Four Years, Moving Forward with Living

Grief doesn’t disappear after a few years. It just shows up in different ways. Sometimes it’s your daughter asking to take dance lessons. Sometimes it’s finding a box of her mom’s old jewelry while unpacking after a move.

To kick off Season Four, Matt Bradley catches up with Ben and Ken for a conversation about where grief lives now… six years, five years, marriages, moves, and milestones later. They talk about how their kids bring up memories of their moms in unexpected moments, and how they’ve created space for those conversations to happen naturally. There’s no set script. Just openness. And a shared understanding that joy and sadness can live side by side.

Matt reflects on his daughter’s growing need for feminine energy and how that’s surfaced in sweet and sometimes funny ways. Ken shares how getting remarried pushed him to finally sort through some of his late wife’s belongings. Ben describes how he created a memory book filled with photos, letters, and stories for his kids, something that turned out to be more meaningful than he expected.

The conversation moves easily between parenting logistics and the big emotional undercurrents: what to keep, what to let go, and how to create space for memories without being stuck in them. It’s thoughtful, funny, and a reminder that grief changes, but it doesn’t vanish. And when you’re doing this alone, it helps to hear how someone else is carrying it too.

Episode Breakdown:
00:00 Welcome to Season Four
02:12 Life Updates from Matt, Ben, and Ken
04:03 Parenting Through Grief and Feminine Energy
07:08 Unpacking Memories and Handling Belongings
10:25 New Relationships and Remarriage
13:03 Reflections on the “Wreck in Breck” Retreat
16:10 Creating Memory Books for Kids
21:04 Digital Preservation and Letting Go
27:47 Parenting Wins, Chaos, and Blended Families
33:03 How Grief Shows Up for Kids Now
36:04 Keeping Memories Present Without Forcing It