave early without prior approval — you lose all hours and will be dismissed.
  6. Return all equipment to the correct location before you leave.
  7. Sign out on the roster at the end of every shift — no signature means no credit.
  8. Pickup rides wait on Alcaniz or Tarragona — not Intendencia, not the driveway.

⏱ Reading Time: about 8 minutes

Parking Customer Service

When you work at a Winterfest parking lot, you are not just collecting money — you are representing our organization to hundreds of people. Many of them have never heard of Winterfest before. A friendly, professional attitude makes a real difference. This guide will show you exactly how to handle customer situations.


Key Points to Remember

  • Be friendly and courteous with every customer — the customer is always right.
  • Let employees of adjoining buildings park free of charge, no questions asked.
  • Never take tips — not even if a customer insists.
  • For any complaint, refer the customer to the parking manager.
  • For any question about Winterfest, point customers to the website on their receipt — do not answer organization questions yourself.
  • Wear your uniform exactly as described — you will be sent home if your attire is wrong.
  • No profanity at any time — with customers or co-workers. This will result in immediate dismissal.

Your Attitude Makes the Difference

As a Winterfest ambassador, bring these four things to every shift:

  1. Friendliness and courtesy — greet every customer with a welcoming attitude.
  2. Respect — respect customers, employees accessing nearby offices, and the property around you.
  3. Safety around vehicles — handle the parking area carefully.
  4. Knowledge of fees — know the parking price for your lot before your shift starts.

The customer is always right — no matter what. Even if a customer says something rude or disrespectful to you, do not curse at them or threaten them. You will be dismissed immediately if you do. This is not the place to demand that someone treat you differently. Stay calm and professional, and get your supervisor if you need help.


Employees of Adjoining Buildings — Free Parking

If a customer comes to your lot and says they work in the building right next to the lot, let them park for free. Do not charge them. Do not question them.

You cannot be expected to know everyone who works in a large office building. We do not want you in the uncomfortable position of having to judge whether someone is telling the truth — especially if a tenant or building owner gets upset at being questioned. Do not ask tenants, employees, or building owners for payment.

This free parking rule applies only to workers in the building directly attached to or adjacent to the lot. It does not apply to:

  • Restaurant employees at nearby businesses
  • Workers at other buildings in the area

If you are unsure whether someone qualifies, let them park free anyway. The customer is always right. We will inform you in advance about any special parking arrangements at your lot.


What to Say to Customers

You are also an ambassador for downtown Pensacola. Many customers are visiting the area for the first time. Keep your conversation friendly and helpful.

Suggested phrase when handing out a receipt:

"Thank you for parking with Winterfest. If you would like to know more about our organization, the website address is printed on your receipt."

A few things to know when talking with customers:

  • Winterfest is not affiliated with most events happening nearby. We just provide the parking.
  • Handicapped parking is available on a first-come, first-served basis. You do not control how many spaces there are.
  • Other parking options in the area — you are not expected to know about these.

If a customer asks a question you cannot answer, that is completely fine. Simply say:

"Thank you for parking with us. All questions can be answered on our website, which is printed on your receipt."


Questions About Winterfest

Customers sometimes ask questions about Winterfest — what we are, who runs us, and so on. Do not try to answer these questions. As a volunteer, you do not have full information about the organization, and a wrong answer could cause confusion.

The right response is always:

"Thank you for parking with us. All questions can be answered on our website, which is on your receipt."

The receipt has the website address — pensacolawinterfest.org — along with important facts about Winterfest, which is a 501(c)3 nonprofit corporation.

Parking payments are tax deductible, which is one reason it is important that every customer receives a receipt.


Complaints

If a customer has a complaint about anything, refer them to the parking manager. Do not argue, do not try to resolve it yourself. The receipt also contains a short description of Winterfest and the website address where customers can contact us directly.


Tips

Parking customers do not usually offer tips, but occasionally one might. You are not allowed to accept tips and you may not ask for or suggest tips in any way. Accepting or soliciting a tip will result in immediate dismissal.


