Territory Manager

Scotch
Indiana / Kentucky, US
On-site

Who this role is best for

Best suited to candidates with SMB technology or beverage alcohol industry experience working in Indiana or Kentucky.

Best fit for

  • Candidates with experience selling to small business owners in the beverage alcohol industry
    — “Sell the Scotch POS and operating system to liquor store owners”
  • Individuals who thrive in performance-driven, autonomous environments
    — “Comfort in an autonomous, performance-driven environment”
  • Professionals with a background in retail liquor or broader BevAlc space
    — “Experience working in the retail liquor or broader BevAlc space”

Things to consider

  • Must be based in Indiana or Kentucky for this role
    — “Must be based in IN or KY”
  • Role requires high activity level with five days a week of store engagement
    — “calling on stores five days a week”

How to stand out

  • Highlight your ability to explain complex technology to small business owners
    — “Serve as the trusted technology expert for your buyers — small business owners”
  • Emphasize your track record of exceeding sales targets in SMB tech roles
    — “Self-starter mentality with a track record of hitting and exceeding targets”
  • Showcase experience with multi-product platforms or hardware/software bundles
    — “Experience selling hardware + software bundles or multi-product platforms”
Pace · Fast PacedCollaboration · LowAutonomy · MediumDecision Impact · Individual

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • Sell Scotch POS and operating system to liquor store owners
  • Achieve and exceed sales targets
Typical background
Proven sales experience in SMB technology or beverage alcohol industry

Skills & requirements

Required

SMB Technology SalesLiquor Retail IndustrySales TargetsSales Enablement ToolsCustomer Communication

Preferred

POS SystemsPayment ProcessingE-commerce SolutionsRetail Liquor Industry Relationships

Stack & domain

SalesSMB TechnologyBeverage Alcohol IndustryPOSPaymentsInventory ManagementReportingDay-to-day OperationsRetail LiquorPOS SystemsE-commerceHardwareSoftwarePayment ProcessingMerchant TransitionsOnboardingSupportLeadershipCommunicationProblem-solvingTeamworkAttention To DetailCritical ThinkingRetailLiquor Stores

About the role

Original posting from Scotch via Greenhouse

About Us

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.

Position Overview

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.

Key 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

Qualifications & Skills

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 based in IN or KY

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

Compensation & 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

Why Scotch?

Be part of something early: Join a category-defining company with real momentum and room to shape how we go to market

Sell a product people need: Liquor store owners have been underserved by technology for decades — you're bringing them something genuinely better

Grow with the company: As Scotch scales, so do the opportunities — in comp, scope, and responsibility

Win with a great team: Low ego, high output, no assholes — a culture built to attract and keep top performers

Scotch is an equal opportunity employer. We value diverse perspectives and are committed to creating an inclusive environment for all employees.

Source: Scotch careers (Greenhouse)

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