We recorded this week’s Monday Pod back at The Combine in downtown Oakland (big thanks to Alex Hooper for the space, the sweat, and the vibes). After taking a movement class together, we settle in for a slower check-in—one that gently shifts what our check-ins might even look like moving forward. Ashley brings the grounding question: “What does support look like for you right now?” Alex shares about his upcoming men’s retreat in the woods, and Hannah names her craving to create more and stop holding herself back.
That conversation leads us right into this week’s theme: the fear of failure and the fear of regret—and all the spirals in between. We explore what’s really underneath our hesitation, the “what if” loops we get stuck in, and how hindsight can sometimes steal us from the present moment.
We talk about:
The quiet courage it takes to give someone a complimentSocial regret, talking to your crush, and getting out of your own wayHow fear and failure can co-exist, and why regret often feels heavierThe stakes we weigh when deciding to go big… or play it safeWe wrap with a thoughtful listener question about how our time in hospitality has shaped our wellness journeys—what we’ve learned, unlearned, and how we’ve navigated the push and pull of care, burnout, and showing up for ourselves.
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