Sales Director

Scotch • Boston, MA

6d • $100,000 - $150,000 • Onsite

About The Position

Scotch is building the next-generation operating system for beverage alcohol retailers — combining POS, payments, back office, and e-commerce into a platform purpose-built for liquor stores. We’re modernizing one of the oldest industries in the world: the $1.6T beverage alcohol market. Our platform helps retailers run more efficiently through streamlined payments, inventory management, reporting, and day-to-day operations. Our founding team includes leaders from Skupos (acquired in 2023), Drizly (acquired by Uber), and engineering leaders from top technology companies. We’ve raised $28M from VMG, First Round, Lerer Hippeau, Watchfire, and Toba Capital, alongside angels including the founder of Drizly and early executives from Toast. Forbes has recognized Scotch as a leader in the liquor retail technology space.

Scotch is seeking a Sales Director to help liquor stores across the country modernize their operations. You'll be selling a full operating system — hardware, software, payment processing, and e-commerce — to small business owners who are ready to leave outdated technology behind. This is a high-activity, high-reward role at a fast-moving company with real upside.

Requirements

• Proven sales experience in SMB technology or the beverage alcohol industry
• Confidence selling to and communicating with small business owners
• Self-starter mentality with a track record of hitting and exceeding targets
• Comfort in an autonomous, performance-driven environment
• Genuine enthusiasm for technology and modern sales enablement tools
• Experience working in the retail liquor or broader BevAlc space
• Must be located in Massachusetts

Nice To Haves

• Existing relationships in the retail liquor or broader BevAlc space
• Experience selling hardware + software bundles or multi-product platforms
• Familiarity with POS, payments, or e-commerce solutions

Responsibilities

• Sell the Scotch POS and operating system to liquor store owners
• Own a mix of inbound and outbound activity, calling on stores five days a week
• Serve as the trusted technology expert for your buyers — small business owners — helping them understand how Scotch saves time and grows profit
• Collaborate with the onboarding and support team post-close to ensure smooth merchant transitions, stepping in as needed on your own deals

Benefits

• $150,000 OTE ($100k base + $50k uncapped commission)
• Competitive equity package
• Comprehensive medical, dental, and vision coverage — 75% premium covered for employees
• Company-sponsored 401(k)
• Unlimited flexible PTO — we actively encourage you to use it

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed