Server Assistant

Olympia Hospitality; Winter Park (FL); On-site; USD 16,000 - 23,000; Full time

Benefits offered by this job

Health coverage up to 80%

401K with discretionary yearly match

Paid group term life insurance

PTO & 7 paid holidays

Earned wage access

Exclusive hotel travel discounts

Job summary

Olympia Hospitality is seeking a server assistant in Winter Park, FL. The position focuses on delivering excellent guest service, understanding the menu, and delivering a smooth dining experience.

You will engage with guests, upsell items, and collaborate with the team to ensure efficiency and accuracy at service time. We offer competitive hourly pay of $14 per hour plus tips and a benefits package designed to support well-being, retirement, and work-life balance, including health coverage, PTO,

Qualifications

• Prior customer service experience preferred.
• High school diploma or equivalent preferred.
• Ability to communicate effectively with guests and team members.

Responsibilities

• Assist in getting expo line and carry-out supplies ready for service.
• Fill condiment containers, ice, and anything else needed for fast execution of meal running.
• Know menu, menu prices, composition of food and beverage menu items, familiarity with all daily specials and with proper plating procedures.
• Upsell/suggestively sell food and beverages by describing items in an appealing way.
• Provide courteous guest service and respond to guest requests.
• Be knowledgeable in POS to ring in orders; confirm orders and clarify guest concerns before sending to kitchen.

Skills

Customer service

Communication

Following instructions

Quick learner

Attention to detail

Phone skills

Education

High school diploma or equivalent

Tools

POS system

Job description

We’re more than just a team – we’re a community dedicated to making a difference every day.

At The Alfond Inn and Olympia Hospitality, we create a fun, supportive environment where growth never stops, and success is celebrated together. Guided by our values of continuous improvement, accountability, concern for others, and trust, we foster a culture of collaboration and integrity. If you’re passionate, driven, and ready to thrive, we’d love to have you on our team.

The server assistant safely and efficiently provides excellent customer service with a smile! We want our guests to feel good about their dining experience so that they will tell others and become a loyal customer. We expect and encourage you to go out of your way to talk to guests and find out what their needs are before they ask you.

This position pays $14.00 per hour plus tips.

Join a Team that Puts Your Well-Being First!

At Olympia Hospitality, we believe in supporting our employees both in and out of the workplace. When you join us, you’re not just getting a job – you’re joining a family-first organization that cares about your health and wellness, your future, and your overall satisfaction.

Here’s how we show our commitment:

• Health Coverage That Works for You: We contribute up to 80% toward individual health plans and offer affordable dental and vision insurance. Plus, with FSA and HSA options, you can plan for your healthcare costs your way.
• Secure Your Future: With our 401K plan and discretionary yearly match, you can build the financial future you deserve.
• Peace of Mind: We provide paid group term life insurance for select positions, 50% shared cost short-term disability, and you have the option to purchase additional employee paid life insurance.
• Time for You: Enjoy our robust PTO plan and 7 paid holidays to maintain work-life balance. Need quick access to your paycheck? Our earned wage access program has you covered!
• Additional Support: From our Employee Assistance Program (EAP) to a sober support network, and our commitment to being a recovery-friendly workplace, we're here to help you thrive personally and professionally.
• Perks: Love to travel? Enjoy exclusive hotel travel discounts as a member of our team. Additional benefits may be available based on property specific locations!

We’re more than just a business—we’re a values-driven organization that believes in creating an environment where every team member can thrive. Our core values guide everything we do, from how we interact with each other to how we serve our guests and community. Join us at Olympia Hospitality and take the next step toward a fulfilling, balanced, and supported career.

Responsibilities

• Assist in getting expo line and carry-out supplies ready for service.
• Fill condiment containers, ice, and anything else needed for fast execution of meal running.
• Know menu, menu prices, composition of food and beverage menu items, familiarity with all daily specials and with proper plating procedures.
• Up-sell/suggestively sell food and beverages by describing each item in an appealing way, when necessary.
• Provide courteous guest service and respond to guest requests.
• Be knowledgeable in POS to ring in order, if necessary.
• Confirm the order by repeating back and clarify any doubts, food allergies, or guest concerns before sending the order to the kitchen.
• Close guest checks to the appropriate form of payment and file in a safe place until end of shift.
• Stock supplies daily: include condiments, plates, glassware, silverware, trays, napkins, flowers, printer paper, check presenters, and pens.
• Clean and stock refrigerators with juices, sodas, waters, and milk.

Skills Required

• Provide high level customer service, communicate effectively with guests and team members, follow instructions, ability to learn quickly, pay attention to detail, and maintain composure when working under pressure; demonstrates very good phone skills

Experience / Education

• Prior customer service experience is preferred; high school diploma and/or equivalent work experience preferred, but not required

The Olympia Companies is an equal opportunity employer and is committed to providing employment opportunities to qualified applicants without regard to such characteristics as race, color, religion, age, sex, sexual orientation, gender identity or expression, national origin, disability, genetic information, protected veteran status or any other factor protected by applicable law.