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When AI Takes The Helm, with Stephanie Sylvestre | Ship's Log #33

When AI Takes The Helm, with Stephanie Sylvestre | Ship's Log #33

Season 1 Episode 33 Published 2 months, 1 week ago
Description

“Every disappointment is for the better.”  — Stephanie Sylvestre 

Episode Summary 

Stephanie Sylvestre builds digital twins — AI versions of real people that can keep talking, teaching, and advising long after a conversation ends, and even after a life does. In this episode she walks Jeanne through what her company actually does: AI agents and digital twins grounded in a private “data vault” so they stay accurate and resist hallucination, all built to amplify people rather than replace them. 

From there the conversation ranges wide — preserving history “so your grandchildren's grandchildren can still interact with you,” using a twin as a judgment-free place to think, why banning AI is the lazy answer for nervous companies, and how purpose, chores, and kids today all tie back to the same question. It's threaded with real warmth, including the moment Jeanne's own teleprompter ate all her questions live on air — which turns out to prove Stephanie's whole point about tools that fail you versus technology that helps you think. 

Then it's Two Truths & A Lie: seven homes built by women volunteers, a 90-mile bike ride down A1A, and a passion for swimming. One of those isn't what it seems. Stephanie closes with the line her mother drilled into her as a kid — every disappointment is for the better — and an invitation into her ever-growing “friend farm.” 

Guest Bio 

Stephanie Sylvestre is a technologist and entrepreneur who's spent a decade insisting that AI should make us more human, not less. She's the co-founder and CEO of Avatar Buddy, where her team builds digital twins — AI versions of real people, grounded in a private data vault so they stay accurate and trustworthy. Her mission is simple: use AI to preserve people's stories and help them be the best version of themselves. 

Guest Links 

Guest CTA 

“Stephanie doesn't just talk about AI—she brings it to life with stories, strategies, and a contagious sense of possibility.” Stephanie offers a free 30-minute AI consult — reach her on LinkedIn or at stephanie@avatarbuddy.ai. 

Who do you know who'd make a great guest for the show? Please let us know.
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