Founding Recruiter (AI Insurance tech Focus)

Founding Recruiter (AI Insurance tech Focus) - 27771911

Ready to architect the talent strategy for a freshly funded Series A powerhouse in AI-driven insurance tech? If you've built recruiting engines from zero in high-growth startups, sourced elite technical talent in competitive markets, and thrive on scaling teams 4x amid rapid expansion, this is your platform to own end-to-end hiring and shape a category leader automating a $200B industry ripe for disruption.

About the Role

They're seeking a Founding Recruiter to join their 10-person Series A team in San Francisco as they accelerate post-funding growth. You'll be the first in-house talent architect, focusing on full-cycle recruiting for technical roles (engineering, product, design) while flexing into GTM to support their mission of transforming legacy insurance processes with AI agents that slash manual workflows from hours to minutes.

This hands-on role combines strategic vision with tactical execution: Partnering with founders and execs to build scalable systems, manage 8-12 open reqs at once, and deliver 10-15 hires annually. It's an urgent hire to ramp up for their January/February scaling phase—think owning the pipeline for an AI platform already serving 25% of the top 50 brokers and hitting seven-figure ARR in just over a year.

What You'll Do

• Lead full-cycle recruiting for technical and GTM roles: Sourcing, outreach, screening, interviews, offers, and closing top performers.
• Craft and execute a high-volume strategy to 4x the team, including direct sourcing via LinkedIn, investor networks, and platforms like Paraform.
• Build recruiting infrastructure from scratch: Job descriptions, interview loops, candidate experiences, ATS setup (e.g., Ashby/Greenhouse), and agency management.
• Drive diverse, inclusive pipelines with a focus on technical talent—identifying profiles, personalizing outreach, and optimizing for time-to-fill and conversion rates.
• Provide market insights: Benchmark comp, analyze competitive landscapes, and position us against Big Tech by highlighting mission impact, momentum, and equity upside.
• Track KPIs (source of hire, offer acceptance, pipeline health) and iterate processes for efficiency.
• Champion employer branding through compelling storytelling about their AI automation revolutionizing insurance brokerages.
• Eventually scale to leading a recruiting team, defining playbooks and culture.

Who They're Looking For

• 5-10+ years of full-cycle recruiting in high-growth startups (Series A-E), ideally in AI, SaaS, or deep tech—proven track record sourcing/closing 10-15 hires/year in tough markets.
• Experience building recruiting functions 0→1 or stepping into Head of Talent; deep knowledge of startup talent dynamics and what draws candidates to early-stage bets.
• Technical recruiting expertise (must-have), with flexibility for GTM; familiarity with tools like Ashby, Greenhouse, Gem, or HireEZ.
• Strategic yet scrappy: Comfortable in ambiguity, hands-on execution, and continuous improvement—tracking metrics, spotting bottlenecks, and biasing toward action.
• Strong storyteller: Excel at selling vision, team quality, and growth trajectory over established brands.
• Thrive in fast-paced environments with inclusive practices; experience managing agencies and external partners.
• Based in San Francisco (5 days on-site/hybrid). No visa sponsorship.

Bonus Points If:

• You've scaled through early-to-later stages in insurance tech, fintech, or AI (e.g., backgrounds from Harvey, Ramp, or similar).
• Led process overhauls or contributed to org design/headcount planning.

What They Avoid:

• Exclusively enterprise/FAANG experience without startup hustle.
• Short stints (<1 year) or lack of meaningful tenure/impact.

Why Join Us?

Step into the founding recruiter seat at a Series A AI insurance tech that's bridging legacy systems with intelligent automation—empowering insurance brokerages to tackle a talent shortage by replacing repetitive drudgery with AI workflows that save thousands of hours and millions annually. Fresh off a $25M raise, they're backed by proven founders moving at warp speed in a massive, underserved market, with deep client penetration and real product love.

You'll have direct access to leadership, outsized influence on culture and growth, and the autonomy to build a world-class hiring machine during our most exciting phase. Join a tight-knit team of innovators transforming a people-heavy industry into an efficient, AI-augmented powerhouse—complete with competitive equity to capture the upside as we redefine insurance operations.

Compensation & Perks

• Base salary: $170,000–$200,000 (commensurate with experience).
• Competitive equity package + standard benefits.
• Full-time, on-site in San Francisco (hybrid flexibility).
• ASAP start to gear up for high-volume hiring.

If you're a recruiting dynamo eager to own the talent flywheel for an AI insurance tech on the rise, apply with your resume and a highlight of your  recruiting wins. Let's automate the future of insurance—together!

If you wish to be part of this successful and vibrant organization, please email a MS Word version of your resume to cube3@cubemanagement.com. 

Cube Management is a leading recruiting and consulting partner to emerging growth, mid-market and global companies in the technology, manufacturing, healthcare, consumer package goods and business service sectors. We work across the spectrum of Operations, Sales, Marketing, Safety, Engineering, Accounting and Business Development, providing holistic solutions that drive revenue and profit success. Cube Management combines Strategy, Process and People, to produce great results.

For a complete listing of our current job listings please visit http://cubemanagement.com/candidates/job-listings/