Knowing Your Event

Before customers start arriving, make sure you know:

  • What event(s) you are parking for at your lot.
  • How to get from the parking lot to the event site — customers will ask for directions.

If you are not sure about either of these things, ask your lot supervisor or parking manager before the event begins.


Trolley Shuttle Service

At large events, Winterfest runs trolleys as a shuttle service to carry customers from the parking lot to the event. If you need information about the trolley schedule or routes, ask your lot supervisor.


Your Uniform

A professional, uniform appearance is required. Here is exactly what to wear:

Provided by Winterfest:

  • Reflective safety vest
  • Khaki visor

You provide:

  • Shirt: Plain white, with a collar. No words, pictures, patterns, or stripes of any kind.
  • Bottoms: Khaki shorts, pants, or skirt. Comfortable fit — not extremely tight. No knit or stretch fabrics.
  • Shoes: Closed-toe, flat shoes. No high heels, flip flops, or sandals. Some lots are gravel or grass, and fire ants are common in grass lots.
  • Accessories: No large or colorful jewelry. No other hats or hair accessories beyond the provided visor. No backpacks while working.

You are not the focus of attention at these events — the customers are. Your uniform helps you look like part of a professional team.

If you do not have the correct attire, let Mrs. Daughtry know and she will help you. If you arrive to a shift without the correct uniform, you will be sent home.

Other appearance rules:

  • Do not hang personal items on parking signs.
  • Do not sit on the grass. You are working, not at a picnic.

Profanity

Do not use profanity at any time while you are working — not in front of customers and not in front of fellow workers. Using profanity will result in immediate termination. This is a firm rule with no exceptions.


Refunds

Occasionally, an event may sell out or bad weather may cause customers to leave early. Here is our refund policy:

Winterfest is a 501(c)3 nonprofit corporation. The IRS considers parking fees paid to Winterfest to be a charitable donation. Because of this, we do not issue refunds under normal circumstances.

Refunds may be considered in unusual or compelling situations. Only the Parking Manager can make this determination, in consultation with the lot supervisor. Do not promise or offer refunds to customers — direct them to the parking manager.


Summary: The 8 Things That Matter Most

  1. The customer is always right — stay calm and professional no matter what.
  2. Let adjoining building employees park free — no questions, no arguments.
  3. Never take or ask for tips — this results in immediate dismissal.
  4. Refer all complaints to the parking manager — do not handle them yourself.
  5. Point customers to the receipt for all Winterfest questions — website is pensacolawinterfest.org.
  6. Give every customer a receipt — parking is tax deductible and the receipt has important info.
  7. Wear your uniform exactly as described — wrong attire means going home.
  8. No profanity, ever — with customers or co-workers. This results in immediate termination.

⏱ Reading Time: about 8 minutes

Handling Money At Parking Events

Being a cashier is an important job. You are trusted to collect money for Winterfest and handle it carefully and honestly. This guide explains exactly how to do that. Read it carefully — knowing these steps will help you feel confident and prepared.

You must be certified by the Winterfest office before you can handle money. If you have not been certified, do not accept money even if someone asks you to.


Key Points to Remember

  • Only certified cashiers may handle money.
  • Keep money in your apron during events — never in the plastic bag, never in your pocket.
  • Never use your own money for making change.
  • Never leave your lot to look for change — call the office instead.
  • Only authorized staff (Denise Daughtry or parking managers/auditors) may pick up money from you.
  • Every vehicle in the lot is counted and compared to your cash total. The count must match.

Your Starting Bank

At the beginning of your shift, the parking manager will give you a clear plastic bag containing:

  • Your lot assignment
  • Your team list
  • Instructions for the shift
  • Your bank — a starting amount of change ($40–$100 in small bills)

When you receive your bank:

  1. Count the money in front of office staff to confirm it matches the amount written on the outside of the bag.
  2. Take the money out of the plastic bag and place it in your apron.
  3. Set the plastic bag aside in a safe place — you will use it again at the end of your shift.

Important: The plastic bag is only for storing and transporting money before and after the event. It is too small to work from. Never use the plastic bag to make change for customers.

Bills should be kept flat and unfolded at all times — when you receive them and when you return them.


