Radical Paths

Radical Paths

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What I'd Tell the Guy (Me) Who Bet His Life Savings on a Vision (And a Sailboat)

Six months and 3,000 miles later, I finally understand what made him capable
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From Harvard PhD to full-time sailor. Weekly stories and frameworks for your own radical transition.

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Answering 2 Bold Questions Created the Courage to Radically Change Our Lives
This is how we chose to leave our careers & sail indefinitely
Jul 22, 2025 • Cory Gerlach
Two Boats, One Horizon – A Pen Pal Log Between Two Sailors
Four weeks of very personal letters with Linda Jackson about when we set sail, how we deal with fear, what home means living on the water, & why we keep…
Jan 11 • Cory Gerlach and Linda Jackson 🌏
I Sailed 40 Miles Overnight to Take My Cat to the Vet — and Finally Understood Freedom
Why freedom isn’t convenience (and never was)
Jan 4 • Cory Gerlach
It Was Never About the Lobster
A holiday surprise that showed me what happens when a life finally aligns with its values
Dec 28, 2025 • Cory Gerlach
On Deck With Cory – A Heartfelt Thank You To All My Paying Subscribers
Video reflecting on year 1 of "Radical Paths," our growing online community, and building a fulfilling life on the water
Dec 24, 2025 • Cory Gerlach
Radical Paths
Radical Paths
Honest lessons for navigating radical life transitions — from a sailboat, in real-time, as I live what I teach.
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