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Technical Support Engineer

Windfall · San Francisco, Denver or New York · On-site

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About Windfall

Windfall is a people intelligence and AI company that gives go-to-market teams actionable data to find, engage, and convert their next best customers. Backed by Homebrew.

About the role

As a Technical Support Engineer at Windfall, you’ll own the customer support queue and the systems behind it. You’ll onboard new customers, configure accounts, map high-priority datasets, and resolve technical issues. Then you’ll ask the next question: why did this ticket happen, and how do we stop it from happening again? Sometimes the answer is a better help article. Sometimes it’s a product fix. More and more, it’s an AI workflow that answers the question before the customer has to ask. Found on 1752vc Careers, the job board for startup and VC roles.

What they're looking for

  • Operational mindset: when you see a repeated task, you want to fix it, template it, or automate it
  • AI-curious: you already use tools like Claude or ChatGPT to work faster, and you want to build with them
  • Detective instinct: you dig until you find the why, not just the what
  • Adaptable communicator: you can switch easily between a frustrated customer, a busy engineer, and an executive
  • Natural documenter : you write things down so others don’t have to ask (bonus points if you’re a Checklist Manifesto fan)
  • Calm prioritizer: you separate the urgent from the noise, and you know when to solve something yourself and when to ask for help
More about this role

As a Technical Support Engineer at Windfall, you’ll own the customer support queue and the systems behind it. You’ll onboard new customers, configure accounts, map high-priority datasets, and resolve technical issues. Then you’ll ask the next question: why did this ticket happen, and how do we stop it from happening again? Sometimes the answer is a better help article. Sometimes it’s a product fix. More and more, it’s an AI workflow that answers the question before the customer has to ask.

This role is a great fit if you’re early in your career, operations-minded, and curious about AI. It isn’t SQL-heavy or a deep engineering role. We want a resourceful problem-solver who likes data, sweats the details, and would rather fix a problem once than answer it a hundred times.

We're on a mission to change how organizations perceive and use people data. And we hold true to our core values of: (1) Be an excellent communicator; (2) Operate with transparency; (3) Provide leverage, not optimization; (4) Win When Our Customers Win; and (5) Act with integrity and trust.

  • Own the support queue: triage, troubleshoot, and resolve inbound tickets in Pylon, and escalate crisply to Product or...

Read the full posting on Windfall's site ↗

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