EP. 1976

09/04/26

Dr. Katy Milkman

โ€œIt turns out, if you don’t enjoy it, you don’t persist.โ€

Why You Feel Stuck and How to Actually Change | Dr. Katy Milkman

80% of people feel stuck in their own lives right now, and it has nothing to do with willpower.

Dr. Katy Milkman, author of How to Change and professor at Wharton, breaks down why status quo bias and sunk cost thinking keep us glued to relationships, jobs, and habits that stopped working long ago. She explains the fresh start effect, why moments like Mondays, birthdays, and new zip codes actually rewire our motivation, and why waiting for a bigger breakdown might be costing you years.

You will hear how she turned a dreaded gym habit into something she craved just by pairing it with Harry Potter audiobooks, and why a Google experiment on exercise proved that flexible backup plans beat rigid discipline every single time. She also gets honest about her own struggle with work life balance, choosing late night work over time with her five year old, and what she is doing to change that pattern right now.

If you have ever broken a promise to yourself and felt the confidence drain out of you a little more each time, this conversation hands you the science to forgive yourself and start again smarter. Katy walks through commitment devices, temptation bundling, and the exact if then plans researchers use to make change stick long after the motivation fades.

How to Change: The Science of Getting from Where You Are to Where You Want to Be

Dr. Katyโ€™s website and newsletter

โ€œIf you want to achieve your potential, if you wanna achieve your goals, find a way to make the path to achievement fun.โ€ – Dr. Katy Milkman
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And now let’s jump into episode 1976 of The School of Greatness!

Some Questions I Ask:

  • I’m curious, why do you think it’s so hard for people to wanna change and create the life that they truly want, the, the desires they have, the dreams?
  • Do we need a bigger pain, or is it possible to create exponential change or transformation when things are okay or really good, in your thoughts?
  • So if belief, uh, supports you getting those results you want or making the transformation or the change you want, how would you suggest that we learn to believe in ourselves more from a scientific point of view?
  • How does someone build confidence within themselves if they feel like they’re not confident?
  • What would you say is the number one thing we need to know about changing our behavior for the better?
  • What’s, what’s the biggest thing you wanna change in your life right now?
  • Can you talk to me about temptation bundling?

In this episode, you will learn:

  • Diagnose the exact barrier, impulsivity, procrastination, forgetting, or low confidence, thatโ€™s keeping you stuck, and match it to the right fix
  • Harness the Fresh Start Effect to launch new habits at moments that actually stick, not just January 1st
  • Turn dreaded tasks into cravings using temptation bundling, like pairing workouts with audiobooks you canโ€™t put down
  • Build flexibility into your goals with Marissa Sharifโ€™s emergency reserve strategy so a missed day doesnโ€™t derail your progress
  • Reframe big numbers into small daily wins, using the Acorns savings study, to make saving or goal-setting feel effortless
  • Recover from failure faster by understanding why rigidity, not lack of willpower, is what really breaks habits
  • Plus much more…
The School of Greatness Podcast
The School of Greatness Podcast

The School of Greatness Show

The School of Greatness shares inspiring interviews from the most successful people on the planetโ€”world-renowned leaders in business, entertainment, sports, science, health, and literatureโ€”to inspire YOU to unlock your inner greatness and live your best life.