--- title: 'Head of Talent at Kastle' canonical: 'https://feeny.ai/job/head-of-talent-kastle-san-francisco-h30jjdk60fjb' type: 'job' last_seen: '2026-10-24' --- # Head of Talent at Kastle - **Company:** Kastle - **Location:** San Francisco, CA - **Compensation:** $200k–$250k - **Employment:** full-time - **Work type:** onsite - **Posted:** 2026-10-18 - **Last confirmed live:** 2026-10-24 - **Apply:** https://jobs.ashbyhq.com/kastle/9883b55e-7e19-4e52-ad4f-db92b7a57a67 ## Job description ## 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! ## 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 ## What We're Looking For 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 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. 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 ## Core Business - **Primary industry**: Consumer lending / Mortgage servicing technology (Fintech) - **Target customers**: FDIC-insured banks, independent mortgage banks (IMBs), and large consumer lenders (B2B, Enterprise) - **Mission or purpose statement**: To help traditional financial services companies better interface with their customers by automating high-volume phone calls with compliant AI agents. ## Products & Services - **Avery (Servicing Agent)**: AI voice agent that handles borrower inquiries, payment collection, escrow questions, and loss mitigation. Integrates with ICE’s MSP system. - **Collections Agent**: Automates payment reminders, engages delinquent borrowers early, and recovers past-due accounts. - **Compliance Agent**: Monitors and scores every interaction against regulations (FDCPA, TILA, UDAAP, RESPA, TCPA) for 100% QA coverage. - **Loan Officer Assistant**: Qualifies new loan inquiries and automates pre-qualification calls. - **Sentinel (QA & Compliance Agent)**: Real-time monitoring and automated scorecards for borrower calls and servicing documentation. - **Agent Builder**: Allows lenders to turn SOPs into AI agents using natural language, with no-code configuration. - **Platform features**: Omnichannel support (voice, SMS, email, chat), simulation testing, transparent observability, and integration with existing contact center, payment processor, and LMS systems. ## Market Standing - **Valuation**: Not disclosed (private startup) - **Key Metric**: Total funding of $510,000 (Pre-seed round led by Y Combinator, June 2024) - **Notable Investors/Partners**: Y Combinator (lead), ICE Mortgage Technology (integration partner) - **Growth Signals**: - Headcount: 10 employees (+66.7% YoY) - Won LendingTree’s 2024 Innovation Challenge (Nov 2024) - Featured in a16z’s February 2025 fintech newsletter on voice AI - Integration with ICE’s MSP servicing system (April 2026) - Most deployed AI voice agents in the mortgage industry (per website) - Active job postings: 8 positions, with 300% yearly increase in listings ## Competitive Advantages - **Purpose-built for compliance**: Pre-trained on key lending regulations (FDCPA, TILA, UDAAP, RESPA, TCPA) with a proprietary Compliance Engine. - **Enterprise-grade integrations**: Direct connectivity with ICE’s MSP (the dominant mortgage servicing system) and other core systems. - **Fast time to value**: Go-live in days with out-of-the-box agents that map to existing workflows. - **Transparent AI**: All responses are fully explainable with built-in reasoning, enabling audit-ready operations. - **Battle-tested track record**: Claims to have the most deployed AI voice agents in the mortgage industry, with proven metrics (70% lower cost per call, 40% lower handle time, 90%+ CSAT). ## Strategic Focus - Deepening integrations with core mortgage systems (e.g., MSP) to reduce friction for large lenders. - Scaling the AI agent workforce across the full lending lifecycle (origination, servicing, collections, compliance). - Expanding from voice to true omnichannel (SMS, email, chat) and adding more pre-built agent types. - Growing the enterprise customer base among FDIC-insured banks and IMBs. ## Why Work Here - **Culture**: Early-stage YC startup with a small, high-agency team (10 people). Founders have strong product/engineering backgrounds (Redfin, Verkada). Emphasis on building mission-critical AI for a regulated industry. - **Work policy**: Based in San Francisco (185 Channel Street). Likely in-office given the early stage and need for close collaboration. - **Notable perks/engineering culture**: Opportunity to work on proprietary inference technology, compliance engine, and real-time AI systems. Roles span applied AI, forward deployment, and product management. High ownership and impact from day one. - **Growth trajectory**: Rapid headcount growth (66% YoY), multiple open roles, and strong market traction suggest significant career growth potential. ## Sources 1. [kastle.ai](https://www.kastle.ai/) 2. [ycombinator.com](https://www.ycombinator.com/companies/kastle) 3. [linkedin.com](https://www.linkedin.com/company/kastleai) 4. [cbinsights.com](https://www.cbinsights.com/company/kastle) 5. [ycombinator.com/jobs](https://www.ycombinator.com/companies/kastle/jobs) ## Other roles at Kastle - [Enterprise Account Manager](https://feeny.ai/job/enterprise-account-manager-kastle-san-francisco-ttmpyhtae8td) — San Francisco, CA - [Technical Recruiter](https://feeny.ai/job/technical-recruiter-kastle-san-francisco-vchzn0vqtvy5) — San Francisco, CA - [Founding Growth Lead](https://feeny.ai/job/founding-growth-lead-kastle-san-francisco-x71qwr2s6j58) — San Francisco, CA - [Head of Sales](https://feeny.ai/job/head-of-sales-kastle-san-francisco-d0xkyqh7a74w) — San Francisco, CA - [Software Engineer - Intern](https://feeny.ai/job/software-engineer-intern-kastle-san-francisco-25ekajcm3kk7) — San Francisco, CA - [Senior Product Manager](https://feeny.ai/job/senior-product-manager-kastle-san-francisco-w8f083jn8y91) — San Francisco, CA - [AI Deployments Lead](https://feeny.ai/job/ai-deployments-lead-kastle-san-francisco-dk0d9gy0kw3b) — San Francisco, CA - [Mortgage Originations Process Specialist](https://feeny.ai/job/mortgage-originations-process-specialist-kastle-san-francisco-cpcar50m80p4) — San Francisco, CA - [Founder's Office](https://feeny.ai/job/founder-s-office-kastle-san-francisco-cfysxyhxtfnp) — San Francisco, CA - [AI Trainer (Part-time)](https://feeny.ai/job/ai-trainer-part-time-kastle-remote-gawt2gvp2g56)