Point of Sale (POS) Installation Technician

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.

Were 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 founders came from Skupos (acquired 2023) and Drizly (acquired by Uber). Weve raised $28M from VMG Partners First Round Lerer Hippeau Watchfire and Toba Capital with angels including the founder of Drizly and early Toast executives and in 2026 closed a $20M Series A. Forbes has recognized Scotch as a leader in liquor retail tech.

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

• 1 years of experience installing deploying or supporting Point of Sale (POS) systems retail technology or similar field-based technology solutions.
• Experience performing onsite hardware installations device configuration cabling testing and go-live support in customer environments.
• 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.
• Comfortable 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.
• High school diploma or equivalent.
• Based in or willing to relocate to Denver Nashville Atlanta NYC or Boston.
• Valid drivers 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

• Compensation: The anticipated base salary range for this position is $70000-$75000. Individual offers are based on a variety of factors including experience skills qualifications and internal equity.
• 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 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 youre 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.