About
From SaaS Product Leader to AI Transformation Expert
I find what's broken, fix it, and create profitability. AI has only accelerated that.
The Starting Point
In April 2023, I was running a $110M revenue software company with zero AI tools and zero AI strategy. But I had a deep tech background - server hardware, Microsoft MVP, early AWS adopter - and I recognized the pattern. This was the cloud migration all over again, but faster and with higher stakes.
The Bet
There was no playbook for enterprise AI transformation. No consultant was going to figure this out for me. So I rolled up my sleeves and started. I created Weds.ai - weekly hackathons where the entire company worked on real AI projects, not theoretical exercises.
The Method
AI adoption became mandatory. Video on. No excuses. I led from the front, building my own AI workflows before asking anyone else to. We built Second Brains - personalized AI assistants trained on our company knowledge. We chose forced usage over optional exploration because optional doesn't work.
The Results
In three years: 4x revenue per headcount. 3M lines of code reduced to 125K. Board deck prep went from a full day to 90 minutes. Customer support is 80% AI-handled. Product specs that took multiple days now take an hour. Bug backlog is at a 34-year company low.
The Mission
Now I help other CEOs and boards make the same transformation. Through The AI Boss newsletter, YPO workshops, speaking engagements, and direct advisory - I share the playbook (including the mistakes) so you don't have to figure it out from scratch.
Professional Background
Former SaaS product leader turned world-class turnaround expert. I find what's broken, fix it, and create profitability. AI has only accelerated that.
Current
CEO, Trilogy (CopperTree, Jigsaw, Kayako) - $110M revenue, ~40 people
Previously
CPRO at CircleUp (acquisition by Brightflow.ai), Neighborhoods.com, Numerator, IgniteTech
Community
YPO Member, Park City Chapter
Founder
The AI Boss newsletter + Weds.ai
Philosophy
"Stop learning about AI. Start doing AI. Everything else will fall into place."
"The hardest part of AI transformation is the people side. Not the technology."
"If you hire someone to figure out AI for you: expect results in 5+ years. If you do it yourself: 1-2 years."
Ready to transform your organization?
Let's talk about how AI can accelerate your business.
Work With Me