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GTM Engineer, Operations

Remote, United States remote Entry $120,000 - $160,000
remote Technology & IT Salary listed Curated
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About the role

About Unstructured
Unstructured is redefining how organizations unlock the value of unstructured data (PDFs, HTML, Word docs, emails, and more) for AI/ML pipelines. Our open-source library has been downloaded over 70 million times and is trusted by more than 65,000 companies, including nearly half the Fortune 500. We're backed by leading investors like Menlo Ventures, Databricks Ventures, Bain Capital, and IBM Ventures.
We're building the definitive stack for file transformation and data orchestration, enabling enterprises to connect any data to any model with speed, precision, and scale.
What You'll Do
Own and evolve HubSpot CRM architecture: deal stages, pipeline configuration, property management, record automation, and data hygiene at scale. Serve as the overall CRM product owner.
Build and maintain workflow automations from Deal-Created -> Solutions implementation -> Renewal: deal stage enforcement, assignment rules, SLAs, feedback loops and expansion routing.

Own deal desk, CPQ, and quote-to-cash processes, working with sales and BizOps to ensure clean handoffs from signed contract to provisioning to payment made.

Ship custom integrations and tools using AI-assisted development (Claude Code, etc.) that solve real operational problems and run in production.

Own HubSpot onboarding and GTM tool enablement for all GTM team members — AEs, BDRs, and cross-functional users: build onboarding workflows, maintain playbook distribution, and ensure new hires are productive in the stack quickly.

Own post-deal pipeline reporting and forecasting infrastructure: deal stage accuracy, pipeline velocity, and revenue metrics for Sales leadership.

Build and maintain expansion pipeline infrastructure and renewal workflow automation, in close coordination with GTM Engineer, Growth on expansion signals.
Conduct build vs. buy analysis for new tooling needs. Not everything needs to be custom-engineered; know when to configure, when to integrate, and when to build.

What We're Looking For (Essential Skills)
4+ years in revenue/sales operations (or equivalent) at a B2B SaaS company.
Deep HubSpot CRM experience, including workflow automation, custom properties, and pipeline management.

Experience building and maintaining workflow automations (HubSpot workflows, n8n, Zapier, or similar).

Proficiency with AI-assisted development tools (Claude Code, Codex, Cursor, etc.). Must have shipped a tool, integration, or automation to production that a team actually uses.

Experience with deal routing, account-to-rep assignment, expansion routing, and renewal workflows.

Experience with designing system for handoff of accounts from Sales to Solutions for technical implementation

Experience with CPQ, billing integrations, or deal desk operations.

Experience with owning sales enablement processes, such as a GTM team onboarding processes/automations

Ability to run quick build vs. buy analyses: not everything needs to be custom-engineered.

Experience with Renewal processes and automations.
Strong documentation discipline: you write it down, keep it current, and treat docs as a first-class deliverable - not an afterthought

Nice-to-Have Skills
Experience at a developer-focused or open-source company.
Experience with Enterprise ICPs and complex, multi-stakeholder sales cycles.

Experience with driving expansion motions alongside Growth.

Familiarity with AI-native GTM workflows and working alongside a GTM Engineer focused on signal and pipeline generation.
Why Unstructured
Join a company at the cutting edge of AI + data infrastructure, powering the future of generative AI.
Own the systems engineering layer of GTM at a Series B company. Real ownership, not ticket-taking.
Work on a team that builds and deploys full-stack apps, AI-powered tools, and custom integrations. You'll ship things that matter.
Small team (3 people, 10 functions) = massive scope and direct impact on how the company sells.
You're encouraged to experiment with tools. Freedom to build.
Competitive compensation, equity, and benefits.
Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Role
Technology & IT API integration CRM Data Analysis HTML Operations remote

Likely questions

  1. Tell us about work you have done that is close to the GTM Engineer, Operations role.
  2. How would you approach your first 30 days at name?
  3. Which of API integration, CRM and Data Analysis have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with API integration, CRM and Data Analysis.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the GTM Engineer, Operations role because I can bring practical experience in API integration, CRM and Data Analysis, learn the team quickly, and contribute to the outcomes name needs from this hire.

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