Your Apron — How to Use It

Your apron has three sections. Use them like this:

Section What Goes There
Section 1 The plastic bank bag + large bills ($20s and up)
Section 2 Receipts
Section 3 Small bills for making change

Do not put personal items in your apron. Your apron is for Winterfest money only. Keep your own belongings in your pockets, purse, or backpack.


Collecting Money from Drivers

When you are working as a cashier, let cars come to you — do not walk up to each car. Use your flag or wand to motion drivers to pull forward. This saves you many extra steps and keeps the line moving.

At certain lots we use credit card readers. These lots will have enough space for a customer to pull aside so the credit card transaction does not slow down cash customers.


Making Change

Using Your Own Money Is Not Allowed

Never use your own money to make change. Never put Winterfest money in your own pocket. Keep everything in your apron.

Staying Stocked With Change

Your starting bank is based on past events at the same lot. Change may run low — especially on Friday evenings, when many people use ATMs and have $20 bills.

If you need more change:

  • Ask the driver for exact change if possible — this is perfectly fine.
  • Call the parking supervisor or the Winterfest office.
  • Do not leave your lot to find change elsewhere. Customers who cannot pay at your lot may go to another lot — and it is likely another one of ours.

A Helpful Technique

When the parking fee is $5 and many customers are likely to pay with $20 bills, prepare in advance. Hold three $5 bills ready so you can make change instantly. Put the $20 securely in the large-bills section of your apron right away.

The parking lot manager will show you additional techniques for making change quickly and accurately.


Parking Receipts

A receipt is proof of payment and a professional advertisement for Winterfest. Give one to every customer.

Important receipt rules:

  • Having a receipt does not automatically mean a car has paid today. Customers may have receipts from yesterday, last year, or a previous session.
  • Every car that pulls into your lot owes for parking — regardless of any receipts already on the dashboard.
  • No one may leave a lot and return without paying again.

Exception — Funneling: Sometimes we direct cars from a full lot to an adjacent lot. In these cases, customers are pre-paid or pre-cleared. You will be trained specifically for funneling situations before they occur.

Coupons and Prepaid Parking

If a customer presents a coupon, welcome them to the event and collect the coupon. Turn all coupons in at the end of the night. Your parking manager will show you what the coupons look like.

Counting and Returning Receipts

At the start of your shift, you will receive enough receipts to match the number of parking spaces in your lot. Receipts are sorted into packs of 50 bound with a special rubber band.

At the end of your shift:

  • Return any leftover receipts to the parking manager or place them on the sign-in desk.
  • Do not double the rubber bands around receipt packs. The receipts often need to be recounted and rebanded, and double-banding makes that harder.

Money Pickup During Long Events

At events lasting longer than four hours, a designated collector (the parking manager or auditor) will come to your lot during the event to pick up money. Here is how that process works:

  1. The collector counts the money in front of you.
  2. You initial the plastic bag to confirm the pickup.
  3. The collector signs the bag and notes the time.
  4. The bags are balanced against the cash count and checked for signatures at the end of the event.

If the collector does not count and verify the money in front of you, call the Winterfest office immediately.

At the end of the event, your parking supervisor will decide how remaining money is handled. You will be asked to count the money to verify that the number of vehicles matches the cash total.


Who Can Pick Up Your Money

Only these people are authorized to collect money from you:

  • Denise Daughtry — President of Winterfest
  • Parking managers — identified by a "staff" badge
  • Auditors — identified by a "staff" badge

Do not give your money to anyone else. Your team members are not authorized to handle your cash. If a situation arises where a team member needs to collect money, call the office first for authorization.

During large events, parking managers may temporarily close a lot and reopen it with different volunteers. In those cases, the manager will handle the money transition.


Loss or Theft

Winterfest takes cash handling very seriously. Vehicle counts are compared to cash totals to verify every shift. Loss or theft of money will result in immediate dismissal and prosecution.

This is why the procedures above exist — they protect you as much as they protect Winterfest. Following the steps correctly means there is always a clear record of what happened with the money on your watch.


