About P.S. Speakeasy

Tucked away and intentionally discreet, P.S. Speakeasy is an upscale, intimate cocktail lounge inspired by classic speakeasy culture and elevated hospitality. Our guests come to us for more than a drink—they come for an experience defined by atmosphere, intention, and exceptional service.

P.S. Speakeasy is managed by Arbor Lodging, a leading hotel investment and management company with a growing portfolio across the U.S., Mexico, and the Caribbean. Arbor partners with top brands including Marriott, Hilton, Hyatt, and IHG, and is known for its proactive, people-first service culture.

If you are a polished, confident server who understands timing, discretion, and the art of hospitality, this role was designed for you.

Position Summary

As a Server at P.S. Speakeasy, you are a key part of the guest experience. You will guide guests through thoughtfully crafted cocktails and menu offerings while maintaining the elevated, immersive ambiance that defines our space. This role requires professionalism, strong communication skills, and the ability to read the room—knowing when to engage and when to let the experience speak for itself.

What You’ll Do

• Deliver a seamless, elevated dining and cocktail experience from greeting to farewell
• Confidently describe menu items, ingredients, preparation methods, and cocktail profiles
• Take accurate orders and serve food and beverages responsibly and efficiently
• Anticipate guest needs and provide attentive yet unobtrusive service
• Process checks and payments in accordance with company policies
• Maintain impeccable table presentation, glassware, linens, and station cleanliness
• Prepare and break down your station before and after service
• Uphold a professional, polished demeanor at all times
• Support the overall guest experience by being knowledgeable about the hotel’s amenities and services
• Assist with opening, closing, and side work as needed
• Accurately report tips in compliance with IRS and company guidelines
• Perform additional duties as assigned

What We’re Looking For

• Proven experience serving in an upscale restaurant, cocktail lounge, speakeasy, or fine-dining environment
• Exceptional guest service and interpersonal skills
• Strong attention to detail and ability to multitask in a fast-paced, high-expectation setting
• Poise, professionalism, and emotional intelligence
• Ability to work evenings, weekends, and late nights
• Ability to stand and move for extended periods and lift up to 50 lbs
• High school diploma or equivalent experience
• Ability to obtain and maintain all required certifications

Why You’ll Love Working Here

• Competitive pay based on experience
• Annual performance reviews with growth potential
• 401(k) with company match
• Medical, Dental, and Vision insurance for eligible employees
• Wellness benefits for eligible employees
• A refined, adult atmosphere with guests who value quality and service
• A culture that rewards accountability, integrity, and heart-led hospitality

Arbor Lodging’s Guiding Principles

• Do the Right Thing – Act with integrity, always
• Lead with Heart – Be kind, passionate, and hospitable
• Be Accountable – Take ownership and deliver results
• Aim Higher – Exceed expectations and embrace thoughtful change
• Celebrate Differences – Respect individuality and diverse perspectives

Pay is based on multiple factors including experience, education, certifications, and local labor markets. Arbor Lodging complies with all applicable wage laws and offers a comprehensive benefits package subject to eligibility.

Arbor Lodging Management is proud to be an Equal Opportunity Employer and complies with all federal, state, and local nondiscrimination laws.

Benefits:

• Competitive salary
• Annual review with increase potential
• 401k program with company match
• Medical, Dental, and Vision insurance available to eligible employees
• Wellness benefits available to eligible employees