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KastleKastle

AI Deployments Lead

Lead end-to-end strategic deployments of AI lending agents for banks and mortgage lenders. Partner with customers on adoption, debug agent behavior using logs/prompts/evals, implement prompt/logic changes, drive expansions, and shape product direction in a high-stakes compliance environment. Requires 4+ years customer-facing experience and hands-on LLM/agent expertise.

About the job

What You'll Do

  • Own our most strategic deployments end to end — timeline, health, adoption, and the customer relationship
  • Find and drive upsell and expansion opportunities across every account, growing net ARR
  • Dig into transcripts, audit logs, prompts, and evals to explain agent behavior to customer compliance, ops, and engineering teams
  • Write, test, and ship prompt and logic changes as customer workflows and compliance requirements evolve
  • Stand up an AI-powered CSM layer using third-party tooling and keep it current
  • Own our ticketing system and make it world-class
  • Vibe-code the V0s of internal tooling with engineering, for example - end-of-day reports on every failed call and what to fix
  • Push back when a customer ask or sales commitment doesn't match technical or compliance reality

Requirements

  • 4+ years in a high-rigor customer-facing role: technical account management, solutions engineering, implementation, consulting, or banking
  • Hands-on LLM experience. You've built agents, understand evals, and can reason about why an agent failed. Comfort reading API docs and understanding concepts like webhooks, integrations, data mapping, and data pipelines
  • Strong judgment in ambiguous, high-stakes customer situations
  • Experience working with executive stakeholders across operations, compliance, product, engineering, and commercial teams
  • Comfort saying “no” or “not yet” when the ask does not match product, technical, or compliance reality
  • High energy. Customers and teammates genuinely love working with you

Nice-to-Haves

  • Experience in banking or financial services compliance/operations

Compensation and Benefits

  • Competitive Compensation + Meaningful Equity at a high growth company
  • Free Health and Wellness Membership
  • Free MLO training and support
  • Robust medical, vision, & dental coverage
  • 401(K) plan offering
  • Paid Company Meals
  • Company offsites to get to know the team

Skills

LLMs, Prompt Engineering, Evals, API Integrations, Webhooks, Data Mapping, Data Pipelines, Technical Account Management, Solutions Engineering

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