Startups · AI

Head of Deployments

Kastle · San Francisco · On-site

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About Kastle

One platform that keeps originations, fulfillment, and servicing moving 24/7, built for regulated work and connected to the systems you already use. Backed by Y Combinator.

About the role

Kastle is hiring its first Head of Deployments to build the team that takes our AI agents from signed contract to live production inside banks, lenders and mortgage servicers. Found on 1752vc Careers, the job board for startup and VC roles.

What they're looking for

  • 8+ years in technical, customer-facing roles, with 4+ years leading deployment, solutions engineering, professional services or implementation teams
  • A track record of building a team or service line from early stage and scaling it through rapid growth
  • Hands-on experience deploying enterprise software into regulated environments, ideally banks, lenders, mortgage servicers or other financial institutions
  • Strong technical depth: APIs, system integrations, data pipelines and the SDLC, enough to unblock engineers and earn trust from customer IT teams
  • Working knowledge of LLMs, AI agents or conversational AI, and sound judgment on where they work in production and where they don't
  • Commercial instincts: you've scoped and priced services work and supported complex enterprise sales cycles
More about this role

Kastle is building the AI employee for financial services. We work with some of America's largest banks, helping them scale their operations using autonomous AI Agents that process payments, originate loans, and help customers get a world class experience during some of 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 building AI that is applied in the real world where precision, reliability, and performance matter and redefine access to credit across the world, apply below.

We just raised a $24M Series A and are growing fast!

Kastle is hiring its first Head of Deployments to build the team that takes our AI agents from signed contract to live production inside banks, lenders and mortgage servicers.

Kastle is the AI workforce platform for financial services, starting with consumer lending. Our voice, SMS and workflow agents collect payments, answer borrower questions and qualify loan inquiries, working on top of the systems lenders already run, such as ICE MSP, rather than replacing them. We're a San Francisco team backed by Insight Partners, Y Combinator,...

Read the full posting on Kastle's site ↗

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