About Jess Keeney
Operator. Board member. Building the playbook for AI-native SaaS.
Twenty years as a B2B SaaS operator across public companies, take-privates, and PE-backed transformations — and the operating-model shifts that make each transition stick. JD by training, operator by trade, agentic-native by conviction.
Operator. Board member. Agentic transformation thought leader. JustKeenAI is where I publish the frameworks, briefings, and assessments for SaaS leaders and PE firms navigating the shift to agent-first.
The shifts I've actually driven.
Migrating mature enterprise SaaS from licensed installs to multi-tenant cloud — without breaking the customers already paying for it.
Evolving from a hero product to a multi-product platform with shared services, common identity, and unified pricing across the suite.
Refactoring decade-old monoliths into independently deployable services without losing velocity or breaking customer commitments mid-migration.
Shifting growth strategy from buy-it to build-and-buy — with integration patterns that compound revenue instead of fragmenting the roadmap.
Building new subscription lines on top of legacy bases — pricing, packaging, and the product/GTM coordination to make new revenue actually stick.
Rebuilding products from UI-first to agent-first — architecture, governance, and operating-model changes that make the new design profitable, not just demo-worthy.
AI transformation isn't a technology project. It's a business strategy.
Operator, not observer
I've managed the P&L, hired the teams, shipped the products. My advice comes from doing the work, not watching from the sidelines.
Speed with substance
The AI landscape moves fast. I help you move fast too — but with architectural decisions you won't have to undo in 18 months.
Board-ready, builder-credible
I speak fluently to both the boardroom and the engineering standup. That dual fluency is where the real value lives.
Let's see what's possible for your platform.
I'd love to hear where you are — and where you want to go.
Get in Touch