Operations & Customer Service Lead- Great Hours

Operations & Customer Service Lead

Nashoba Valley Winery | Bolton, MA

Full-Time | $22–$25/hour + tips

About Nashoba Valley Winery

Nashoba Valley Winery is one of Massachusetts’ premier hospitality destinations, where guests come to enjoy locally crafted wines, beers, ciders, and spirits in a scenic vineyard setting.

Our operation evolves with the seasons:

• Spring through Fall: The Knoll — a vibrant 10,000+ sq. ft. outdoor venue with 100+ tables, sweeping vineyard views, and multiple tasting areas
• Winter: Service transitions indoors to The Pavilion and tasting room (weekends)
• Midweek (Winter): A more intimate operation focused on tasting room and retail service

This is not just a venue — it’s a full guest experience. We’re looking for a high-energy, hospitality-driven leader to help run it.

Position Overview

The Operations & Customer Service Lead is the primary on-site leader responsible for daily operations, team performance, and guest experience across all service areas.

You will oversee:

• Beverage Servers
• Tasting Room Staff
• Terrace Bar Team
• Beverage Expediters
• Guest Check-In

This is a hands-on leadership role . You won’t just manage — you’ll be actively working alongside your team while ensuring everything runs smoothly.

You’ll be trained across all operational areas, including:

• Beverage service & bar operations
• Tastings & tours
• POS systems
• Guest check-in & flow
• Beverage expediting

During weekday shifts, you will run a station while maintaining full operational oversight .

Schedule (Required)

Wednesday – Sunday

Mid-Fall & Winter

• Wed & Sun: 10:30 AM – 5:30 PM
• Thurs – Sat: 10:30 AM – 6:30 PM

Spring – Early Fall

• Wed & Sun: 10:30 AM – 5:30 PM
• Thurs – Sat: 10:30 AM – 7:30 PM
• Friday hours may vary (Food Truck Fridays)
• Some weekday shifts may begin at noon

✔ Must be able to lift up to 50 lbs
✔ Must be able to stay active on your feet for 8–10 hour shifts

Key Responsibilities

Leadership & Team Management

• Lead daily operations across all guest-facing departments
• Oversee and support weekend shift leads
• Hire, train, schedule, and develop team members
• Adjust staffing based on weather, volume, and seasonality
• Maintain team productivity, morale, and accountability

Guest Experience

• Set the tone for a high-quality, welcoming experience
• Act as the main point of contact for guest concerns
• Manage check-in flow and overall service efficiency
• Support service during peak periods
• Educate guests on wines, beers, ciders, and spirits

Operations

• Oversee service flow across a large-scale outdoor venue
• Ensure cleanliness, organization, and presentation standards
• Coordinate with other departments for seamless execution
• Step into service roles as needed
• Operate tasting room and retail during winter midweek shifts

What We’re Looking For

• 2+ years of hospitality or customer service experience
• 1+ year in a leadership or supervisory role
• Proven ability to perform in high-volume environments
• Strong communication, organization, and problem-solving skills
• A hands-on leader who leads by example
• Guest-first mindset with a positive, solutions-oriented attitude
• Ability to balance operations + service simultaneously
• Reliable transportation to Bolton, MA

Why Join Nashoba

• Work in one of the most scenic hospitality environments in Massachusetts
• Be part of a high-energy, team-driven culture
• Gain experience across wine, beer, cider, and spirits operations
• Enjoy a role with variety, seasonality, and growth opportunity
• Build real leadership experience in a growing operation

Compensation & Perks

• $22–$25/hour + tips
• Tipped position with strong seasonal earning potential
• Employee discount
• Full-time, consistent schedule
• Day shifts (8–10 hours)

Apply Today

If you’re ready to lead from the front, thrive in a fast-paced environment, and help deliver an exceptional guest experience — we’d love to meet you.

Join the Nashoba team and be part of something special.