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 full library of almost 100 classes. We make it easy for you to access 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 want 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:

  • Coming Soon: Exclusive access to one Five Things I’ve Learned class each month — right in your inbox. You’ll receive free on-demand access to Five Things I’ve Learned classes from some of Substack’s best writers.

    Substack writers who’ve joined Five Things I’ve Learned include:

  • $10 off your first class. Choose from our extensive library of classes on everything from creativity and motherhood to the upside of aging to finishing your book to psychedelic science. Visit myfivethings.com, and type SUBSTACK10 in the Discount Code field as you make your purchase.

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 our upcoming 2024 elections. We think this is important. And we hope that you do, too. You can find our first session, Stuart Stevens’ Five Things I’ve Learned about America – and the Forces Driving Democracy to Autocracy, right here. And this one, Five Things I’ve Learned about America – and our Common Ground from Beto O’Rourke, right here. We invite you to view these conversation, offered free, in partnership with Resolute Square, and to join us for more free classes coming soon.


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.

This fall marks the start of our fourth season. 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 classes debuting this fall.

See something you like? Try out our new Multi Pass. It’s a great way to catch up on classes from our first three seasons – more than 80 great classes – 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 our recent 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.