Flipside Beach Bar Supervisor

BENCHMARK; Naples (FL); On-site; USD 28,000 - 42,000; Full time

Job summary

Pyramid Global Hospitality is seeking a friendly, detail‑oriented Cashier for Signia Hilton Naples Grande Beach Resort on Naples’ Paradise Coast. You will handle POS transactions, maintain accurate checks, and support the guest experience with warm, efficient service.

Ideal candidates are organized, comfortable under pressure, and excel in a fast‑paced environment while delivering exceptional hospitality.

Qualifications

• Customer-focused with strong numerical skills.
• Highly organized and detail-oriented.
• Excellent communication skills with guests and teammates.
• Ability to thrive in a fast-paced hospitality environment.

Responsibilities

• Maintain a great relationship with all team members.
• Master the POS system and ensure accurate guest checks.
• Balance and close guest checks with appropriate payment methods.
• Maintain cash bank and ensure accountability.
• Promote breakfast, lunch, and dinner menus to guests.
• Keep Grab & Go area stocked and well organized.

Skills

Engaging personality

Attention to detail

Communication skills

Ability to work under pressure

Tools

POS system

Job description

About Pyramid Global Hospitality

Pyramid Global Hospitality is a leading hospitality management company with a portfolio of more than 200 hotels and resorts and over 18,000 associates across the United States, Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of distinctive independent properties; Axiom Hospitality, our European hotel management company; and PYRAMIDWORKS, which provides integrated workplace and facilities services. With corporate offices in Boston, The Woodlands, Texas, and London, Pyramid combines global scale with a hands‑on approach focused on exceptional service, operational excellence, and long‑term partnerships. At Pyramid, our people are at the heart of everything we do. We are committed to creating an environment where associates are respected, supported, and empowered to grow their careers. Team members have the opportunity to collaborate directly with experienced leaders, take on meaningful stretch assignments, and gain exposure to a diverse portfolio of properties, brands, and markets. Whether you are beginning your hospitality career or bringing years of experience, you’ll find opportunities to learn, develop, and make an impact. Our commitment to associates, guests, owners, and the communities we serve has helped make Pyramid and our properties among the most recognized in hospitality. From being named among the best places to work by respected publications such as USA Today, The Boston Globe, and The Houston Chronicle to earning top travel accolades from Travel + Leisure, Condé Nast Traveler, Forbes Travel Guide, and U.S. News & World Report, these recognitions reflect the culture, service excellence, and commitment to people that define the Pyramid experience.

About our property

Signia Hilton Naples Grande Beach Resort is being reimagined through a comprehensive resort‑wide renovation set to redefine the guest experience. Updates will introduce redesigned guest rooms and suites, vibrant culinary offerings, destination‑inspired experiences, premium wellness amenities, dynamic social and gathering spaces that encourage guest connection, along with Signia Hilton's warm, anticipatory service. Naples Grande Beach Resort is set among lush mangrove forests on Florida’s Paradise Coast; Naples Grande Beach Resort is a 474‑room retreat offering direct access to three miles of white sand beach. The iconic resort is currently undergoing a transformative, property‑wide revitalization that will debut in early 2027, ushering in a new era of modern coastal luxury. The comprehensive reimagination will refresh guest accommodations, dining venues, public spaces and select meetings and event offerings while honoring the timeless beauty and the natural surroundings of Naples. The resort features more than 88,000 square feet of indoor and outdoor meeting and event space, multiple dining outlets and a full‑service spa, making it a premier destination for leisure travelers, groups and special events.

What you will have an opportunity to do:

We are looking for someone who loves numbers, is highly motivated, and customer focused to join our team as a Cashier! The Cashier is responsible for assisting our outlets with closing out tickets in the POS system. This individual needs to be highly organized, loves numbers and very detailed. They will be working closely with different members of our team, so they will need to be quick on your feet and have an engaging attitude. If making meaningful connections, figuring out what it takes and stepping it up to win the day is what you do, and you love it, we want you! This is a tremendous opportunity for a driven person to grow and learn at a world‑class property!

Your role:

• Maintain a great relationship with all members of the team
• Be a master of the POS system
• Be highly organized to maintain control and timeliness in closing out all guest checks
• Maintain a cash bank
• Be willing to jump in where needed to assist in delivering top service levels
• Promote breakfast buffet, lunch, and dinner menu
• Be responsible for knowledge of all menus and items offered in grab and go section
• Memorize product locations throughout the store and be able to direct customers or make suggestions
• Set up Grab and Go section
• Responsible for maintaining stock—all shelves are stocked, pantry is stocked, and prepared for each shift
• Responsible for keeping area clean and stocked
• FOH and BOH inventory—inside area of Market Place and outside area of Market Place
• Receive and visually inspect guest check for any inaccuracies, then close the check to the proper method of payment (i.e., cash, credit card or house charge)
• Ascertain guest satisfaction; in the event of dissatisfaction, tactfully negotiate accommodation
• Comply with accounting guidelines regarding receipt of payments, check total verification, tip disbursement, cash drawer and house bank management
• Balance house bank at the end of the shift
• Retrieve and return bank from vault to workstation and return, to ensure accountability

What are we looking for?

• Someone with an engaging and welcoming personality
• Someone with a strong attention to detail
• Someone who can work under pressure in a fast‑paced environment
• Someone with a passion for creating an exceptional experience for all guests
• Someone with excellent communication skills

Compensation:

Pyramid Global Hospitality is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. Actual compensation packages are based on a wide array of factors unique to each candidate, including but not limited to skill set, years & depth of experience, certifications and specific office location. This may differ in other locations due to cost of labor considerations.