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My First MillionMy First Million

$100M hedge fund manager: Do not make the mistake of dying rich

*Free guide: how to build wealth (and use it well):* https://clickhubspot.com/ac8r Episode 878: Shaan Puri ( https://x.com/ShaanVP ) and Sam Parr ( https://x.com/theSamParr ) talk to Bill Perkins ( https://x.com/bp22 ) about how to die with zero and never have a regret about it. — Show Notes: (0:00) Intro (0:55) How Bill made his money (1:55) Price go up or price go down? (3:45) Maximize risk when young (5:15) The 3 edges of the greatest investors (9:15) The name of the game is to stay in the game (10:25) A decade of intensity (12:20) No parties at 85 (13:00) Define your net worth peak (18:15) Shaan reads an email to Bill (19:25) The fear of a wasted life (20:00) Crush your ego (25:45) Set your cookie cutter life on fire (26:10) Reprogramming your brain (30:00) Rewrite for maximum accountability (32:55) Seasons of balance (34:25) Time buckets vs. bucket list (37:15) Plan your year (38:30) What Bill regrets right now (41:05) Don't fuck your future self (42:15) Die With Zero (52:35) Playing the money game for fun (54:05) What Bill spends his money on (1:00:35) Spending $15M on a painting (1:09:05) The art of Sylvester Stallone (1:17:05) Bill's follow-up book — Links: • Die With Zero - https://diewithzerobook.com/ — Check Out Sam's Stuff: • Hampton (joinhampton.com): My community for founders. Average member does $25m/year. Many of the guests are members. Get after it...apply: http://joinhampton.com/mfm — Check Out Shaan's Stuff: • Shaan's weekly email - https://www.shaanpuri.com • Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents. • Mercury - Shaan uses Mercury across all of his companies. you can too: http://mercury.com/ Mercury is a fintech company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., Members FDIC • I run all my newsletters on Beehiiv and you should too + we're giving away $10k to our favorite newsletter, check it out: beehiiv.com/mfm-challenge My First Million is a HubSpot Original Podcast // Brought to you by HubSpot Media // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano /

Bill PerkinsguestShaan PurihostSam Parrhost
Nov 2, 20261h 20mWatch on YouTube ↗

Summaries, chapters, transcripts, and FAQs on this page are made by uListen, not YouTube.

At a glance

WHAT IT’S REALLY ABOUT

Bill Perkins on trading edge, time buckets, and dying with zero

  1. Bill Perkins explains how he built wealth primarily by trading natural gas derivatives, framing the business less as constant prediction and more like underwriting insurance against price moves.
  2. He describes trading success as a combination of market knowledge and a stoic temperament that can tolerate losses, with the central rule being “stay in the game” despite inevitable bad years.
  3. He argues that optimizing life requires treating health, time, and money as interconnected resources, and that the most important “peak” to define is a date when money can still be converted into meaningful experiences.
  4. He outlines a philosophy—popularized by his book title “Die With Zero”—that prioritizes using resources during the right life seasons, including giving inheritances earlier and planning experiences in “time buckets.”
  5. He shares personal applications and tensions, including regret about missed youthful travel, current dissatisfaction with declining health adherence, and a case study of spending $15M on culturally significant art as both fulfillment and signaling what’s worth preserving.

IDEAS WORTH REMEMBERING

5 ideas

His trading edge was closer to “insurance underwriting” than constant prediction.

He describes his career as providing hedges to others when market prices diverge from what he sees as fair value—similar to how an insurer prices risk. In his example, he often stayed short natural gas because the “winter risk premium” tended to bleed out over time.

He regrets not maximizing risk when he was young and employable.

He says he avoided concentrating his personal money in the fund because he feared having “no job and no money,” but later judged that logic wrong for a young person. In hindsight, he believes younger him should have been more concentrated because he could always get another job.

The best investors combine informational edge with emotional control under loss.

When asked how he “wins” versus other smart people, he says success required both deep market understanding and the ability to be stoic about losses. He frames it as needing temperament so the brain can keep functioning when losses trigger emotion.

In high-volatility games, survival is the first prerequisite to outsized returns.

He says volatile strategies inevitably include very bad years, and his own swings ranged from down ~50% to up ~250% in a year on roughly $100M–$200M. He argues the key is survival—avoiding a blow-up so you can keep compounding the edge over time.

Time and health constraints make experience timing more important than hitting a wealth target.

He argues “net worth peak is a date, not a number” because the body is a decaying asset that loses the ability to convert money into fulfilling experiences. As age increases, additional money eventually matters less than the timing of experiences.

WORDS WORTH SAVING

5 quotes

I’m 57. I’m not here trying to have a party at 85. You know what I’m saying? Like, my life is now.

— Bill Perkins

Your net worth peak is actually a date, not, not a number. Uh, just given the fact that your body is a decaying asset.

— Bill Perkins

I was very, very afraid of wasting my life. Very, very afraid.

— Bill Perkins

If you really wanna be successful and, and do something different and live, live a, like a non-standard life, you really have to crush your ego constantly.

— Bill Perkins

Life is like Tetris. You kinda have to get the order right in order to get the high score and fulfillment.

— Bill Perkins

Commodities and natural gas derivatives tradingTrading as underwriting/insurance analogyTemperament, stoicism, and handling lossesConcentration risk and maximizing risk when young“Stay in the game” and survival through drawdownsNet worth peak as a date; body as a decaying assetTime buckets vs. bucket list; life as Tetris scheduling of experiences

High quality AI-generated summary created from speaker-labeled transcript.

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