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Serve, Smile, Succeed: Join the Rail Trail Service Team!
Serve, Smile, Succeed: Join the Rail Trail Service Team!The Rail Trail Flatbread co. • Milford, MA
Serve, Smile, Succeed: Join the Rail Trail Service Team!

Serve, Smile, Succeed: Join the Rail Trail Service Team!

The Rail Trail Flatbread co. • Milford, MA
30+ days ago
Job type
  • Full-time
Job description

Although delicious wood fired flatbread pizza is the champion on our menu it's just the beginning - we are a family friendly restaurant offering unique spins on new American comfort food classics like burgers, poutine, tacos and mac and cheese to name a few. Some of our most popular items were developed by thinking about the food we crave and the places we've been. We believe food should be fun and approachable for everyone and never, ever too serious.


Want to be part of a team that sets the standard for service in a high-energy, fast-paced restaurant?

At Rail Trail, we don’t just serve. We guide the experience from the first greeting to the last bite.


We’re looking for hospitality-driven professionals who thrive in high-volume settings, bring strong table presence, and genuinely love making people’s day.


Why You’ll Love Working Here

  • Top-tier earnings: Servers here average $30–$45/hr, thanks to our high volume and strong guest following
  • Flexible schedule options: Nights, weekends, and brunch shifts available
  • Team culture that thrives on feedback, support, and high standards
  • 25% off at all sister restaurants, including our Ice Cream shop, Irish pub, and speakeasy concepts!
  • Opportunities to grow: We promote from within and support long-term development
  • Holidays off: We're closed on Thanksgiving, Christmas, July 4th, and Easter so you can enjoy time with loved ones!


What You’ll Do

  • Deliver warm, confident, and knowledgeable hospitality every shift
  • Build genuine guest relationships that go beyond the transaction
  • Sell menu items with personality and integrity—understanding allergens, pairings, and ingredients
  • Work closely with hosts, kitchen, and bar teams to keep service smooth and efficient
  • Stay sharp, multitask under pressure, and keep things fun (even on a busy Saturday night)


You’re a Great Fit If You…

  • Are 21+ and ready to own your role
  • Communicate clearly and handle fast-paced shifts with confidence
  • Have previous serving or hospitality experience (preferred, but not required if you’re a fast learner)
  • Want a job that supports your personal goals and gives you a chance to grow professionally
  • Bring a positive, can-do attitude to every shift


Apply now to join a team that delivers serious hospitality with a side of fun. Let’s make service magic happen. #LiveByTheFire

Must be 21+
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Serve, Smile, Succeed: Join the Rail Trail Service Team! • Milford, MA

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