Outcome Strategist

Location: New York, San Francisco, Remote

Department: Product Management

Location Type: HYBRID

Employment Type: FULL_TIME

The role

Location

What youll do

• Find where AI will change outcomes most. Embed with operations, fraud and executive teams. Shadow the work, dig into the data, and map how disputes, fraud, collections, claims and onboarding really run today.
• Build the case. Size each opportunity in dollars, hours and risk, and bring a clear recommendation to everyone from frontline managers to the C-suite.
• Prove it on their data. Design pilots with clear success metrics and show results on the customers own cases before scaling.
• Put it into production. Configure agents, decide what runs on Autopilot and what stays with the customers people based on their policies and risk tolerance, launch, and keep tuning until the results show up: lower losses, faster resolutions, and staff who get their time back.
• Build trust through governance. Make sure every deployment meets the bar for compliance, model governance and auditability, and help customers explain AI decisions to examiners and regulators.
• Grow the partnership. Turn one successful deployment into the next, and partner with Sales on expansion.
• Shape the product. Bring what you learn in the field back to Product and Engineering, and turn one-off wins into repeatable playbooks every Casap customer can use.

What were looking for

• 5+ years of experience in a client-facing deployment, consulting or product role, where you worked directly with enterprise customers to understand their operations and deliver solutions that changed how they work.
• A track record of owning measurable outcomes, not just delivering projects.
• Comfort in regulated, high-stakes environments where accuracy, compliance and auditability matter as much as speed.
• The ability to break an ambiguous operational problem into clear, prioritized steps.
• Strong analytical skills. Youre comfortable working in data (SQL or advanced spreadsheets) to size an opportunity or prove impact.
• Technical fluency. You can read API docs, follow data models and system architecture, and keep up in engineering tradeoff discussions. You dont need to write production code.
• Executive presence. You build trust quickly with anyone from an operations analyst to a CEO, and you write and present with clarity.
• High agency. You see around corners, run several engagements at once, and do what it takes to get customers live.

Nice to have

• Experience at a forward-deployed company like Palantir, Sierra or Scale AI, or at a top-tier consulting firm like McKinsey, BCG, Bain or Oliver Wyman.
• Hands-on experience deploying AI or LLM agents in production, such as designing evals, writing prompts or defining quality bars.
• Experience as a founder, early employee or operator who has balanced craft, ownership and speed.
• Light scripting in Python or SQL for analysis and prototyping.