Loren in conversation with Jack Kohler

Your Life Can Get Bigger After 60—If You Let It

August 20, 20261 min read
Custom HTML/CSS/JavaScript

Catch the Podcast on Your Preferred Platform

YouTube iconApple iconSpotify icon

Your life can get bigger after 60.

When Jack Kohler’s marriage ended five years ago, he suddenly had to face one of his greatest lifelong fears: being alone.

What followed wasn’t a quick transformation.

Jack filled his calendar because being home alone frightened him. He struggled with Friday nights and New Year’s Eve. He questioned his worth when there wasn’t someone beside him.

Slowly, he began discovering something different.

He could take care of himself.

And as the fear loosened its grip, his world expanded.

In this conversation, we explore loneliness versus being alone, learning to choose yourself, friendship and community after 50, physical and emotional wellness, creativity, self-trust, and the unexpected possibilities of getting older.

Jack shares a beautiful metaphor for this stage of his life. After his marriage ended, he felt as though he were suspended between two trapezes.

At first, he thought he was falling.

Then he realized he was flying.

And eventually he began wondering whether he needed to grab another trapeze at all.

For gay men over 50 who are questioning a relationship, facing an ending, living alone, rebuilding their social lives, or simply wondering what else might be possible, this is a conversation about what can happen when fear stops making our decisions.

The Wisdom Trust is a community for gay men over 50 who want richer conversations, deeper connections, conscious aging, and more from the second half of life.

Join us and be part of the conversation.

Skool: https://www.skool.com/the-wisdom-trust/about

Substack: https://thewisdomtrust.substack.com/

Wisdom Trust: https://wisdomtrust50.com/

Instagram: https://www.instagram.com/thewisdomtrust50

Resource: Loneliness - Human Nature and the Need for Social Connection, John C Cacioppo and William Patrick



Loren Crawford

Loren Crawford

Loren Crawford is a wellness coach, meditation teacher, and founder of The Wisdom Trust for Gay Men 50+. Drawing on more than two decades of experience in coaching, yoga, and personal growth, he helps men navigate the challenges and opportunities of the wisdom years with greater purpose, connection, and authenticity. Through his writing, podcast, and community, Loren explores what it means to build a meaningful life after 50—one grounded in belonging, emotional honesty, and the courage to keep becoming who we truly are.

LinkedIn logo icon
Instagram logo icon
Youtube logo icon
Back to Blog