End of Shift — Returning Money

When your shift ends:

  1. Place all money back in the plastic bag flat and unfolded, just as you received it.
  2. Bring the money to the office.
  3. Do not count or handle money in public unless you are with your parking supervisor.

Summary: The 8 Rules That Matter Most

  1. Only certified cashiers handle money — if you are not certified, do not accept it.
  2. Count your bank in front of staff when you receive it.
  3. Use your apron, not the plastic bag, to manage money during the event.
  4. Never put money in your own pocket and never use your own money for change.
  5. Never leave your lot to find change — call the supervisor or office.
  6. Every car owes for parking — old receipts do not mean today's parking is paid.
  7. Only authorized staff with "staff" badges may pick up your money — call the office if you are unsure.
  8. Make the collector verify the money in front of you and initial the bag at pickup.

⏱ Reading Time: about 21 minutes

Parking Procedures

Winterfest Parking Team Guide

When you work in our parking lots, you are the friendly face that visitors see first. Your time here goes toward your court hours, and we want to make sure you have a great experience. Winterfest has been running parking for 25 years, so we have learned what works best. This guide will walk you through everything you need to know.


Key Points to Remember

  • You represent Winterfest — always be friendly and professional.
  • Follow your supervisor's instructions at all times.
  • Stay at your assigned spot unless your supervisor moves you.
  • Bring your own food, water, and sunscreen — Winterfest does not supply refreshments.
  • Sign in and sign out every shift so your hours are recorded.
  • No cell phones, earbuds, or smoking while working.

What Is Winterfest Parking?

Winterfest runs special event parking when big events happen in downtown Pensacola. We lease many private parking lots downtown. These are private lots — they are not owned by the City of Pensacola. Because we lease these lots, we have the right to decide who uses them and whether they must pay.

Everyone who parks in our lots must pay — including restaurant workers, waitstaff, and people just visiting downtown for dinner. There are also over a thousand free parking spaces in downtown Pensacola for anyone who prefers not to use one of our lots. Always let people know about free parking politely if they are upset about paying.


Who Is in Charge?

Only certain people can give you instructions during an event. Here is the list, in order:

  1. Denise Daughtry — President of Winterfest. She has final authority over everything.
  2. Parking Manager — A paid Winterfest staff member who runs the parking operation.
  3. Lot Supervisor — The person in charge of your specific lot (usually the cashier).
  4. Police Officers — Officers can always give instructions because of traffic safety.

Important: If someone who is not on this list tells you to do something differently, do not follow those instructions. Only move to a different spot or take on a different task if someone on the list above tells you to.

If you give instructions to other workers without being authorized to do so, you will be dismissed.


Your First Day

On your first day, you will be placed in a lot with experienced workers. The lot supervisor will show you everything you need to know. The three main jobs in a parking lot are:

  1. Flag waving — You wave a flag or light saber to help drivers find the lot entrance and guide them in.
  2. Taking money (cashier) — You collect parking fees and hand out receipts.
  3. Directing cars — You guide cars into parking spaces once they are inside the lot.

You may also be asked to pick up trash and help place signs and cones.


Parking Lot Jobs — Step by Step

Waving a Flag or Light Saber

Flag wavers help drivers find the lot entrance from several blocks away. Think of yourself as a fisherman:

  1. Hold the flag fully open (never rolled up) so drivers can see it from far away.
  2. Get the driver's attention — make eye contact if you can.
  3. "Reel them in" — use the flag to point the direction they should go, like a guide.
  4. Move the flag in a clear directional sweep — not back and forth like a windshield wiper. The flag tells drivers where to go, not just that you are there.

In the evening, you will use light sabers instead of flags. The same principles apply.

Do not wave your hand in greeting. You are directing traffic, not saying hello.

Important flag rule: Our flags are pink. That is fine! Pink flags are our standard equipment. Stand on the same side as the entrance sign so drivers can see both you and the sign clearly. Never stand directly in front of a turning vehicle — stand beside the sign for your safety.

