[ENCORE] The Sacred Yes to What’s Next: Leanne Morgan on Midlife Reinvention, Second Acts, and Dreams That Are Worth Waiting For

What if your biggest breakthrough hasn’t happened yet?

In this joyful and deeply encouraging conversation, Jen sits down with comedian, author, actress, and beloved storyteller Leanne Morgan to talk about dreams, disappointment, perseverance, and the surprising possibilities waiting for us in midlife.

As part of our Sacred Yes: Reclaiming Joy in Midlife series, we’re bringing back one of our most-loved episodes because Leanne’s story embodies everything this season is about: saying yes to possibility, trusting your own timeline, and refusing to believe that life’s best chapters belong exclusively to youth.

Before sold-out tours, bestselling books, Netflix specials, and national recognition, Leanne spent decades raising children, caring for family, performing in comedy clubs, and quietly holding onto a dream that seemed increasingly unlikely. Then, in her fifties, everything changed.

With her trademark humor and warmth, Leanne shares what it was like to keep showing up long after many people would have given up. She reflects on motherhood, caregiving, marriage, becoming a grandmother, and the surprising freedom that comes with getting older.

Most of all, she reminds us that there is no expiration date on becoming who we’re meant to be.

Over this delightful hour, Leanne will regale you with charming hard-won life lessons including:

  • Why success arriving later can be a gift
  • The power of perseverance through disappointment
  • The balancing act of holding dreams, caregiving, and family life all with care
  • How humor helps us survive hard seasons
  • Why comparison is a thief of joy
  • The freedom that comes with embracing your own timeline
  • What it means to trust that what’s meant for you won’t miss you

If you’ve ever wondered whether you’ve missed your chance, whether it’s too late to pivot, or whether your most joyful years are already behind you, Leanne has a message for you:

You are not behind. You are not too late. Your story is still unfolding.

Unstoppable in Our 50’s: Leanne Morgan’s Secrets to Finding Success (and Laughs) in Midlife

Leanne Morgan was going to quit her career as a stand up comic and start a hardware store (with a cheese wheel, no less!) before she had her major break in comedy. Making the decision to invest in herself one last time opened the doors to an incredible season and newfound success in the comedy world.

Jen, Amy, and Leanne get candid when talking about what it means to be the best version of themselves in their second act of life, and when success comes later, why it can be better than having all your dreams come true at once. 

Topics discussed include:

  • Behind the scenes of Leanne’s viral success at 51
  • Why being yourself is always the best answer to any problem
  • How handling criticism at their ages is so much easier to deal with
  • The cornbread drama — do you add sugar or not?

Also; don’t miss Jen and Amy’s discussions before the interview on Taylor Swift drama and FOMO!