Point of Sale (POS) Installation Technician

<p><strong>Location:</strong> Remote / Field-based — Continental US | <strong>Travel:</strong> Up to 100% | <strong>Employment Type:</strong> Full-time</p> <p><strong>About Us</strong></p> <p data-start="0" data-end="190">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.</p> <p data-start="192" data-end="427">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.</p> <p data-start="429" data-end="951" data-is-last-node="" data-is-only-node="">Our founding team includes leaders from&nbsp;<span class="hover:entity-accent entity-underline inline cursor-pointer align-baseline"><span class="whitespace-normal">Skupos</span></span>&nbsp;(acquired in 2023),&nbsp;<span class="hover:entity-accent entity-underline inline cursor-pointer align-baseline"><span class="whitespace-normal">Drizly</span></span>&nbsp;(acquired by&nbsp;<span class="hover:entity-accent entity-underline inline cursor-pointer align-baseline"><span class="whitespace-normal">Uber</span></span>), 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&nbsp;<span class="hover:entity-accent entity-underline inline cursor-pointer align-baseline"><span class="whitespace-normal">Toast</span></span>. Forbes has recognized Scotch as a leader in the liquor retail technology space.</p> <p><strong>Position Overview</strong></p> <p>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.</p> <p>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.</p> <p><strong>Key Responsibilities&nbsp;</strong></p> <ul class="[li_&amp;]:mb-0 [li_&amp;]:mt-1 [li_&amp;]:gap-1 [&amp;:not(:last-child)_ul]:pb-1 [&amp;:not(:last-child)_ol]:pb-1 list-disc flex flex-col gap-1 pl-8 mb-3"> <li>Travel to retail locations throughout the continental US to install, configure, and commission POS hardware and software.</li> <li>Perform installations during pre-opening windows to ensure all systems are fully operational with limited disruption to business.</li> <li>Disassemble the previous POS system and organize components into boxes for the retailer to dispose of.</li> <li>Set up and connect Scotch POS terminals, cash drawers, receipt printers, barcode scanners, payment/card readers, customer-facing displays, and related peripherals.</li> <li>Run, route, and manage cabling; coordinate with on-site networking and electrical as needed to ensure proper connectivity.</li> <li>Install and update POS software, apply configurations, and verify integration with back-office, payment, and inventory systems.</li> <li>Test all hardware and software end-to-end, troubleshoot and resolve issues on-site, and confirm full functionality before sign-off.</li> <li>Provide basic orientation or training to store staff on the installed system when required.</li> <li>Complete installation checklists, documentation, and reporting accurately and on time.</li> <li>Communicate status, blockers, and completion to project managers, store contacts, and the deployment team.</li> <li>Maintain, transport, and account for tools, equipment, and inventory while traveling.</li> <li>Adhere to all safety, security, and brand standards while working on-site.</li> <li>Manage travel arrangements for all installations (hotel, flight, rental car, etc.)</li> </ul> <p><strong>Qualifications &amp; Skills</strong></p> <ul> <li>1+ years of experience installing, deploying, or supporting Point of Sale (POS) systems, retail technology, or similar field-based technology solutions.</li> <li>Experience performing onsite hardware installations, device configuration, cabling, testing, and go-live support in customer environments.</li> <li>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.</li> <li>Comfortable with a highly variable schedule, frequent flights and long drives between markets, and being away from home for consecutive days at a time.</li> <li>Hands-on technical aptitude with hardware setup, cabling, and troubleshooting.</li> <li>Basic understanding of networking concepts (IP addressing, routers/switches, connectivity troubleshooting).</li> <li>Strong problem-solving skills and the ability to work independently with minimal supervision.</li> <li>Excellent reliability, time management, and follow-through under deadline pressure.</li> <li>Clear, professional communication skills for working with store personnel and remote teams.</li> <li>High school diploma or equivalent.</li> <li>Based in or willing to relocate to Denver, Nashville, Atlanta, NYC or Boston.&nbsp;</li> <li>Valid driver's license and clean driving record.</li> <li>Ability to travel by air and rent vehicles</li> <li>Ability to lift, carry, and position equipment up to 50 lbs.</li> <li>Extended periods of standing, walking, bending, kneeling, crouching, and reaching during installations.</li> </ul> <p><strong>Compensation &amp; Benefits</strong></p> <ul class="[li_&amp;]:mb-0 [li_&amp;]:mt-1 [li_&amp;]:gap-1 [&amp;:not(:last-child)_ul]:pb-1 [&amp;:not(:last-child)_ol]:pb-1 list-disc flex flex-col gap-1 pl-8 mb-3"> <li>Starting at $70,000 per year, with flexibility depending on experience&nbsp;</li> <li>Competitive equity package</li> <li>Comprehensive medical, dental, and vision coverage</li> <li>Unlimited flexible PTO</li> </ul> <p><strong>Why Scotch?</strong></p> <ul class="[li_&amp;]:mb-0 [li_&amp;]:mt-1 [li_&amp;]:gap-1 [&amp;:not(:last-child)_ul]:pb-1 [&amp;:not(:last-child)_ol]:pb-1 list-disc flex flex-col gap-1 pl-8 mb-3"> <li>Solve meaningful technical problems: Work directly on issues that impact real-world business operations</li> <li>Collaborate closely with Engineering: Help influence product quality and operational improvements</li> <li>Grow your technical expertise: Gain hands-on experience across software, hardware, networking, and payments systems</li> <li>Join a fast-growing company: Be part of a team building modern infrastructure for a massive industry</li> </ul> <p><strong>How to Apply</strong></p> <p>Submit your application through this job posting &amp; email brett.medina@scotchpos.com<strong> </strong>with subject line <strong>"POS Installation Technician"</strong>.</p> <p>In your email, please include:&nbsp;</p> <ul> <li>A brief overview of your technical support or troubleshooting experience</li> <li>Any experience working with POS systems, Android devices, hardware support, or networking</li> <li>An example of a complex technical issue you diagnosed or resolved</li> <li>Why you’re interested in Scotch and this role specifically</li> </ul> <p>Scotch is an equal opportunity employer. We value diverse perspectives and are committed to creating an inclusive environment for all employees.</p> <p>&nbsp;</p>