About Hilltown
Hilltown (formerly known as Hilltown Hot Pies) is a celebration of naturally leavened,wood-fired pizza, and southern Italian cuisine that conveys a deep connection to the local Berkshires and New England landscape. Founded by pizzaiolo and chef Rafi Bildner, Hilltown uses pizza as a canvas to showcase the region’s agricultural systems and foodways, create community and connection. With roots in pop-ups and nomadic collaborations (the Hilltown Hot Pies days) across the Hudson Valley and Berkshires (and the Bay Area before that), Hilltown is now embarking on its next chapter: a brick-and-mortar home tucked away in the Southern Berkshire Hills, on a historic farmhouse property. After closing on the property in the spring of 2023, and then following over a year of complex architectural and design planning, a monumental renovation commenced in September 2024 to transform an aging 1790s farmhouse (that previously housed a noted Berkshire restaurant) into its new iteration as Hilltown.This space will be more than a pizzeria: It will be an immersive culinary destination, featuring a bustling open-kitchen pizza line, a seasonal outdoor “pizza garden,” and connections to the land through on-site gardens, workshops, special events and experiential opportunities. A place for nourishment, warmth, and joy, Hilltown will be a rural destination, a gathering spot for those who love great food and are inspired by the relentless pursuit of craft. A hub for those who find inspiration in a sense of place, and are excited to witness and experience the ever-evolving journey of wild-yeasted pizza.
Who We’re Looking For + Position Overview
As a Server at Hilltown, you will be responsible for delivering excellent customer service and ensuring guests have an enjoyable dining experience from start to finish. You will work closely with the kitchen and other staff members to provide timely and efficient service. You will coordinate with the Back-of-House to ensure an organized and timely service flow, and always uphold our philosophy of joyful, high-quality service. The ideal candidate brings both skill and heart to their work and thrives in a collaborative, fast-paced environment. It is our goal that our service staff conveys both authenticity and warmth to our guests, and upholds our values of joyful and intentional hospitality. At Hilltown, we are strong believers in continuous food and beverage education: we encourage all of our team members to actively participate in daily pre-shift meetings, and our entire team participates in the same training and onboarding process, regardless of past experiences.
Reports To: General Manager
Responsibilities
Guest Experience, Table Service, and Product Knowledge
- Greet and seat guests warmly and with professionalism, setting the tone for their dining experience.
- Understand and communicate the story, history, and values behind Hilltown—why we do what we do, and how that shapes the guest experience.
- Present menus, share daily specials, and offer knowledgeable guidance about menu items, ingredients, and the culinary philosophy behind Hilltown.
- Offer thoughtful, authentic recommendations based on guest preferences and your knowledge of our menu, wine, beer, and cocktail offerings.
- Take food and beverage orders accurately and efficiently, inputting them into the Toast POS system with precision.
- Serve food and drinks in a timely, calm, and gracious manner, ensuring accuracy and presentation standards are met.
- Create a welcoming and inclusive dining environment where guests feel comfortable, respected, and appreciated.
- Stay informed and engaged with our evolving food and beverage program through daily pre-shift meetings and ongoing training.
Teamwork & Communication
- Collaborate effectively with fellow Servers, Hosts, kitchen staff, and leadership to maintain smooth service flow and a positive work environment.
- Calmly ask for clarification or assistance when needed, supporting leadership and your teammates with professionalism.
- Assist in training new Servers and setting an example of hospitality, efficiency, and teamwork.
Cleanliness & Organization
- Maintain a clean, organized work environment, including tables, chairs, service stations, and floor areas.
- Complete opening and closing protocols thoroughly and efficiently, setting up and breaking down your section with care.
Safety, Compliance, and Financial Responsibility
- Verify guest age by requesting a valid State ID for any guest appearing under 45; ensure responsible alcohol service at all times.
- Uphold all local, state, and federal regulations regarding alcohol service and food safety.
- Accurately process guest payments using Toast POS, including handling of cash, credit cards, and change.
- Follow Hilltown’s policies and procedures for guest safety, staff conduct, and operational excellence.
Problem-Solving & Guest Recovery
- Handle guest concerns or complaints with composure and empathy, resolving issues promptly and with a guest-first mindset.
- Communicate any ongoing or unresolved concerns to management in a timely and professional manner.
Other Duties as Assigned
Qualifications
- Must be at least 18 years old.
- At least two (2) years of experience in a hospitality role is preferred.
- Passion for food, exceptional work ethic, and dedication to excellent hospitality.
- Excellent communication and customer service skills.
- Ability to work in a fast-paced environment and multitask.
- Team player with a positive attitude: must have a positive approach to communication and problem-solving.
- A high level of personal cleanliness, attention to hygienic standards and working knowledge of kitchen and restaurant safety techniques.
- Able to work under pressure and stay calm in difficult situations.
- Availability to work nights, weekends, and holidays.
- Must be able to stand and work for shifts of 8+ hours, and be able to move, lift, carry, push, pull, and place objects weighing less than or equal to 50 pounds without assistance, and move over sloping, uneven, or slippery surfaces. Must be able to reach overhead and below the knees, including bending, twisting, pulling, and stooping, and stand, sit, or walk for extended periods of time.
What We Offer
- Competitive hourly wages commensurate with experience, plus tips.
- A supportive, professional, passionate and joyful work environment. Working with a team that truly cares about our craft, each other, and our guests.
- Opportunities to grow and learn as a hospitality professional.
- Complimentary staff meals prepared daily and dining discounts for our team.
- A chance to be part of a highly anticipated restaurant opening.
Start Date: On or around September 15th, 2025.
Application Process: Candidates should send an email to info@hilltownhotpies.com with “Server” in the subject line, and include a resume and a brief description of your interest in the role.
Hilltown is committed to a diverse, equitable and inclusive workplace in which everyone is welcomed, valued, and supported. Hilltown recruits, employs, compensates, and promotes without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, physical or mental disability, genetic or family medical history, marital, parental, veteran or military status, unfavorable military discharge, or any other status protected by applicable federal, state or local law.
Job Types: Full-time, Part-time
Pay: From $8.00 per hour
Expected hours: 8 – 40 per week
Benefits:
- Employee discount
- Flexible schedule
- Food provided
Work Location: In person