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As I wrap up Season 9 and look ahead to Season 10, I wanted to do something a little different — a mixtape of the moments and ideas that still shape how I think about work, rest, and doing business differently.

These clips remind me why I started Here’s What I Learned in the first place: to have honest conversations about what’s working, what’s not, and how we can build businesses that actually fit us.

You’ll hear from some of my favorite past guests whose lessons keep coming up again and again:

• Becky Mollenkamp on how “professionalism” is often code for control — and why it’s worth breaking those rules to make your business more you.
• Amanda Gold on turning work into play with her D&D dice, using small rolls to gamify focus and motivation.
• Patricia Sung on designing for energy, not just time — with white space, buffer, and cycle-aware planning that makes business sustainable.
• Steph Wharton on flipping goal-setting upside down: start with the life you want, then build the business that supports it.
• Tracy Stanger on doing the weird stuff only you can do — and keeping your plans simple enough to survive real life.

Because business isn’t a perfect playbook. It’s a living experiment.

Topics:

• Why “professionalism” often limits creativity — and how to rewrite those rules
• The power of tiny experiments and joyful data
• How to plan for energy, not just time
• What it looks like to reverse-engineer your business from the life you want
• How simplicity protects creativity (and sanity)

Mentioned in the episode:

• Ditching ‘Professionalism’: How Work Norms Hold Us Back with Becky Mollenkamp
• Rolling Dice & Making Business Fun with Amanda Gold
• Failure is Required with Patricia Sung
• Goal Setting for a Whole Damn Vibe with Steph Wharton
• Do the Weird Shit Only You Can Do with Tracy Stanger

What next?

• Follow Here's What I Learned on your favorite podcast player
• Leave a review so the podcast is seen by more people like you
• Share this episode with a friend
• Follow me on Instagram at @jackihayes_obm
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