Founding Recruiter (AI Insurance tech Focus)

Founding Recruiter (AI Insurance tech Focus) -

Ready to architect the talent strategy for a freshly funded Series A powerhouse in AI-driven insurance tech If youve 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

Theyre seeking a Founding Recruiter to join their 10-person Series A team in San Francisco as they accelerate post-funding growth. Youll 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. Its an urgent hire to ramp up for their January/February scaling phasethink 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 Youll 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 talentidentifying 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 Theyre Looking For

• 5-10 years of full-cycle recruiting in high-growth startups (Series A-E) ideally in AI SaaS or deep techproven track record sourcing/closing 10-15 hires/year in tough markets.
• Experience building recruiting functions 01 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 improvementtracking 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:

• Youve 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 thats bridging legacy systems with intelligent automationempowering 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 theyre backed by proven founders moving at warp speed in a massive underserved market with deep client penetration and real product love.

Youll 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 powerhousecomplete with competitive equity to capture the upside as we redefine insurance operations.

Compensation & Perks

• Base salary: $170000$200000 (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 youre 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. Lets automate the future of insurancetogether!

If you wish to be part of this successful and vibrant organization please email a MS Word version of your resume to

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.

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