AI Deployments Lead

Kastle AI Inc

$120K — $180K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4+ years in a customer-facing role such as technical account management or consulting
  • Hands-on experience with large language models (LLMs) and agent development
  • Proficient in reading API documentation and data integration concepts
  • Strong judgment in complex and high-pressure customer situations
  • Experience collaborating with various executive stakeholders
  • Ability to communicate technical limitations clearly and assertively
  • High energy and strong interpersonal skills appreciated by colleagues and customers

Responsibilities

  • Own strategic deployments from initiation to completion, ensuring customer satisfaction
  • Identify and pursue upselling and account expansion opportunities to increase annual recurring revenue (ARR)
  • Analyze customer data and interactions to clarify agent performance and support compliance teams
  • Develop and implement changes to customer workflows and compliance requirements through direct testing and iteration
  • Establish an AI-driven customer success management system using external tools
  • Enhance the ticketing system to meet high standards of customer service
  • Collaborate with engineering to refine internal monitoring tools for operational performance

Benefits

  • Free Health and Wellness Membership
  • Free MLO training and support
  • Comprehensive medical, vision, and dental insurance
  • 401(K) plan with company matching
  • Paid Company Meals
  • Structured company offsites for team bonding
Full Job Description
About the Role

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. You will start by partnering closely with customers to guide deployments, support adoption and ensure they have the tools and insight they need to achieve meaningful outcomes. Overtime you will step in as the leader and own every deployment across the company. You will work cross functionally with Engineering and Sales to surface customer needs, solve challenges and help shape how our technology performs in real world environments.

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 exmaple - 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


Other Perks and Benefits
  • 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

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