Raoul Pal and Jaspreet Singh on saving, houses, and crypto

ℹ️ EPISODE INFO

Released

September 15, 2025

Duration

2h 9m

Channel

The Diary of a CEO

Watch on YouTube

▶ Open ↗

📝 EPISODE DESCRIPTION

Are we falling for the biggest money traps of our generation? And what are the money habits that actually build millions? Raoul Pal, Jaspreet Singh, and Humphrey Yang reveal the truth about renting vs buying, escaping credit card debt, mastering passive income, and investing with $0! This personal finance roundtable brings 3 leading finance experts to discuss building wealth and planning for your financial future. Jaspreet Singh is an entrepreneur and founder of Minority Mindset, Raoul Pal is a former hedge fund manager and CEO of Real Vision, and Humphrey Yang is a personal finance creator and former financial advisor at Merrill Lynch. They discuss: ◼️Why saving money won’t make you rich, and what to do instead ◼️The single best skill to escape being broke in 2025

• Why renting is smarter than buying (even if you can afford to buy)
• The tiny money habit that quietly builds millions over time
• Why most people under 45 won’t get a pension (and what to do instead)

◼️The truth about crypto, AI and why the financial system doesn’t want you prepared 00:00 Intro 00:02:10 How Do I Make More Money? 00:04:59 Pointless Jobs That Actually Made You the Most Money 00:06:39 How to Visualize Your Finances 00:07:30 Social Pressure Around Money 00:09:23 The Simple Money Tracking Hack 00:13:18 Best Form of Investing: Active or Passive? 00:18:20 More People Joining Crypto 00:20:54 Bitcoin Is Too Speculative 00:28:17 Stocks vs Crypto 00:33:47 How Would You Invest $1,000? 00:41:59 The S&P 500 vs the Nasdaq-100 00:44:00 Dollar Cost Averaging Explained 00:46:58 Removing Emotion from Financial Decisions 00:47:55 Should We Be Putting Everything into Crypto? 00:49:22 If Crypto Isn’t the Future, What Takes Its Place? 00:54:12 Ad Break 00:56:10 What to Do When You're in Debt 00:59:29 Bankruptcy: When Should Someone Consider It? 01:02:00 Alternatives to Filing for Bankruptcy 01:03:41 The Myth of Passive Income 01:05:37 How Profitable Are Property Investments? 01:10:21 Should You Buy Rental Properties for Passive Income? 01:11:08 Why More People Are Renting in the U.S. 01:13:19 Is Property a Good Way to Build Wealth? 01:19:16 Is There Such a Thing as Good Debt? 01:20:16 Leveraging Your Current Assets 01:25:47 Pensions and 401(k) Retirement Plans 01:39:35 Ad Break 01:41:23 Framework for Making Money More Easily 01:47:39 Why Keeping Money in the Bank Makes You Poorer 01:51:45 What Do Rich People Know That Most Don’t? 01:54:27 How Relationships Impact Financial Success 01:59:30 Do Geographics Matter When Making Money? 02:02:16 Is the UK a Good Place to Build Wealth? 02:05:35 Closing Statements Follow Jaspreet: X: http://bit.ly/3HSFdO3 ‘Market Briefs’ newsletter:: http://bit.ly/4mWeqzr YouTube: http://bit.ly/46hbTbU Follow Raoul: X: http://bit.ly/466Fe8Q Website here: http://bit.ly/4m6Rexb You can download Raoul Pal’s 5-Year Roadmap for free here: http://bit.ly/3JQok7g You can purchase ‘The Everything Code’, here: https://amzn.to/44LSWhI Follow Humphrey: Youtube: http://bit.ly/3KgmkoJ Instagram: http://bit.ly/4gs6kMI Website ⁠Humphreysguide.com The Diary Of A CEO: ⬛Join DOAC circle here - https://doaccircle.com/ ⬛Buy The Diary Of A CEO book here - https://smarturl.it/DOACbook ⬛The 1% Diary is back - limited time only: https://bit.ly/3YFbJbt ⬛The Diary Of A CEO Conversation Cards (Second Edition): https://g2ul0.app.link/f31dsUttKKb ⬛Get email updates - https://bit.ly/diary-of-a-ceo-yt ⬛Follow Steven - https://g2ul0.app.link/gnGqL4IsKKb Sponsors: Linkedin Jobs - https://www.linkedin.com/doac Bon Charge - http://boncharge.com/diary?rfsn=8189247.228c0cb with code DIARY for 25% off Vivobarefoot - https://www.vivobarefoot.com/Steven and get 20% off when you use STEVENB20

🎤 SPEAKERS

• Steven Bartlett

  host

• Jaspreet Singh

  guest

• Raoul Pal

  guest

• Humphrey Yang

  guest

• Narrator

  other

🧾 EPISODE SUMMARY

In this episode of The Diary of a CEO, featuring Steven Bartlett and Jaspreet Singh, Raoul Pal and Jaspreet Singh on saving, houses, and crypto explores stop Saving, Start Investing: Why Houses And Cash Make You Poor This roundtable brings together three money experts to challenge conventional wisdom on saving, homeownership, retirement, debt, and crypto. They argue that blindly saving cash, rushing into a mortgage, and relying on pensions or Social Security are recipes for becoming poorer over time. Instead, they emphasize increasing income, disciplined investing (primarily in index funds and tech), and, for some, calculated exposure to high-upside assets like crypto. Throughout, they stress emotional discipline, tracking spending, building networks, and designing a realistic long‑term plan that fits your personality, risk tolerance, and life stage.

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