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Jessie Upp

In this conversation: The network weaver — Jessie brought a relational, feminine perspective that balanced the conversation's technical and architectural energy. She's building DayBalancer, grappling with namelessness, and measuring circulation rather than growth.

Topics She Introduced

Stories She Told

Feeling Abandoned by Collaborators

"We vibed really good. And then she just left, and I felt abandoned."

Jessie shared a pattern of forming deep collaborative connections — with Wendy McLean, with Vincent Arena and Christina Bowen — only to have them go quiet. Pete reframed this gently. See Conversation Flow.

The Walking-Talking Meetings

Jessie mentioned she prefers walking and talking to sitting at a screen — she and Wendy McLean used to walk virtually together on the phone.

Key Contributions to the Dialogue

On Namelessness

"Even nameless is a name, so I'm wondering... there's a way that it doesn't have, and nobody names it, like Pete shared, internet came out of someone saying, hey, let's call it the internet, but it's not internet.com."

On Language Changing Perception

"What we're doing is changing our language. And that changes things. That changes the perception. That's the game changer."

On Emergence Over Planning

"When you start working on a project and you fail fast, and you can start getting the feedback loop mechanism going, that's when things happen."

Closing Koan

"The named can never be nameless, and the nameless can never be named."

Projects and Interests Discussed

People She Mentioned

Follow-ups and Action Items

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