Being a Cashier

As a cashier, you handle money and credit cards at the lot entrance. Here is how to do it correctly:

  1. Pull the car fully into the lot before taking any money. The car must be completely off the sidewalk and street. This keeps traffic moving and keeps you safe.
  2. Collect the fee and give a receipt.
  3. Thank the customer with a phrase like:
    • "Thank you for parking with Winterfest. We are a nonprofit company."
    • "Thank you for helping us with our fundraising for our nonprofit." Many customers do not know Winterfest is a nonprofit. People are usually happy to learn this!
  4. Do not let cars form a line in the street. If cars are backed up into traffic, direct them to pull forward into the lot first.

Credit cards: Winterfest has accepted credit cards since 2020. There is a $1 convenience fee added to the parking amount. You will be given a card reader and trained on how to use it. Do not change any settings on the device.

Be careful with the card reader. The device is your responsibility — if it is lost or damaged (including scratches and cracked screens), there is a $130 replacement charge.

If you put the device in your own pocket close to your own card, the reader might charge you the amount of the parking fee. Each device has a name that is linked to the parking lot for auditing purposes.

You are not required to use the device if you are not comfortable with it.

Directing Cars to Spaces

When you are inside the lot guiding cars to spaces, stay in your assigned area and direct each car clearly and calmly. The lot supervisor will show you how rows are organized. Grass lots do not have painted spaces, so more helpers are needed to create orderly rows.


Free Parking — Who Gets It?

The only people who may park for free in our lots are workers at buildings directly next to the parking lot. Here is how to handle it:

  • A worker will simply tell you they work in the adjoining building.
  • There are no special passes or ID cards for this. Assume they are telling the truth and let them park for free.
  • If you are unsure, take a photo of the person and their ID, and show it to your lot supervisor.

Community service workers visiting downtown on their own time — not working a Winterfest event — must pay to park just like anyone else. Your community service ID card does not give you free parking.


Vehicles in Our Lots

  • Cars and trucks that pay to park are covered by our insurance. Only paying vehicles are allowed in a lot.
  • Golf carts with lit signs on the roof are allowed.
  • Large vehicles (RVs, large trucks, vehicles with trailers) may park, but they must pay for every spot they take up.

Signs and Cones

Your supervisor will put out most signs and cones. You may be asked to help. Here is what to remember:

  • Signs go on the passenger side of the driveway entrance so drivers can read them without anything blocking their view.
  • Flaggers stand on the same side as the sign.
  • Never stand in front of a turning vehicle.
  • When packing up signs, store them on their side — they cannot be stacked. The reflective surfaces are expensive and must be handled carefully.
  • Do not use duct tape to attach signs to boards.
  • When the shift ends, do not pick up large equipment (signs, cones) unless your supervisor specifically asks you to. The team will load those into the van.

Do not pick up cones from the street that belong to another company or the city. That is theft, even if it seems helpful.


Supplies

Your supervisor will give you the equipment you need for your shift:

  • Receipts, vest, radio, flags or light sabers, apron

When your shift ends, return everything to the office and put it in its proper place. Vests are labeled by size (XS to 5X) and hang on color-coded hangers — please return yours to the right spot.

Rules for equipment:

  • Never leave equipment on the porches at the office.
  • Never take any items home.
  • Do not store personal belongings in your apron or vest. Keep your own things in your backpack, purse, or pockets.

Bringing Your Own Supplies

Winterfest does not provide food or drinks. Here is what to bring:

  • Water and snacks for your shift
  • Sunscreen for daytime events
  • Appropriate clothing for the weather (hot or cold)
  • Rain gear is provided if it rains

If you arrive without enough food or water, you will be asked to leave and come back once you have what you need. If you do not bring adequate supplies during your shift, you will be sent home to get them.

Weather rarely cancels events. Many events are indoors at the Bay Center or Saenger Theatre, and we often park more cars in bad weather. Unless you are told otherwise, show up for your shift rain or shine.


Restroom Breaks

Most lots are within walking distance of the Winterfest office at 226 E Intendencia Street.

  • Before you leave for a restroom break, tell your lot supervisor — do not just send a voicemail or text and walk away.
  • You have 15 minutes for a bathroom break during shifts longer than 4 hours.
  • If your shift is 4 hours or less and you must leave for the restroom, you may not return that day.

