Head of Talent
- Location
- San Francisco, CA · On-site
- Job type
- Full-time
- Level
- Director
- Experience
- 5+ years
- Listed
- 22 days ago
Skills & highlights for this role
- recruiting
- performance management
- compensation design
Also useful
- AI tooling for sourcing
- fintech or regulated industry
- multi-state employment compliance
Stated benefits & perks
- Medical
- Dental
- Vision
- 401k
Why We're Hiring
We're scaling our team 4x over the next year and need a talent leader to build a world class recruiting and people function. We have the basics in place (ATS, HRIS, benefits), but we need someone who can build strategic HR infrastructure, shape our culture, and partner with leadership on talent decisions.
The Role
You'll be our first dedicated people leader, evolving our people function from foundational to strategic. You'll own everything from our sourcing and interview process, performance management to compensation frameworks, and employee relations to culture initiatives. You report to the CEO and partner closely with leadership on all people decisions.
What You'll Do
- Manage our recruiting team and partner with leadership on hiring strategy and process improvements
- Own and be responsible for building a recruiting machine that attracts the best talent across engineering, product, GTM, deployments, and operations.
- Build and own our people strategy - performance management, compensation, employee development, and culture
- Partner with leadership on organizational design, headcount planning, and talent decisions
- Evolve HR infrastructure - refine policies, ensure compliance, optimize benefits programs
- Design and implement performance management frameworks - goal-setting, reviews, promotion cycles, career development
- Lead compensation strategy - maintain equitable pay bands, manage equity grants, conduct market benchmarking
- Drive culture and engagement initiatives - team events, values definition, employee feedback loops, DEI programs
- Ensure compliance with employment laws and regulations across all locations
Must-haves
- 5-8+ years in People/HR roles at high-growth startups, with at least 2 years in leadership
- Experience scaling people functions at early-stage companies (50-200 employees)
- Track record designing and implementing people processes (performance management, compensation, onboarding, career frameworks)
- Business partner mentality - you advise leadership on strategic decisions, not just execute HR tasks
- AI Native. Strong experience working with Claude Code, Cursor, etc to build sourcing agents.
- Strong coaching skills - you develop managers and help them navigate people challenges
- Comfort with ambiguity - you build infrastructure without waiting for perfect clarity
- Excellent judgment on sensitive employee matters
Nice to Have
- Experience in fintech, lending, or regulated industries
- Background in AI/ML or technical product companies
- Previous experience scaling a company through hyper-growth (20>200+ employees)
- Knowledge of multi-state employment compliance
Additional information
At Kastle, we’re building at the edge of AI - fast, focused, and with real ownership. Sprints and major launches move quickly, and we look for people who are energized by that pace. Our team typically works around 70 hours per week, beginning at 8:00 AM, with five days spent collaborating in person at our San Francisco office.
Pay and benefits
We also offer a benefits package designed to support our full-time employees: medical, dental, and vision coverage, a 401(k), and catered lunches and dinners.
About Kastle
Kastle is building the AI employee for regulated finance. We work with some of America's largest banks and mortgage lenders, helping them scale their contact center and compliance operations using autonomous AI Agents that process payments, originate loans, and help customers get a world class experience during the biggest financial decisions of their lives. We've processed over $2 billion in transactions and are backed by Insight Partners and Y Combinator. If you are interested in selling the best product in the market and help large enterprise lenders and banks transform their operations, apply below.
We just raised a $24M Series A and are growing fast!
From Kastle AI's careers page, first listed on Rolev.ai on October 18, 2026. Rolev.ai is not the employer.
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All Human Resources Manager jobsCommon questions
Where is the Head of Talent job at Kastle AI located?
This Head of Talent position at Kastle AI is located in San Francisco, CA (On-site). Always check Kastle AI's application page for specific state eligibility or relocation policies.
What qualifications are required for Head of Talent at Kastle AI?
For the Head of Talent role, Kastle AI highlights 5+ years of relevant experience; experience with recruiting, performance management, compensation design. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the Head of Talent position at Kastle AI?
This listing links directly to Kastle AI's Ashby application page. You can apply directly on Kastle AI's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.