Founding Deployment Strategist

We are looking for a Deployment Strategist with 2-6 years of experience to help enterprise customers succeed with Paradigm's AI-powered agent workspace. You'll take the operational load off the founding team, own customer onboarding and pilot success, and grow into full account ownership at a Y Combinator-backed startup building the future of AI-native productivity.

What will you be doing?

Own onboarding, pilot tracking, and day-to-day customer success for enterprise accounts currently managed by the founding team

Serve as first-line triage for customer questions — resolving issues and escalating intelligently so nothing slips

Build repeatable playbooks and templates that turn bespoke customer motions into scalable processes

Identify expansion opportunities within large enterprises and drive upsell conversations

Grow into owning a full book of accounts end-to-end, including renewals and strategic relationship management

Key Requirements

Client-facing experience in consulting (MBB preferred), deployed engineering, or account management at a high-growth tech company (e.g., Palantir, Clay, Ramp, Cognition)

Technical aptitude — ability to deeply learn an AI product and explain it clearly to enterprise buyers; CS degree or engineering background strongly preferred

Demonstrated interest in early-stage startups and comfort operating in fast-moving, ambiguous environments

Excellent written and verbal communication with sophisticated enterprise customers

Must work on-site 5 days/week in San Francisco and be willing to travel