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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Jake Wysocki, founder of Intention Craft, shares how design thinking, structured exercises, and tiny experiments help leaders scale by solving the right problems in the right order. We explore the Double Diamond framework, human‑centered research, constraints that spark creativity, and how to use AI to think better rather than outsource judgment. We close with Jake’s surprising “secret” to scaling: make it fun and make it human.
- 00:00:00 – Intro: Jake's path to entrepreneurship
- 00:03:55 – Talk to customers: research beats assumptions
- 00:07:00 – Apply frameworks to every problem-solving stage
- 00:07:58 – Double Diamond: problems first, solutions second
- 00:09:44 – Find the problem that unlocks progress
- 00:15:33 – Learn fast through tiny experiments
- 00:17:30 – Sprint to create urgency and momentum
- 00:18:44 – MVP mindset: scope down to learn
- 00:22:24 – AI enhances human connection, not replacement
- 00:32:14 – Scaling secret: make it fun, humanLinks And Resources:
- Jake’s crash course: https://course.intentioncraft.com
- Amplafy Media
- Hector Santiesteban on LinkedIn
- Hector Santiesteban on Twitter
Thanks so much for joining us this week. Want to subscribe to How to Scale a Business? Have some feedback you’d like to share? Connect with us on iTunes and leave us a review!
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