Point of Sale (POS) Installation Technician

Location / Travel

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