Technical Support - Tier 2

Posted 16 Hours Ago
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Denver, CO, USA
In-Office
65K-75K Annually
Mid level
Artificial Intelligence • eCommerce • Fintech • Payments • Retail • Software • Analytics
Far from just another POS, Scotch is the all-in-one operating system designed exclusively for liquor retailers.
The Role
Serve as the senior escalation point for complex issues on Scotchs Android POS platform and hardware. Diagnose software and hardware faults, analyze logs and network configs, support customers and Engineering to reproduce and resolve issues, maintain documentation and KB articles, assist with releases and hardware testing, and participate in on-call rotations for critical incidents.
Summary Generated by Built In

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. Forbes has recognized Scotch as a leader in liquor retail tech. We closed a $20M Series A in 2026 off 500%+ YoY growth and $1B+ in processed payment volume.

Position Overview

As a Tier 2 Technical Support Specialist, you’ll serve as a senior escalation point for complex technical issues related to Scotch’s Android-based POS platform and hardware ecosystem. You’ll work directly with customers, internal support teams, and Engineering to diagnose issues, troubleshoot root causes, and drive resolutions quickly and effectively.

This role is ideal for someone who enjoys technical problem solving, thrives in fast-paced environments, and takes pride in delivering a high-quality customer experience during critical support moments.

This position ideally is based in our Denver office.

Key Responsibilities

  • Provide advanced technical support for Android-based POS systems and related hardware, including touch terminals, receipt printers, barcode scanners, payment devices, and cash drawers
  • Troubleshoot software issues across payments, inventory management, reporting, and other core platform functionality
  • Analyze logs, network configurations, and system behavior to identify root causes and resolve complex technical issues
  • Work directly with customers to resolve escalated support cases in a professional, timely, and customer-focused manner
  • Collaborate closely with Engineering and Product teams to document bugs, reproduce issues, and prioritize fixes
  • Assist customers with remote troubleshooting tools and workflows, including remote desktop setup and device configuration
  • Create and maintain internal troubleshooting documentation, knowledge base content, and support guides
  • Support software releases, hardware compatibility testing, and operational readiness efforts
  • Participate in on-call rotations for critical outages and high-priority incidents

Qualifications & Skills

  • 1–5 years of experience in technical support, implementation, IT support, or a similar technical customer-facing role
  • Strong technical troubleshooting skills with the ability to diagnose both software and hardware-related issues
  • Experience working with POS systems, Android devices, payment systems, or similar technical environments preferred
  • Comfortable troubleshooting networking basics such as WiFi connectivity, routers, IP configuration, and remote access tools
  • Strong organizational skills and attention to detail when managing multiple issues simultaneously
  • Ability to work independently, prioritize effectively, and communicate clearly under pressure
  • Customer-focused mindset with strong written and verbal communication skills
  • Curious, hands-on, and motivated to continuously learn and improve technical expertise

Compensation

  • Compensation: The anticipated base salary for this position is $65,000 - $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

Email [email protected] with subject line "Technical Support Specialist - Tier 2".

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

  • 1-5 years of experience in technical support, implementation, IT support, or similar customer-facing technical role
  • Strong technical troubleshooting skills diagnosing both software and hardware issues
  • Experience with POS systems, Android devices, payment systems, or similar technical environments
  • Comfortable troubleshooting networking basics (WiFi connectivity, routers, IP configuration)
  • Experience with remote troubleshooting tools, remote desktop setup, and device configuration
  • Strong organizational skills and attention to detail when managing multiple issues
  • Ability to work independently, prioritize effectively, and communicate clearly under pressure
  • Customer-focused mindset with strong written and verbal communication skills
  • Curious, hands-on, and motivated to continuously learn and improve technical expertise

What the Team is Saying

Grayson

Scotch Compensation & Benefits Highlights

  • Healthcare Strength Health coverage is described as comprehensive medical, dental, and vision with employer-subsidized premiums. Feedback suggests these core benefits are consistently highlighted in role materials.
  • Leave & Time Off Breadth Unlimited flexible PTO is advertised, promoting autonomy over time away. Feedback suggests the company encourages use of this policy.
  • Equity Value & Accessibility Company equity is included as a standard part of total rewards, with competitive equity packages noted in postings. This offers ownership potential alongside salary.

Scotch Insights

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The Company
35 Employees
Year Founded: 2024

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.

Typical time on-site: Not Specified
United States

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