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Moneywise

41.1K subscribers. 118 long videos and 183 Shorts tracked, newest uploads first.

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A $25M offer at 27. They took a $3M dividend instead. #Shorts

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40 Millionaires, 40 Regrets. There Are Really Only 3. #Shorts

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Ryan Levesque has two photos of his boys. One at 3 and 5, holding hands in rain boots too big…

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Ryan Levesque went from a $42.5M offer to a $70M offer for his company in about a year.

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A near death experience made him rethink everything. he then moved to a farm where he grows his food

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This is when he bought a 150-acre farm and learned to grow his own food from the land. Crazy story.

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Ryan Levesque was working 100-hour weeks across 23 businesses when his wife made him apply for…

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Researchers combined 11 studies on people's biggest regrets. Education was 32%. Career 22%. Ro…

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Every "take the trip, start the business" post traces back to one number. 84% of people said t…

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I asked 40 millionaires in Hampton for their biggest regret.

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Patrick Terry built P. Terry’s for over a decade without paying himself a real salary. Just enoug…

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Patrick and Kathy Terry run a business doing $150M to $200M a year with 1,800 employees.

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Bill Harris sold the houses, the cars, and the airplane.

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Bill Harris started one of the first online RIAs and grew it to $23B in assets. He respects We…

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Bill Harris was the founding CEO of PayPal, back when it was a handful of guys above a bakery…

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The cleanest explanation of a cash buffer I have heard on Moneywise.

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Glenn Ullmann manages $1.5B for other families. He told me on Moneywise that he does not touch o…

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Most people who just sold a company sit on the cash and worry about $10M turning into $5M.

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Glenn Ullmann manages $1.5B and keeps about 90% of his liquid net worth in global equities. Not…

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David Royce gave 25% of Aptive away to his employees before the sale.

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I went back through 100 Moneywise episodes to map where rich people refuse to spend money. The…

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I interviewed the founder of Glo on Moneywise last week.

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I interviewed the founder of Glo on Moneywise.

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Jesse Pujji and his college roommates pooled $33K each and some Amex cards to bootstrap their…

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I asked Dean Sweetman, who sold his company for hundreds of millions, when he stopped thinking…

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What he did the same day he received the wire from a 9-figure exit

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Anne Mahlum made an offer on a lake house in Minnesota. It got accepted.

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Anne Mahlum asks entrepreneurs one question: what's your number?

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Anne Mahlum was about to be a nine-figure net worth. Her fiance's lawyers wanted a prenup.

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Anne Mahlum sold her company for $88M. Two years later, I asked her to break down her full net…

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I asked Anne Mahlum how much she's spent on Knicks playoff tickets this season.

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Brian, founder of Autopilot, once had a subscription business that could only shrink: one flat…

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Brian, founder of Autopilot, once had a subscription business that could only shrink: one flat…

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Josh Allen built a "consensus group" of AI models to check each other's work: three from Claud…

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Thomas Smale has advised on $50 billion in tech acquisitions, and he says the most common foun…

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Joe Speiser, co-founder of Hampton, used to spend 3 to 4 hours writing each performance review,…

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Brian, founder of Autopilot, built an unusual last step into his hiring process: after extendi…

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Founder of Craigslist, is training an LLM to take over his philanthropy for him when he's gone.

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Josh Allen built a dashboard to track every account in his business. One account looked health…

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Thomas Smale has advised on $50 billion in tech acquisitions. His most blunt take: attorneys a…

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After losing a media company almost overnight when Facebook changed its algorithm, Joe Speiser…

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Craig Newmark turned down an $11 billion offer for Craigslist. I asked him what he actually sp…

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Craig Newmark built Craigslist off a mailing list in 1995. In 1999 he turned down what he says…

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Brian, founder of Autopilot, ran an AB test on how many options to show new users. Showing eve…

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Craig Newmark turned down an $11 billion offer for Craigslist. I asked him on Moneywise what h…

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Craig Newmark has given away $570 million. Most of it goes to military families and cyber secu…

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Craig Newmark ran Craigslist by himself for years. Then in 2000, he told me, he realized he wa…

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Josh Allen wanted an executive memo on whether his company was ready to sell. So he told his A…