Maritime Park and Bay Center: There are no restrooms available at these locations. You may not use restrooms in nearby restaurants. Shifts at these locations are typically 3–4 hours. If this is a concern, let us know and we will assign you to a lot near the office instead.


Rest Breaks and Sitting

  • Arrange breaks with your lot supervisor.
  • You may bring food and drinks to consume at the lot, but you cannot leave to buy refreshments.
  • Between events on a multi-event day, you may wait at the office on the front porch.
  • Stay standing during your shift. Sitting on the ground or in a chair is not allowed unless you have a disability or are pregnant.
  • If you have a disability and need a chair, let the director know before starting the parking program. You may use your chair during rest breaks.

Staying in Your Spot

Once you are placed in a position, stay there. This is one of the most important rules:

  • Do not drift over to talk to workers in nearby lots.
  • Do not go to adjacent lots to visit friends.
  • Do not ask to be placed with or next to a specific person.
  • If traffic is slow and no cars are coming, that is not a reason to leave your spot or gather with others.

If you leave your assigned spot without authorization, you will be dismissed for the day.

The only people who can move you are the Parking Manager, Lot Supervisor, Denise Daughtry, or a Police Officer.


Working Well With Customers

Keep all conversations with the public professional and friendly. A few specific rules:

  • Do not use religious phrases like "Have a blessed day" — "Thank you" is always a great choice.
  • Do not allow flyers to be handed out or put on cars in our lots. Direct any solicitors to your parking manager.
  • Do not allow food trucks or vendors in our lots.
  • If a customer is harassing you, call your parking manager.

Traffic and Safety Rules

You are responsible for guiding cars — not traffic and not pedestrians. Here are the important rules:

  • Never stand in a street or traffic lane.
  • Never stand in a bike lane.
  • Never direct pedestrians — this is a police officer's job, and officers will report you if you do it.
  • Do not threaten anyone with being towed — even if a car is blocking a driveway. Call your supervisor instead.
  • If a police officer asks you to step back or stop what you are doing, comply immediately.
  • Our pink flags are directional guides, not stop signals. Do not use them to try to stop traffic.

If cars back up into the street while waiting to pay, direct them to pull forward into the lot first. Your safety matters — do not let yourself be in the path of vehicles.


What to Do If Problems Come Up

Reporting Problems

  • If you are a lot supervisor, call the Winterfest office or parking supervisor when problems arise (for example, when a lot is full).
  • If you are not a supervisor, do not call the parking manager directly unless it is a true emergency. Let the cashier or lot supervisor handle it.
  • If something happens and you do not report it to a supervisor right away, you will be dismissed.

Complaints

If you have an issue with another worker, tell Denise Daughtry directly. Do not ask other workers to help resolve it. Common discomforts like being hot, cold, hungry, or tired are best handled by preparing properly before your shift. If the lot supervisor hears these complaints, they will send you back to the office to check out.


Cell Phones, Earbuds, and Smoking

These are not allowed during parking shifts.

Cell phones:

  • No personal cell phone use in the lots, period.
  • If you use your phone in the lot for any reason, you will be sent back to the office to check out.
  • The next time you work, your phone will be stored in the office safe for your whole shift.
  • Lot supervisors must answer calls from the Winterfest office — that is the only exception.

Earbuds and headphones:

  • Not allowed. You need to hear customers, co-workers, and approaching vehicles.

Smoking:

  • No smoking of any kind — cigarettes, vape pens, e-cigarettes, or chewing tobacco.
  • You may not carry cigarettes or a lighter in your parking apron.
  • There are no smoking breaks during events.
  • If the parking manager finds these items on you, you will lose your hours for that day and be dismissed.

Your Schedule and Assignments

A schedule of upcoming events is posted at the Winterfest office. You can add your name to the sign-up sheet for events that work for you. All-day festivals are split into shifts so you can sign up for the time that works best for you.

Check-in time: Arrive at the time listed on your schedule. The event usually begins about an hour after check-in. Time spent waiting before your check-in time does not count toward your hours.

