Moneywise

$10M vs $100M: The Difference Between Being Rich and Really Rich


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Jackie breaks down exclusive data from 127 millionaire founders inside Hampton, revealing how motivation, money management, and mindset evolve as net worth grows, from $1M to over $100M.


Here’s what we talk about:

  • Why financial security stops being a motivator after $50M—and what takes its place
  • The "F*** You" number: What real numbers show is the threshold for total financial freedom
  • Wealth allocation shifts: Crypto disappears, bonds and real estate dominate at the ultra-high end
  • Surprising insights into monthly cash burn, and how spending changes (or doesn’t) across net worth tiers
  • Take-home income jumps dramatically past $50M—especially at the $100M+ level
  • Time vs. money: Wealthier founders are working fewer hours, but that doesn’t guarantee happiness
  • What motivates founders at every stage—and why some feel lost after hitting their big number
  • Real quotes from founders like Brian Johnson and Alex Peykoff on why they build, invest, and spend the way they do

$50M is when founders stop caring about money entirely. Want to see what other millionaire money secrets we uncovered in the full report? https://www.joinhampton.com/wealth-report


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/

Chapters:

  • (00:29) Survey Insights: Wealth Allocation and Trends
  • (01:02) Understanding the Respondents
  • (03:09) Motivations and Milestones of Millionaire Founders
  • (04:13) Case Study: Bryan Johnson's Unique Motivation
  • (05:47) Financial Security and Lifestyle Changes
  • (08:47) Money Management: Crypto, Bonds, and Real Estate
  • (10:46) Cash Flow and Spending Habits
  • (16:14) Work-Life Balance and Happiness


This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.

You Host - Jackie Lamport

  • Not really the host, but the producer.
  • Wrote this sentence.
  • Older than I appear, I promise.
...more
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