The story so far
From triple axels to time zones
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Triple axels
Competitive pairs figure skater — at one point ranked top-30 in the world, training six to eight hours a day with Olympic ambitions. Then a kneecap gave out at 21, mid-competition. Career over. Nobody expects this to be the work-from-home origin story, but here we are.
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The accidental founder
BA and MA in Sociology at McGill. Taught a 300-student intro class. Built an online tutoring company with dozens of tutors on the side, sold it for low six figures, and learned an expensive lesson about reading contracts. Met Rob Rawson on a panel at SXSW.
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Time Doctor & Staff.com
Co-founded both with Rob. No venture capital, no office, no plan B. Bootstrapped Time Doctor into one of the world's leading productivity analytics platforms — a team across 40+ countries serving hundreds of thousands of remote workers.
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Running Remote, Bali
Started a conference about building remote teams — 250 people at a spa resort near Ubud. It became the largest remote work conference on the planet — eleven editions and 8,200+ leaders later, it's the room where distributed work has been getting figured out for the better part of a decade.
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Told you so (politely)
The world went remote overnight and twenty years of preparation suddenly looked like foresight. Organized Remote AID, a free crisis conference teaching displaced teams to work remotely, with proceeds to the Red Cross.
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Wrote the book
Running Remote (HarperCollins Leadership), co-authored with Rob Rawson — a Wall Street Journal and Publishers Weekly bestseller on asynchronous management. Cal Newport called it “critical and much-needed.” Mom was already proud, but still.
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The scoreboard catches up
Once the COVID dust settled, the recognition arrived in bulk: hundreds of podcast appearances and a shelf of business awards — Bootstrapper of the Year, Time Tracking Solution of the Year, and a Gold Stevie for Thought Leader of the Year among them. The 'remote work is a fad' headlines, meanwhile, aged like milk.
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Peppermint (the AI chapter)
Async management was the rehearsal. The main event is delegation — building a private AI memory of your work that follows you from tool to tool, so the busywork happens without you.