What if the greatest pain at the end of your life isn’t failure, but regret?

In this transformative episode of the Marriage of Greatness podcast, Evan and Susan Money tackle the gut-wrenching reality of living a life filled with “somedays” and “what ifs.” Drawing inspiration from a powerful quote by Deshauna Barber—“Do not fear failure, but rather be terrified of regret”—Susan shares heartbreaking stories from decades of convalescent ministry, witnessing firsthand the agony of dreams deferred.

The conversation dives into why we put off what matters most, the destructive “rules” we invent for ourselves, and how embracing imperfection can spark real joy and adventure in your marriage and your life. Evan and Susan recount personal stories of their 100-wedding journey, question why our culture glorifies destination over journey, and reveal moving takeaways from true tales like the man who wished he’d given his wife a flower every morning while she was alive.

Key highlights include:

• How our “someday” mentality robs us of fulfillment—and concrete steps to break free from it.
• The myth of the perfect moment and why starting messy beats waiting for ideal conditions.
• “Living funerals” and celebration-of-life parties before death—how and why to honor loved ones NOW.
• Candid confessions about digital distractions and practical advice for being fully present with those you love.
• Uplifting and actionable takeaways to eliminate regret—beginning today.

Are you building memories or collecting regrets? Don’t miss this heartfelt, motivating episode that might just change the way you approach your one beautiful life—and your most treasured relationships.

Timestamped Overview:

• 00:00:01 – Susan opens with the episode’s powerful theme: “A life of regrets is no life at all.”
• 00:01:08 – Welcoming new listeners and celebrating milestones in the Money’s 100 weddings journey.
• 00:02:16 – The spark for this episode: why fearing regret is more important than fearing failure.
• 00:02:51 – Susan shares insight from years in convalescent ministry—regrets at life’s end.
• 00:04:35 – Debunking “the rules”: Creativity and love vs. manufactured wedding “perfection.”
• 00:05:13 – Pandemic weddings: Small is beautiful—unexpected joy from breaking tradition.
• 00:07:37 – Letting go of self-imposed limits and embracing the journey, not just the destination.
• 00:09:04 – True stories: Heartbreaking and inspiring lessons of regret and cherishing now.
• 00:10:09 – Screens vs. presence: The epidemic of distraction and how to reclaim connection.
• 00:11:15 – Celebration of life: More meaningful sharing while you’re alive, not just after you’re gone.
• 00:13:16 – The risk of regret: If you don’t risk, you don’t gain. Colorful lessons from sports and film.
• 00:15:32 – Living funerals, “Tuesdays with Morrie,” and the power of reimagining life celebrations.
• 00:19:45 – Breaking the cycle: Action steps to release regret and live intentionally now.
• 00:20:48 – Episode wrap-up: A challenge to listeners—pause, reflect, and take action today.

Listen, reflect, and take your first step toward a life—and marriage—without regrets.