#33. Do the Thing: Skye Pillsbury, 49

Written By Christy
Quote by Skye Pillsbury saying the opportunity cost on not doing things is scary because it's better to look back and see you had both good and bad experiences

Midlife is an opportunity to take the risk and do the thing, as well as to process lingering painful episodes.

Would you confront the friend who had publicly hurt you in middle school decades later? That’s just what my guest Skye Pillsbury did on an episode of the Heavyweight podcast. I had lots of questions. This is the second in a 4-part finale for the show, and I’m so grateful to Skye for letting me share it with you since we recorded it right before the pandemic. I know you will love this episode!

Skye and I talk about the impetus for exploring this experience in a very public way, the importance of friendships in midlife, how your kids often reflect back to you, and how our 50s are still a vital time in our lives. 

Skye writes The Squeeze, a free, weekly newsletter for podcasters and audio professionals. It features a mix of investigative reporting, interviews, and industry gossip. Prior to her work at The Squeeze, Skye was the original writer of the Inside Podcasting newsletter; and creator, producer, and host of the award-nominated show Inside Podcasting. She’s also served as a contributing writer at Hot Pod.

 

Find the Heavyweight episode we discuss here.

Listen to the full episode:

Enjoy the show?

Christy
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The Art of Quitting + An Update