Server

Jobtailor; Westport (CT); On-site; USD 24,796 - 30,307; Full time

Job summary

Jobtailor in Westport, CT is seeking a hospitality professional for an elevated, high-volume dining environment. You will greet guests, guide through seasonal menus and beverages, and maintain a calm, attentive service style.

The role emphasizes precise order input via Toast POS, timely delivery, and thoughtful guest engagement across all service steps. Flexibility for mornings/evenings/weekends is expected to support guest experience.

Qualifications

• Experience in elevated, high-volume environment preferred.
• Friendly, guest-focused communicator with a poised, professional presence.
• Ability to multitask while staying calm and organized under pressure.
• Passionate about hospitality, food, and sustainability.
• Familiarity with POS systems (Toast).
• Flexible availability—mornings, evenings, weekends, and select holidays.

Responsibilities

• Provide personalized, elevated service in a welcoming, nature-inspired setting.
• Guide guests through seasonal menus and beverage offerings.
• Follow steps of service with consistency.
• Anticipate guest needs and deliver prompt, thoughtful attention throughout service.
• Create a calm, intentional atmosphere that encourages return visits.
• Greet and engage guests with enthusiasm, poise, and genuine hospitality.
• Thrive in the details—listen to allergies, preferences and needs.
• Take and input orders using the Toast POS system.
• Deliver food and beverages timely and polished.
• Offer refined tableside wine service and beverage presentations.
• Maintain cleanliness and organization across service areas.
• Process payments accurately and follow café standards.
• Conduct menu tours with knowledge of dishes, sourcing, and local purveyors.
• Explain specials and seasonal updates confidently.
• Recommend well-matched food and drink pairings.
• Educate guests on beverage menu, including wines, craft beers, non-alcoholic drinks, and coffees.
• Complete seasonal menu testing as directed.
• Support teammates during service.
• Work collaboratively with peers in guest experience.
• Adapt to evolving guest needs and pacing in a dynamic dining environment.
• Participate in daily team meetings and seasonal tastings to stay aligned.

Skills

Guest service

Multitasking

Hospitality

Beverage knowledge

Tools

Toast POS

Job description

Responsibilities

• Provide personalized, elevated service in a welcoming, nature-inspired setting.
• Guide guests through seasonal menus and beverage offerings.
• Follow steps of service with consistency.
• Anticipate guest needs and deliver prompt, thoughtful attention throughout service.
• Create a calm, intentional atmosphere that encourages return visits.
• Greet and engage guests with enthusiasm, poise, and genuine hospitality.
• Thrive in the details – actively listening to accurately account for allergies, preferences and needs.
• Take and accurately input orders using the Toast POS system.
• Deliver food and beverages in a timely and polished manner.
• Offer refined tableside wine service and engaging beverage presentations.
• Maintain cleanliness and organization across all service areas.
• Process payments accurately and follow café standards.
• Conduct menu tours that demonstrate in-depth knowledge of dish preparation, ingredient sourcing, and local purveyors.
• Confidently explain specials and seasonal updates.
• Recommend well-matched food and drink pairings.
• Educate guests on our beverage menu, including wines, craft beers, non-alcoholic drinks, and specialty coffees.
• Complete seasonal menu testing, as directed.
• Support teammates and jump in where needed during service.
• Work collaboratively with peers, respecting that we all play a part in the guest experience.
• Adapt to evolving guest needs and pacing in a dynamic dining environment.
• Participate in daily team meetings and seasonal tastings to stay aligned.

Requirements

• Previous experience in an elevated, high-volume environment preferred.
• Friendly, guest-focused communicator with a poised, professional presence.
• Ability to multitask while staying calm and organized under pressure.
• Passionate about hospitality, food, and sustainability.
• Familiarity with POS systems (Toast).
• Flexible availability preferred- may include mornings, evenings, weekends, and select holidays.
• Physically able to lift up to 50 lbs, stand, bend, reach, and move for extended periods.