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Recent Episodes

TSME 163: Rob Fitzpatrick
JAN 1, 2022
TSME 163: Rob Fitzpatrick
This was a delightful conversation, and one that made me laugh more than any in recent memory. Rob Fitzpatrick shares the journey from showering under a 5-gallon bucket in a warehouse scheduled for demolition to running a satisficing lifestyle business with $20k/mo in book revenue and a growing community.
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75 MIN
TSME 162: Denis Oakley
DEC 18, 2021
TSME 162: Denis Oakley
This was a delightful conversation with emerging expert Denis Oakley. I especially loved how Denis "got his reps in" by selling business models on Upwork.
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50 MIN
TSME 161: Jonathan Stark Followup
NOV 20, 2021
TSME 161: Jonathan Stark Followup
Jonathan suggested a followup conversation; I enjoyed hearing from him about his transition from surfing a once-in-a-generation tech wave to a very different kind of advisory business, his inventory of every nasty email he's ever received from his list, how he runs inexpensive experiments, and the relationship between death and mission.
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74 MIN
TSME 160: Kyle Bowen
NOV 13, 2021
TSME 160: Kyle Bowen
Kyle and I discuss entering a new market, inventing new terminology, and pursuing a transformative agenda.
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57 MIN
TSME 159: Jim Thornton
NOV 6, 2021
TSME 159: Jim Thornton
Did you know Jim Thornton built something like a private version of Google.com's search engine using a combination of serverless code, Screaming Frog, and Neo4j? In this conversation that touches on, among other things, the marketing caste system, Jim explains why he did this and how this played into his self-made expertise journey.
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54 MIN