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Roundtable: Who Am I - Really?

Alexandra Bianco — Sun, 16 Aug 2026 18:31:57 GMT

Roundtable Summary

This week’s roundtable is inspired by thoughtful exploration of identity and reinvention. We’ll talk about how much of who we are was consciously chosen versus simply inherited, and what happens when we start questioning the identities, beliefs, and expectations we’ve carried with us. What might we choose differently if we gave ourselves permission to become someone new?

I think so much of becoming ourselves is actually questioning how much of our identity we consciously chose versus how much we simply inherited. ~Hillary

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Hilary Zuckerman

Nobody Told Me You Could Just... Become Someone New

I turn 40 in November. One of the biggest surprises of getting older is realizing that almost everything I thought was a personality trait was really just a habit I hadn’t practiced yet…

9 days ago · 48 likes · 19 comments · Hilary Zuckerman

Roundtable: What If This Is Possible?

Alexandra Bianco — Wed, 12 Aug 2026 23:34:00 GMT

Roundtable Summary

In this week’s Roundtable, we explored a question that asks us to challenge the stories we tell ourselves: What if this is possible? The conversation ranged from leaving corporate careers and building something of our own to limiting beliefs, calculated risks, uncertainty, and the power of seeing other people take a leap before we’re ready to take one ourselves.

We also talked about how community can expand what we believe is possible, especially when we find people who are willing to experiment, take risks, and build alongside us. It was an honest, encouraging conversation about belief, possibility, and choosing to take the next step before you know exactly how the story will end. The full recording is available to paid subscribers.

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Roundtable: Are We Optimizing Too Much

Fri, 07 Aug 2026 01:23:35 GMT

Roundtable Summary

In this week’s Roundtable, we explored a question that feels increasingly relevant in the age of AI and productivity culture: Are we optimizing too much? The conversation ranged from content creation and the pressure to grow online to AI, personal metrics, burnout, and knowing when "good enough" is actually enough. We discussed how the constant drive to optimize every part of our lives can leave us feeling overwhelmed, and why building something sustainable may matter more than chasing every algorithm or productivity hack. It was an honest, thoughtful conversation about ambition, balance, and creating a life that feels fulfilling—not just efficient. The full recording is available to paid subscribers.

Full Recording

Roundtable: Navigating the AI Era

Alexandra Bianco — Fri, 07 Aug 2026 01:22:36 GMT

Roundtable Summary

In this week’s Roundtable we explored one question that doesn’t have an easy answer: Is AI making us smarter or making us stop thinking? The conversation ranged from writing and language learning to privacy, education, job displacement, and what skills will matter most in the future. It was a thoughtful, nuanced discussion with perspectives from people working across technology, finance, and education. The full recording is available to paid subscribers.