Meet Pipo: the AI companion trained on 500+ successful tech venture pivots.
Over the last two years, I’ve studied patterns across more than 500 tech companies that successfully navigated inflection points and pulled off profitable pivots.
I mapped what worked — and what didn’t. I uncovered repeatable mechanisms, red flags, and hard-won lessons.
The result was the Pivot Playbook, a framework I’ve used to help post-seed companies get unstuck and restart traction.
But Two Things Were Holding Me Back From Scaling This
- Manually gathering and analyzing data for each company took significant time.
- Recalling lessons from 500+ pivot cases while advising in real-time? Not humanly possible.
So I built Pipo.
Pipo is Pivotal’s AI-powered pivot and strategy companion. He’s absorbed and decoded pivot strategies from hundreds of tech startups — and now he brings that intelligence to the table, fast.
He’s not here to replace me — he’s here to deliver clarity, at speed.
🔍 What Happens When You Plug In
- Pipo gathers 1,000+ data points from your company to understand where traction is stuck.
- He detects patterns: misalignments in positioning, team cohesion, blind spots stalling growth.
- He matches your data against 49 proven pivot paths and recommends strategic moves fit for your stage.
Every recommendation is categorized into 3 actionable buckets:
- EXECUTE: Moves to implement immediately to regain momentum.
- EXPERIMENT: MVPs to test a new direction.
- EXPLORE: Low-cost ideas to gather insights and unlock future upside.
🤖 Why Pipo Matters
Picture this:
You’re leading your team through a challenging phase. Investors are watching. The clock is ticking.
Pipo steps in like a battle-tested sparring partner — one that’s seen this exact situation 500 times before.
He brings you the collective intelligence of hundreds of pivots, tailored to your data, your stage, and your goals.
💡 Pipo Is Now Part of Everything at Pivotal
As of today, Pipo is baked into every offering at Pivotal.
He works alongside me and our extended expert network — and evolves with every venture we support.
My goal? For Pipo to become the most trusted strategy companion a founder, investor, or exec team can rely on — especially in high-stakes moments where one decision shapes the next year.
⚡ Want Your Breakout Move?
Curious what Pivotal (and Pipo) would recommend for your company?
Shoot me a DM — and unlock your next breakout move in just 3 weeks.