All Episodes

July 16, 2024 90 mins

In this episode, we explore regrets and “shoulds”. We consider in what ways they’re related, how they hold us back, and what perspectives might help us to live our lives more on our own terms. Robyn organizes her closet and Michelle goes to the movies.

Recorded on July 14th, 2024

Timestamps:

(0:28) Intro (0:50) Robyn’s win, challenge, and fun/interesting thing from the last two weeks (2:34) Michelle’s win, challenge, and fun/interesting thing from the last two weeks (8:12) SPOILER WARNING for A Quiet Place: Day One (12:01) End of spoilers (18:51) Main topic: regret and “shoulds” (1:23:48) Michelle’s plans for the next couple of weeks (1:24:53) Robyn’s plans for the next couple of weeks (1:28:49) Outro

Resources, references, and further exploration:

Show - Little Bird: https://www.imdb.com/title/tt22750834/

Video - Unpopular Opinion: Nothing in Life is a Waste of Time - How to ADHD: https://www.youtube.com/watch?v=662g7IjfY9s&t=347s

Video - Using Lifestyle-Centric Career Planning to Pursue a Life You Love - Cal Newport: https://www.youtube.com/watch?v=TpSlr5TYAEw

Video - Mel Robbins: 5 Second Rule: https://www.youtube.com/watch?v=nI2VQ-ZsNr0

Podcast - Episode 23 - Setting Up Your Creative Environment - Stream of Art Podcast: https://streamofartpodcast.podbean.com/e/episode-23-setting-up-your-creative-environment/

Books mentioned:

We Are the Luckiest by Laura McKowen: https://www.lauramckowen.com/books

The Midnight Library by Matt Haig: http://www.matthaig.com/books/midnight-library/

Courage is Calling by Ryan Holiday: https://www.courageiscalling.com/

Range by David Epstein: https://davidepstein.com/range/

Clear Thinking by Shane Parrish: https://fs.blog/clear/

So Good They Can’t Ignore You by Cal Newport: https://calnewport.com/writing/ (scroll down the page)

The Practice of Groundedness by Brad Stulberg: https://www.bradstulberg.com/books (scroll down the page)

The 5 Second Rule by Mel Robbins: https://www.melrobbins.com/5secondrule

Quotes, ideas, and insights:

Amor Fati - The love of fate: https://dailystoic.com/amor-fati/

“What man can you give me who puts any value on time, who counts a day, who understands that he dies daily? This is our big mistake: to think we look forward to death. Most of death is already gone. Whatever time has passed is owned by death.” - Seneca - Sources: https://dailystoic.com/letters-from-a-stoic/?utm_source=convertkit&utm_medium=convertkit&utm_campaign=dying-every-day https://dailystoic.com/you-are-dying-every-day/

“One way to see Nightingale’s story is that she spent years ignoring her call to service. The other is that she was preparing herself for the mission of her life. It took time for her to see through the smoke and noise of the family and society that attempted to discourage her from doing what needed to be done. It took time for her to acquire the skills she needs to transform nursing.” - Ryan Holiday, Courage is Calling, page 10

“The satisfactions of manifesting oneself concretely in the world through manual competence have been known to make a man quiet and easy.” - Matthew B. Crawford, Shop Class as Soulcraft

“Stop shoulding yourself. Shift from an internal dialogue of I shouldn’t be in this situation to I wish I wasn’t in this situation; from I should be going about this differently to I want to be going about this differently. Language shapes reality, and these subtle shifts go a long way toward eliminating guilt, shame, and judgment and fostering self-compassion instead. When you catch yourself shoulding, try using another word and see what happens.” - Brad Stulberg, The Practice of Groundedness, pages 49-50

Links:

Learn more about Robyn at https://www.robynlester.com/ Learn more about Michelle at https://ww


Advertise With Us

Popular Podcasts

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

NFL Daily with Gregg Rosenthal

NFL Daily with Gregg Rosenthal

Gregg Rosenthal and a rotating crew of elite NFL Media co-hosts, including Patrick Claybon, Colleen Wolfe, Steve Wyche, Nick Shook and Jourdan Rodrigue of The Athletic get you caught up daily on all the NFL news and analysis you need to be smarter and funnier than your friends.

The Joe Rogan Experience

The Joe Rogan Experience

The official podcast of comedian Joe Rogan.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.