Location: Remote / Field-based — Continental US | Travel: Up to 100% | Employment Type: Full-time
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
We are seeking a hands-on, road-ready Point of Sale (POS) Installation Technician to deploy and configure POS systems in retail locations across the continental United States. This is a travel-intensive, field-based position: you will be on the road up to 100% of the time, moving between stores to install, test, and hand off complete POS environments.
The ideal candidate is technically capable, physically energetic, comfortable with frequent travel non-standard hours, and dependable under deadline pressure. If you like variety, independence, seeing a new city every week, and the satisfaction of walking out of a store knowing everything is live and ready, this role is for you.
Key Responsibilities
- Travel to retail locations throughout the continental US to install, configure, and commission POS hardware and software.
- Perform installations during pre-opening windows to ensure all systems are fully operational with limited disruption to business.
- Disassemble the previous POS system and organize components into boxes for the retailer to dispose of.
- Set up and connect Scotch POS terminals, cash drawers, receipt printers, barcode scanners, payment/card readers, customer-facing displays, and related peripherals.
- Run, route, and manage cabling; coordinate with on-site networking and electrical as needed to ensure proper connectivity.
- Install and update POS software, apply configurations, and verify integration with back-office, payment, and inventory systems.
- Test all hardware and software end-to-end, troubleshoot and resolve issues on-site, and confirm full functionality before sign-off.
- Provide basic orientation or training to store staff on the installed system when required.
- Complete installation checklists, documentation, and reporting accurately and on time.
- Communicate status, blockers, and completion to project managers, store contacts, and the deployment team.
- Maintain, transport, and account for tools, equipment, and inventory while traveling.
- Adhere to all safety, security, and brand standards while working on-site.
- Manage travel arrangements for all installations (hotel, flight, rental car, etc.)
Qualifications & Skills
- High school diploma or equivalent.
- Based in or willing to relocate to Denver, Nashville, Atlanta, NYC or Boston.
- Proven ability and willingness to travel up to 100% of the time throughout the continental US, including overnight stays and extended periods away from home.
- Comfortability with a highly variable schedule, frequent flights and long drives between markets, and being away from home for consecutive days at a time.
- Hands-on technical aptitude with hardware setup, cabling, and troubleshooting.
- Basic understanding of networking concepts (IP addressing, routers/switches, connectivity troubleshooting).
- Strong problem-solving skills and the ability to work independently with minimal supervision.
- Excellent reliability, time management, and follow-through under deadline pressure.
- Clear, professional communication skills for working with store personnel and remote teams.
- Valid driver's license and clean driving record.
- Ability to travel by air and rent vehicles
- Ability to lift, carry, and position equipment up to 50 lbs.
- Extended periods of standing, walking, bending, kneeling, crouching, and reaching during installations.
Compensation & Benefits
- $70,000 per year depending on experience
- Competitive equity package
- Comprehensive medical, dental, and vision coverage
- Unlimited flexible PTO
Why Scotch?
- Solve meaningful technical problems: Work directly on issues that impact real-world business operations
- Collaborate closely with Engineering: Help influence product quality and operational improvements
- Grow your technical expertise: Gain hands-on experience across software, hardware, networking, and payments systems
- Join a fast-growing company: Be part of a team building modern infrastructure for a massive industry
How to Apply
Submit your application through this job posting & email [email protected] with subject line "POS Installation Technician".
In your email, please include:
- A brief overview of your technical support or troubleshooting experience
- Any experience working with POS systems, Android devices, hardware support, or networking
- An example of a complex technical issue you diagnosed or resolved
- Why you’re interested in Scotch and this role specifically
Scotch is an equal opportunity employer. We value diverse perspectives and are committed to creating an inclusive environment for all employees.
Skills Required
- High school diploma or equivalent
- Based in or willing to relocate to Denver, Nashville, Atlanta, NYC or Boston
- Willingness and ability to travel up to 100% throughout the continental US
- Hands-on technical aptitude with hardware setup, cabling, and troubleshooting
- Basic understanding of networking concepts (IP addressing, routers/switches, connectivity troubleshooting)
- Valid driver's license and clean driving record
- Ability to travel by air and rent vehicles
- Ability to lift, carry, and position equipment up to 50 lbs
- Ability to stand, walk, bend, kneel, crouch, and reach for extended periods during installations
- Strong problem-solving skills and ability to work independently with minimal supervision
- Clear, professional communication skills for working with store personnel and remote teams
- Maintain, transport, and account for tools, equipment, and inventory while traveling
What the Team is Saying
Scotch Compensation & Benefits Highlights
-
Healthcare Strength — Health, dental, and vision insurance are consistently listed, with employer-subsidized premiums referenced in job materials. Feedback suggests the core medical coverage is solid for a small, venture‑backed startup.
-
Equity Value & Accessibility — Employee equity is included across postings, providing ownership potential aligned with early‑stage growth. Feedback suggests this upside is a meaningful part of the total rewards mix.
-
Leave & Time Off Breadth — An unlimited PTO policy is advertised across public materials. Feedback suggests flexibility is a notable feature, though actual usage norms should be confirmed during the offer process.
Scotch Insights
What We Do
From neighborhood stores to destination warehouses, liquor retailers of all sizes have been held back by manual tasks, slow systems and limited business intelligence. So we decided to build something better — smarter software that saves time and improves margins so independent retailers could focus on their customers, not manually managing inventory.
Why Work With Us
Company building is a team sport, and we aim to to win the World Championships. We’re looking for heat-seeking missiles that aspire to be the absolute best in their field, to constantly raise the bar amongst their peers, and to win. We’re a low-ego, high-outcome focused crew with a strict no asshole policy.
Scotch Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We're a distributed remote team, with our headquarters in Denver, CO. We hire the best people we can find, regardless of location.
