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MoneyWise | Jonathan Goodman

Jon Goodman built a $35M fitness education empire from a one-bedroom apartment in Toronto, never raised a dollar, never sold a company, and never left Canada — even though the government takes 53 cents of every dollar he earns above a certain threshold.

In this episode, Jon breaks down exactly where his $14M net worth lives, why he found his "safe number" at $7M, how he spends $22-25K a month across Toronto and six months abroad every year, and why he thinks moving to a tax haven is a rich person's dumbest game.

Timestamps

00:00 — Intro
01:15 — Growing up middle class in Toronto
02:05 — Life as a broke personal trainer
03:27 — The red couch moment that changed everything
06:03 — How the PTDC became a real business
08:43 — From $300K to first seven figure year
11:55 — Total net worth revealed: $14M
12:24 — Portfolio breakdown: real estate, Bitcoin, equities
16:58 — Why he stayed in Canada despite 53% taxes
18:48 — The $7M number that made him feel safe
22:24 — "Everybody pays the same taxes, just differently"
23:16 — 14 consecutive winters abroad with his family
27:39 — How he still works while traveling
29:24 — The golden triad: health, money, relationships
30:19 — Monthly spending in Toronto vs. abroad
37:45 — His definition of freedom: disappear for a month
41:11 — Job vs. work: the most important distinction
45:56 — What to do if you feel the tax pressure
47:39 — How to stop chasing and start living
49:35 — His Bitcoin investment philosophy

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He Invested $7M, Then Moved to A New Country Every Year

Moneywise

He Invested $7M, Then Moved to A New Country Every Year