Head of Operations ($180k-$225k + Equity) at YC-backed AI design intelligence startup

June 10, 2026

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers. She will pick the best candidates from Jack's network. The next step is to speak to Jack. Job Title Head of Operations Salary $180,000 - $225,000 + Equity Company Description YC-backed AI design intelligence startup funded by Jeff Dean and Tom Preston-Werner Job Description Partner directly with the CEO to build the operational backbone of a platform reaching 2M+ engineers. You will design AI-native systems and automated workflows to scale business, people, and financial operations. This is a high-leverage role turning a doubling revenue stream into a machine for the $1.3T global electronics industry. Location San Francisco, USA Why this role is remarkable <ul><li>Direct partnership with the CEO as an operational architect, effectively holding a COO-level mandate to build the company’s operating machine from scratch.</li><li>Backed by elite investors including Bow Capital, Jeff Dean (Google AI), and Tom Preston-Werner (GitHub co-founder) with a proprietary dataset of 10M+ components.</li><li>Opportunity to pioneer AI-first operations, deploying agents and LLM-based workflows to eliminate routine work and multiply the impact of a high-bar technical team. </li></ul>What You Will Do <ul><li>Design and execute the company’s weekly and quarterly operating rhythms, ensuring commitments translate into consistent execution and team clarity.</li><li>Build and automate end-to-end systems for recruiting pipelines, financial reporting, and revenue operations using tools like HubSpot and AI agents.</li><li>Identify and resolve operational bottlenecks by building trigger-based workflows that replace manual follow-ups and coordination overhead. </li></ul>The ideal candidate <ul><li>Proven track record owning operations at a Seed or Series A startup, with the ability to stand up systems for people ops and finance.</li><li>Systems-thinker who is obsessed with automation and has experience deploying AI-native workflows or intelligent agents to scale human leverage.</li><li>High-reliability builder who thrives in ambiguous environments and possesses the precision to ensure data and processes are decision-ready. </li></ul>Who are Jack & Jill? Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support. And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate. How does this work? <ul><li>Jack's an AI agent for job searching and career coaching. He works for you.</li><li>Jill is the AI recruiter working for the company. She recruits from Jack's network.</li><li>If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives. </li></ul>We never post fake jobs This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network. Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description. We appreciate this can make them look a bit suspect, but there isn't much we can do about it. Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.

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