Questom (YC F25) Is Hiring an Engineer

YC startup wants a founding engineer who ships fast, owns everything, and sleeps later

TLDR: Questom is hiring a founding engineer to rapidly build AI-driven communication systems. The crowd is split between calling it a builder’s dream and a burnout trap, arguing over pay transparency, on-call stress, and agent safety—while some are thrilled by the promise of autonomy and big impact.

Questom, a YC startup, dropped a spicy job post for a Founding Engineer who can stitch calls, texts, emails, and chat into AI-powered workflows that actually do things—like update Salesforce or log wins in HubSpot. Translation: you’ll build fast, ship 90% solutions, break stuff thoughtfully, and fix it yourself. No perfect code, no pixel-polish—just results, speed, and big ownership.

The comments lit up. One camp is hyped: “This is the builder’s playground—no micromanagers, real responsibility, real impact.” Another camp sees red flags: “Sounds like a burnout buffet with extra ambiguity.” The lack of salary details triggered classic equity vs. cash debates, while “agents taking real actions” sparked anxiety: who’s on the hook when an AI refunds the wrong customer? Fans of open debate cheered the “disagreements encouraged” vibe, skeptics heard “you’ll argue and still ship by Friday.”

Memes flew: “Founding engineer = janitor + therapist + on-call,” “90% shipped means 110% weekend,” and “High-EQ means apologizing to customers while SSH-ing.” One joker dubbed it “Chaos Wrangler I”. The core clash: builder’s paradise vs. red-flag factory. If you love connecting dots across messy systems and living in the fog, commenters say you’ll thrive—just bring coffee and a pager

Key Points

  • Questom (YC F25) is hiring a Founding Engineer to build the core systems of its AI communication platform.
  • The role emphasizes systems thinking, rapid delivery, and integrating communication channels, agentic workflows, and external tools (e.g., Salesforce, HubSpot).
  • Stack includes React, TypeScript, PostgreSQL, and Next.js, but deep specialization in any single tool is not required.
  • Early success: ship an end-to-end solution addressing a customer pain point within 30 days; by 90 days, generalize learnings into scalable platform foundations.
  • Team culture values ownership, curiosity, comfort with ambiguity, fast iteration, and use of agentic workflow frameworks, communication infrastructure, and AI agent SDKs.

Hottest takes

"Move fast and fix it yourself sounds like unpaid overtime" — stack_skeptic
"If you can wrangle APIs and chaos, this is the dream" — chaos_cowboy
"Agents taking 'real actions' without guardrails? What could go wrong" — compliance_cat
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