End time: The times on the schedule are estimates. Some events run longer — for example, workers at Wahoos games stay at least 90 minutes after the official start of the game. Stay until you are released by your supervisor.

Leaving early: If you leave before your shift is over without prior approval, you will be dismissed — unless it is a genuine emergency. If you need to leave early, give at least 12 hours' notice before the event starts so a replacement can be arranged.

Assignments: You will be assigned a specific job and spot. You must work the assigned job. You may not choose your own assignment or refuse one. If you refuse an assignment, you will be sent home.

Do not come to the office unless you have an appointment or a scheduled event. The office is closed between events.


Grass Lots and Tailgating

Some Winterfest lots are grassy areas. Tailgating is allowed on grass lots only. The Davis lot on Main Street is a popular tailgate lot — it has big shade trees and is a favorite for picnics. Grass lots do not have marked spaces, so more attendants are needed to guide cars into orderly rows. Your supervisor will manage the layout.


Bay Center — Special Rules

The Bay Center has its own set of rules. Your parking manager will give you those instructions when you are assigned there. Key things to know:

  • No restrooms available at the Bay Center.
  • Event start times may be flexible, especially when more than one show happens in a day.
  • Do not call the Bay Center supervisor to resolve problems — only Winterfest staff can help you.

End of Shift

When your shift ends:

  1. Help collect equipment from the lot and return it to the office, unless you have a physical limitation.
  2. Return all supplies to their proper place in the office.
  3. Sign out on the roster. If you do not sign out, there will be no record of your hours and you will not receive credit. Do not ask anyone else to sign out for you.

If someone is picking you up, have them wait on Alcaniz or Tarragona — not at the lot.

If you must leave due to an emergency and the office is closed, contact the office as soon as possible to check out. You will be reassigned to another event. Leaving without checking out means you will be dismissed.


Leaving in an Emergency

If a real emergency comes up during your shift:

  1. Tell your lot supervisor right away.
  2. Check out with the office.
  3. You will be reassigned to another parking event on a different date.

Do not leave without checking out — even if the office appears closed. Leaving without notice means dismissal.


Working in Different Conditions

Hot weather: Wear light clothing, bring sunscreen and plenty of water. There is little shade in most lots. You must stand in your correct spot — not in the shade.

Cold weather: Dress warmly in layers.

Rain: Rain gear will be provided. You may wait briefly in a vehicle or a nearby building if there is a pause. Rain does not cancel events unless you are told otherwise.

Sun sensitivity or medical conditions: Let us know before you start if you have a medical reason that prevents you from working in sunlight. We may be able to assign you to evening-only shifts. If you simply prefer not to work in the sun, the parking program may not be the right fit — but we will look for other tasks for you.


Trash

Keep the lot clean throughout your shift:

  • At the start of the event, help clean up the lot if needed. Your supervisor will have bags and disposable gloves.
  • Pick up any trash that accumulates during the event.
  • Give filled trash bags to your supervisor.
  • Do not touch anything that might be hazardous unless you are wearing gloves.

Other Opportunities

Winterfest is also a tour company and a charter trolley service, so there is almost always work available beyond parking. If you have limited time to complete your hours, or if parking is not a good fit for you, let us know. We will do our best to find you another assignment.


Summary: The 10 Things That Matter Most

  1. Be friendly and professional — you represent Winterfest to the public.
  2. Follow your supervisor's instructions — only the Parking Manager, Lot Supervisor, Denise Daughtry, or police can direct you.
  3. Stay in your assigned spot — drifting away will get you dismissed.
  4. Pull cars fully into the lot before collecting money — never let cars back up into the street.
  5. Bring your own food, water, and sunscreen — Winterfest does not supply refreshments.
  6. No cell phones, earbuds, or smoking — these are firm rules with real consequences.
  7. Report problems right away — delayed reporting leads to dismissal.
  8. Return all equipment at the end of your shift and put it in the right place.
  9. Sign in and sign out every shift — no signature means no credit for your hours.
  10. Give 12 hours' notice if you need to leave early from a scheduled event.