Welcome back to Re-imagining Online Business! In this Season 2 opener, Tristan and Brooke reunite with a raw, reflective, and real-time check-in—and preview what’s ahead.

This episode blends casual conversation with deeper questions about what it means to be entrepreneurs, facilitators, and humans in an increasingly unstable, violent, and extractive world. We talk about the business patterns we’re noticing (and resisting), what it feels like to be in a visibility-scarcity cycle, and the impossibility of showing up “strategically” while also advocating for liberation.

Here’s what we get into:

A peek at what’s coming this season: topics like the nuances of ChatGPT, visual branding with integrity, and the “is Instagram dead?” convo.

A sincere and vulnerable exchange around gender identity and personal evolution

The deep tension between capitalism and the grief of witnessing more and more state violence

Questions of responsibility, urgency, and sustainability in business right now

If you’re sitting with the both/and of business and grief, strategy and uncertainty—you’re not alone. This season, we’re exploring it in more detail.

Mentions & Resources:

Alex Iantaffi & HOLDING GROUND

@veritas_22 on Instagram

Couples Therapy (on Showtime)

Pee-wee as Himself (on HBO)

Devon Price’s article, If You *Must*, Here is How to Be a Content Creator Without Crashing Out or Losing Yourself

Call to Action:

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