[ENCORE] The Sacred Yes to Rest: Katherine May on Retreat, Beauty, and the Healing We Can’t Rush

Episode 148

Three years ago, Katherine May gave us a language for something many of us experience but rarely know how to name: wintering.

Those seasons of life when everything slows down. When grief arrives. When burnout catches up with us. When illness, loss, caregiving, parenting challenges, or unexpected change force us to stop and reconsider how we’re living.

As part of our Sacred Yes: Reclaiming Joy in Midlife series, we’re revisiting this unforgettable conversation because Katherine’s wisdom feels even more relevant today than it did when it first aired.

Together, Jen and Katherine explore what it means to stop treating ourselves like machines and start honoring our humanity. They discuss the value of retreat, the necessity of rest, and why healing cannot be rushed. Katherine challenges the cultural pressure to push through difficult seasons and instead invites us to trust that growth is still happening beneath the surface—even when life appears dormant.

Nestled in this conversation is a gentle reminder that joy isn’t always found by adding more. Sometimes it emerges when we create space. Space for solitude. Space for beauty. Space to notice what’s growing quietly within us.

If you’ve been feeling weary, stretched thin, or ready to step off the hamster wheel for a moment, this episode offers a different path forward—one marked by grace, patience, and the courage to rest before collapse forces it upon us.

In this very gentle and generous conversation, you’ll hear:

• Why every life includes seasons of “wintering”
• The difference between retreat and isolation
• How beauty sustains us during difficult seasons
• Why sadness isn’t something to fix
• Practical ways to create restorative space in everyday life
• What it means to trust the season you’re in

Sometimes the most sacred yes isn’t a leap forward. It’s permission to pause.