Guest: Heather Land

Road Trippin’ with Jen and Special Guests Dr. Mary Claire Haver and Heather Land

For a special treat this week, we’re bringing you some highlights straight from Jen’s recent Awake book tour in a limited series we’ve dubbed “Road Trippin’ with Jen”.  Every tour stop, audience, and special guest brought its own kind of magic, so we’re excited to share some of the best moments with you here on the podcast.

On this Road Trippin’ stop, Jen shares the stage with two powerhouses. In Houston, board-certified OBGYN and best-selling author, Dr. Mary Claire Haver, shares her journey and insights into women’s health, particularly around menopause and midlife. She unpacks our burning questions—why brain fog shows up before periods change, why sleep matters, and how a “menopause toolkit” can set us up for strength, longevity, and joy. This conversation delves into the complexities of menopause, the importance of nutrition, sleep, and movement, and the power of community and connection.  Together we learn how to thrive in mind, body, and spirit during this transformative phase of life.

Then we head to the Music City of Nashville, where comedian and truth-teller Heather Land talks about using humor to survive whatever garbage life throws at us, pivoting careers in midlife, and choosing honesty as a way to create belonging. Heather reminds us that laughter can be holy too, and when every other thing fails, humor has a way of breaking us open just enough to let the light in. Tune in for an evening that was equal parts comedy set, revival, and group therapy.

Reinventing Yourself with Heather Land

This week Jen introduces Amy and the For the Love audience to her long-time friend, comedian Heather Land, who gained fame as a social media sensation through her viral I Ain’t Doin’ It videos. They discuss Heather’s journey from an early career in ministry to one in comedy, and now to her newest passion project, life coaching. Heather talks to Jen and Amy about the impact of burnout and the challenges of reinventing oneself, especially at different life stages and finding joy in her new creative project, the Dear Heathers podcast (that she co-hosts with best-friend Heather Lenard) encouraging other women to embrace their journeys and feel empowered.

In this episode:

  • Jen and Amy share their mixed feelings on receiving unsolicited advice.
  • Inspired by the Dear Heathers podcast, Amy and Jen reminisce about what it was like using landline phones when they were teens. Shocker: Jen even remembers her old phone number!
  • The group talks about the importance of recognizing signs of burnout and how reinventing oneself is a vital part of personal growth
  • Heather shares how support from friends can play a crucial role in our journey, like when her friend advised her to ‘do it [comedy] afraid’.
  • Jen, Amy, and Heather talk about women looking to others with relatable stories when they go through difficult experiences and how community can be our greatest lifeline.