Brad Wolfe has spent much of his life asking what gives life meaning. As the grandson of Auschwitz survivors, he grew up hearing stories of unimaginable suffering, survival, and the kind of love that can still exist after profound trauma. Later, when his close friend Sarah was diagnosed with a rare pediatric cancer, Brad found himself showing up at her bedside with the one language he knew best: music. Writing songs for Sarah during her illness became both an offering to her and the beginning of a larger question that would shape his life and work: why wait to live with more love, purpose, and compassion?

In this conversation, Brad and Heather talk about grief, music, post-traumatic growth, and the ways pain can become something meaningful without ever making the loss itself okay. Brad shares the story of his grandparents, the lessons his grandmother left behind, the friendship that inspired his early work with pediatric cancer families, and the creation of Reimagine, a community built around helping people face death and embrace life. They also explore what it means to keep showing up, how small acts of service can carry someone’s memory forward, and why the people we lose can continue shaping how we live. It’s a thoughtful conversation about love, legacy, creativity, and choosing not to wait for some later moment to live more fully.

Resources & Ways to Connect

• Reimagine Website: https://letsreimagine.org/

• Brad Wolfe and the Moon: https://www.bradwolfe.com/

• Jake’s Help from Heaven Website: http://jakeshelpfromheaven.org/

• Jake’s Help from Heaven Instagram: https://www.instagram.com/jakeshelp

• Jake’s Help from Heaven Facebook: https://www.facebook.com/jakeshelp

• APOY Instagram: https://www.instagram.com/aplaceofyespodcast

• Heather’s Instagram: https://www.instagram.com/heathersstraughter

• Our YouTube Channel: https://www.youtube.com/@aplaceofyespodcast

• For more of Heather’s writing and thoughts: https://ohheather.substack.com/

• Everything’s Jakey (Substack): https://everythingsjakey.substack.com/