Why Founders Who Admit ‘I Don’t Know’ Will Win the AI Race — Alan Gregerman

Stop hoarding expertise. Start unlocking growth with real curiosity.

Most tech teams trust expertise. Leaders build, iterate, and launch what they “know”—but 8 out of 10 startups fail because experts don’t check if buyers want the solution. As expertise grows, so does risk: teams build in isolation, decisions loop inside closed rooms, and market changes pass by unseen.

Now, you flip the script. Winning founders lead with curiosity and humility. They ask great questions, engage real customers, and spend one day a month outside the office. Instead of perfecting the answer, they chase discovery—with rapid feedback, a culture of open debate, and constant relevance. Start with purpose, build in public, test ideas fast, and adapt before the data goes stale.

Bring your team together, not just engineers. Rotate pods, mix perspectives—then go out and find three ways anyone else would solve your problem. Seek the proof of discovery, not proof of expertise. Keep future-focused, stay a bit paranoid, and let curiosity be your growth engine.

Book one curiosity day next month. Walk your market, listen hard, then share what you find.

Alan Gregerman rewrites the playbook every day, so you learn from real-world results.

About Alan Gregerman: Innovation consultant, keynote speaker, author — trusted by 350+ global firms including Google and Mercedes-Benz.

What we discussed: → Why customers—not expertise—call the shots in tech growth

→ How the speed of AI changes experience and timelines

→ Real failure rates from assuming you “know” the market

→ Six skills that leaders must master (not just “soft skills”)

→ Concrete hacks: Lego tests, market walks, cross-silo pods

→ The role of humility and paranoia in fast-changing industries

→ How to stay relevant by getting out of the office

Where to find Alan Gregerman:

→ Website: https://alangregerman.com

→ LinkedIn: https://www.linkedin.com/in/alangregerman/

Where to find Mike Sirius:

→ Website: https://www.mikesirius.com

→ LinkedIn: https://www.linkedin.com/in/msirius/

👉 Grab the community playbooks and join us @ masteringtechgrowth.com

Question for you:

🗣️ What single customer need will you ask about before you build?