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AI Deployments Lead

KastleMortgage Servicing company
San Francisco, United StatesLead
Y Combinator logo
Y Combinator
Commerce Ventures
Data & AI

About the role

TL;DR

Lead AI deployments for Kastle's AI agents in consumer lending.

  • You're joining at an inflection point.
  • Our usage has grown 40x in the last 6 months and our Agent Product and Success team is a high impact group that shapes how customers use and gain value from our product.
  • Key Responsibilities 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 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
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Required skills

LLMs

Domain expertise

fintech

Benefits & perks

Competitive Compensation, Meaningful Equity, Free Health and Wellness Membership, Free MLO training and support, Robust medical, vision, & dental coverage, 401(K) plan offering, Paid Company Meals, Company offsites

Tech stack

LLMs

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