--- title: 'Point of Sale (POS) Installation Technician at Scotch' canonical: 'https://feeny.ai/job/point-of-sale-pos-installation-technician-scotch-denver-0en7x0802reg' type: 'job' last_seen: '2026-09-26' --- # Point of Sale (POS) Installation Technician at Scotch - **Company:** Scotch - **Location:** Denver, CO / New York, NY - **Work type:** remote - **Posted:** 2026-06-16 - **Last confirmed live:** 2026-09-26 - **Apply:** https://job-boards.greenhouse.io/scotch/jobs/5266126008 ## Job description 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 founders came from Skupos (acquired 2023) and Drizly (acquired by Uber). We've 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 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 - Compensation: The anticipated base salary range for this position is $70,000-$75,000. 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 brett.medina@scotchpos.com 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. ## About Scotch ## Company Overview - **One-liner**: Scotch provides an all-in-one cloud-native operating system (POS, inventory, analytics, and payments) built exclusively for liquor retailers. - **Entity Type**: Private (Series A) - **Headquarters**: Denver, Colorado, USA - **Founded**: 2024 - **Founders**: Jake Bolling (CEO), Kevin Hodges (CRO), and Dan Chen (CTO) ## Core Business - Primary industry: Liquor retail technology / Vertical SaaS - Target customers: Independent and large-format liquor retailers (B2B, SMB to Enterprise) - Mission: To give liquor stores the systems they deserve – modern, AI‑powered tools that save time and improve margins so retailers can focus on their customers. ## Products & Services - **POS & Payments**: Point‑of‑sale system with low‑fee payment processing, designed for fast transactions and offline resilience. - **Back Office**: Automated inventory management, invoice reconciliation, cost‑change detection, SKU standardization, and deal‑sheet matching. - **AI‑Powered Insights**: Real‑time dashboards and profitability analytics that help retailers make smarter pricing and stocking decisions. - **eCommerce**: Integrated online ordering capability (mentioned on website). ## Market Standing - **Valuation**: Not publicly disclosed. - **Key Metrics**: $10M annual revenue (LinkedIn estimate); $1B annualized gross payment volume (June 2026). - **Total Funding**: ~$20M Series A (June 2026) led by VMG Partners; earlier Seed ($10M) led by First Round Capital; Pre‑Seed led by Levante. - **Notable Investors**: VMG Partners, First Round Capital, Lerer Hippeau, Toba Capital, Levante. - **Growth Signals**: 35 employees (80% in US), monthly headcount growth +10.8%; onboarding large independent retailers such as The Liquor Store of Jackson Hole, Big Bear Wine & Liquor, Corkdorks, and Everest Spirits Superstore; actively hiring across engineering, support, and operations. ## Competitive Advantages - **Vertical‑specific**: Entirely built for liquor retail – not a generic POS adapted to the category. Handles complex workflows unique to the industry (e.g., multi‑distributor invoices, 10,000–25,000 SKUs). - **Cloud‑native, AI‑first**: Replaces on‑premise legacy systems (often 30–40 years old) with a modern, always‑up‑to‑date platform. - **Proven founding team**: The CEO and CRO previously built Skupos (convenience‑store tech); the CTO was CTO of Drizly (acquired by Uber for >$1B). - **Lowest‑fee guarantee**: Payment processing fee claim differentiates from competitors. - **Automation that saves 20% of inventory time**: Automated invoice reading, cost‑change alerts, and net‑change workflows reduce manual work. ## Strategic Focus - Accelerate product development and expand the AI‑enabled operating system. - Scale engineering and go‑to‑market teams to onboard more retailers nationwide. - Continue modernizing the $250B beverage‑alcohol retail industry, one of the last major specialty retail categories still reliant on legacy systems. ## Why Work Here - **Culture**: Mission‑driven (“challenge the status quo”), early‑stage energy, and a distributed, remote‑friendly environment. - **Work Policy**: Hybrid workspace – remote with a physical office in Denver. Some roles (e.g., POS Installation Technician) require on‑site presence. - **Engineering Stack**: Ruby, Kotlin, PostgreSQL, AWS – a modern tech stack with ownership across product and infrastructure. - **Team**: 35 people total, 18 in product/tech – high impact per employee, direct access to founders. - **Perks**: Not detailed in sources, but the company emphasizes “giving retailers time back” and hiring people who want to challenge the status quo. - **Open Roles** (as of mid‑2026): Technical Support – Tier 2, Senior Manager Support & Field Operations, Onboarding Specialist, and a Point‑of‑Sale Installation Technician. ## Sources 1. [scotchpos.com](https://scotchpos.com/) 2. [scotchpos.com/about](https://scotchpos.com/about/) 3. [builtin.com](https://builtin.com/company/scotch) 4. [linkedin.com](https://www.linkedin.com/company/scotch-inc) 5. [prnewswire.com](https://www.prnewswire.com/news-releases/scotch-raises-20m-series-a-to-modernize-liquor-stores-surpasses-1b-in-payment-volume-302790781.html) ## Other roles at Scotch - [Product Manager](https://feeny.ai/job/product-manager-scotch-denver-c5pf8jb3mhtv) — Denver, CO - [Senior Strategic Finance Manager](https://feeny.ai/job/senior-strategic-finance-manager-scotch-denver-mg9sew6rzwg8) — Denver, CO - [Onboarding Specialist](https://feeny.ai/job/onboarding-specialist-scotch-denver-j4y83frketf1) — Denver, CO