Welcome to Five Things I’ve Learned on Substack.

Five Things I’ve Learned brings you the essential lessons, ideas, and experiences of a lifetime from the artists, writers, musicians, and thinkers we admire most. Every Five Things I’ve Learned session is a handmade, personal class.

This Substack gives you glimpses into our library of 140 archived classes. We make it easy for you to access on-demand sessions from creative artists and thinkers like acclaimed author Isabel Allende, Pulitzer-Prize-winning Jerry Saltz, Grammy winning Joe Henry, National Book Award winning Phil Klay, Academy-Award-winning director Alexander Payne, Guggenheim fellows Camille Dungy and Aaron Dworkin, and more.

We love Substack! We’re so pleased to be part of a community that values writers—and creative people of all types—as much as we do. Substack writers have delivered some of our favorite Five Things I’ve Learned classes.

All Five Things I’ve Learned subscribers get these Substack Essentials:

Visit myfivethings.com.

  • Updates and announcements. Newsletter announcements about upcoming live classes—including upcoming sessions from Substack writers. You’ll also be among the first to know about upcoming classes, series, and other Substack-only things.

  • Free access to special classes and conversation focused on America and the values we share. We think this is important. And we hope that you do, too. Check out Five Things I’ve Learned about America, right here.


How it works.

Like Substack, Five Things I’ve Learned sessions deliver immediate revenue to class hosts. We believe doing so is another important way that people with something worth sharing can get fairly compensated for their ideas and experience.

Each 90-minute class is available live for $40; a ticket for each live two-hour class is $60. Visit myfivethings.com to discover the great line up of live, online classes coming soon.

See something you like? Try out our new Multi Pass. It’s a great way to catch up on your dhoice of 140 great classes from people we admire, any time you like.

Learn more about our Multi Pass.


Subscribe for free. Get good things in our newsletter plus a $10 discount on your first individual class at myfivethings.com. Join us on Substack today.


Try one of our favorite classes with our compliments.

You can also get a sense of how great – and how different – each Five Things I’ve Learned class can be by viewing three of favorites with our compliments – National Book Award Winner Phil Klay’s Five Things I’ve Learned Thinking and Writing about Censorship, Pulitzer Prize Winner Jerry Saltz’s Five Things I’ve Learned about Where Art and the Art World Are Right Now, and Adobe Research Lab veteran Matt Strain’s Five Things I’ve Learned about Getting Started with A.I. – for Real People.

View personal video invitations to these classes — and to every class – at myfivethings.com.

Discover all our classes.


Check out our FAQ for more

Want to know more? Check out our FAQ.

Or send a note to Hello@myfivethings.com. We’d love to hear from you.


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Essential lessons from people we admire.

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CEO, ExtendedSession. Founder, Five Things I've Learned
Founder, Five Things I've Learned. Reader. Writer. Substack lover.
Connecting readers and writers. Love learning.