The Owner Mode Memo
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The Franchise Player
Chequan Lewis, CEO of Crunch Fitness, on how a high earner should actually pick a franchise.
4 hrs ago
From Houses to Hotels
Evens Charles started with a $1,000 first deal and is now the founder of a $350M hotel portfolio of Hilton and Marriott hotels.
Oct 20
The Hidden Playbook
Will Drewery led supply chain at Tesla, then launched his own company without paying full price for year one.
Oct 14
What Makes Operators Board-Ready
Robin Washington sits on Alphabet's board, and she says the path there runs through the job you already have.
Oct 13
September 2026
The Patient Owner
Mellody Hobson has spent 35 years in the investment business, and her way into private markets starts with the portfolio you already have.
Sep 28
1
Playing Chess
Ashley Flucas left law to build one of the most active venture syndicates in the world.
Sep 21
The Private Markets Playbook
Ryan Williams built Cadre into a $5B+ platform and put Harvard's endowment in the same deals as individual investors.
Sep 14
From Framework to Funding
A $600M fund manager and a former Google VP compare how a VC and an operator evaluate the same early-stage company.
Sep 7
August 2026
Building Your Board Portfolio
Stacy Brown-Philpot built a public-company board portfolio while running TaskRabbit as CEO, through a playbook she ran before any seat opened.
Aug 31
Assets Over Hours
Arthur Johnson built a 50+ unit rental portfolio while in tech, then used it to leave corporate at 52.
Aug 24
The Overlooked Asset Class
Tarrus Richardson was near bankrupt in 2010, then closed his first acquisition with no cash down.
Aug 17
Your Access Is an Asset
Kahlana Barfield Brown on turning a magazine job's access into a clothing line now sold at Target.
Aug 10
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