Product Support Specialist

Dutchie · Remote · Support

Posted 2026-09-02

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About This Job

Dutchie is on a mission to make cannabis accessible — and we do that by building the technology that powers dispensaries end-to-end: point of sale, ecommerce, payments, loyalty, and marketing. Our Support team sits at the center of that mission. When something isn't working for a dispensary, we're the ones who make it right; fast, sharp, and calm.

The Product Support Specialist is our frontline expert across the full Dutchie platform. You'll own inbound contacts for our full stack of products, troubleshoot technically complex issues, navigate multiple systems, and be the person dispensary staff rely on when things get hard in the middle of a busy shift. Many of the analysts, engineers, implementation strategists, operations specialists, and more started in this exact position or very similar, meaning this can be a launchpad for future career growth.

One more thing worth being direct about: Dutchie is actively building AI into how cannabis retail operates. We utilize AI-powered support products, and we're rolling out agentic modules across the platform that change how dispensaries interact with their technology. AI isn't a tool we use on the side, it's woven into the product you'll be supporting and the workflow you'll operate in every day. We're looking for someone genuinely curious about these tools, invested in learning them, and willing to push on them when they fall short. If you've been waiting for a support role where the technology is actually interesting, this is it.

What You’ll Do

Customer interaction and resolution

Handle inbound contacts via email, phone, and live chat across POS, ecommerce, payments, loyalty, hardware, and integrations

Troubleshoot complex platform issues: back office configuration, register transactions, receipt reconciliation, menu sync failures, discount and pricing issues

Support hardware setup and troubleshooting across registers, printers, barcode scanners, cash drawers, scales, and computers

De-escalate high-urgency situations, dispensary customers are often mid-shift, and the stakes are real

Know when to escalate to a higher level or move to a call or Zoom rather than continuing to trade messages

Payments and compliance

Triage Pay by Bank issues: bank linking, funding delays, authorization errors, returns, and suspected fraud

Support basic METRC and compliance workflows: package tags, manifest generation, transfer workflows

Escalate compliance-adjacent issues to Tier 2 with complete documentation

Inventory, products, and integrations

Assist with inventory receiving, package creation, inventory room management, and audit workflows

Support catalog management, label configuration, and pricing updates

Validate integration setup, triage syncing issues, and process API key requests

AI tool usage and platform evolution

Work alongside AI-assisted support tooling as a daily part of how you triage, troubleshoot, and route issues — not as a workaround, but as the workflow

Support customers using Dutchie’s AI-native products and agentic platform modules that are actively expanding

Bring genuine curiosity: experiment with new tools as they roll out, flag gaps when you find them, and contribute to how the tooling improves

Contribute to internal documentation when you resolve something that wasn’t written down. Every gap you close makes the whole team faster

Documentation and escalation

Write complete ticket documentation on every contact: issue reported, steps taken, outcome, and next steps

Apply the 20-minute rule: if meaningful progress toward resolution hasn’t been made, escalate with full context

Apply correct classifications, tags, and macros before closing or escalating

What you Bring

2+ years in a customer-facing support role, preferably supporting a SaaS platform

Strong written and verbal communication skills, you can explain a technical issue in plain language

Comfort troubleshooting across multiple product surfaces simultaneously

Strong documentation habits: your internal notes are actionable without follow-up

Professional composure with frustrated customers in high-urgency situations

Comfort working in web-based software, CRMs, and Google Workspace

Genuine appetite for AI tooling, you’re curious about how these tools work, willing to push on them, and energized rather than anxious when the technology around you is evolving fast

Flexibility to work evenings, weekends, and holidays. This is a 7-day operation (5am–9pm PST)

It’s a Bonus if You Have…

Experience with POS systems, retail operations technology, or cannabis compliance

Familiarity with Zendesk, Salesforce, Slack, and Zoom

Background in the cannabis industry or dispensary operations

Experience with the Dutchie platform

Schedule

Full-time, remote. Hours of operation are 5am–9pm PST, 7 days a week. Availability for evenings, weekends, and holidays is required - schedules are set through a vacation bid process that gives you structure and predictability while keeping the team covered.

What you’ll get

The hourly rate is $24.04 based on the intended level.

In addition to cash compensation, our total rewards package includes:

Medical benefits including dental and vision plans to ensure you always have the best care.

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