The Iced Coffee Hour
The Iced Coffee Hour
Graham Stephan/Jack Selby
Billionaire's WARNING: The Housing Market Will NEVER Be The Same (Do THIS Now)
2 hour 1 minutes Posted Jul 5, 2026 at 6:49 pm.
Intro
The $1.1 Billion Insight: Buying Dying Retailers for Their Real Estate
Developer vs. Investor: A Different Way To Think About Real Estate
The No-Money-Down Playbook: Creating Value Before You Close
"Get Out of Your Room": Why Hustle Beats Google Maps
Where To Meet the People Who Make These Deals Happen
Is This Only for Veterans & Insiders? The "Average Person" Debate
Real Estate Inefficiency & the Long Island House That Was Underpriced
The Buy Box: Becoming an Expert in One Neighborhood
The Great Wealth Transfer: Aging Owners & Off-Market Jewels
Is Getting Wealthy Just an Effort Problem?
How He Pitches Sellers & Structures Refundable Deposits
Sponsor: OpusClip
Start Small: Is This Harder To Do in 2026?
The Billion-Dollar German Department Store Flip
Buying Lord & Taylor With Almost No Money
The Whiteboard Trick: Splitting OpCo and PropCo
Sponsors: Gusto & Upwork
Explaining Hudson's Bay & the $500M Bet From Abu Dhabi
The Zellers Bidding War: Playing Walmart Against Target
How Much Did He Actually Make? & the Net Worth Mystery
Conviction & the "Reality Distortion Field"
What He Owns Now & Smart Debt vs. Dumb Debt
Where the Economy Is Headed & Debating Jeremy Grantham
The University Housing Play & Betting on Top Schools
Politics, Mamdani & Whether the Rich Give Back Enough
Is the Housing Crisis a Money Problem or a Spending Problem?
Diversification vs. Concentration
The $200M Loss on Guilt & Failing Small
Sponsors: Shopify & FanDuel
The Largest Amount He's Ever Lost
Massive Net Worth Swings & Keeping Life in Perspective
Nature or Nurture? Office Hours & the Nepotism Charge
Knowledge vs. Access & Talking to Claude Two Hours a Day
Negotiation Secrets: Overpaying, Overselling & Knowing the Other Side
Stalking Deals for Years & Why It Can't Be a Commodity Asset
The Biggest Mistake the Average Person Is Making
Individual Choices vs. the Economy & Raising Driven Kids
The Exact Steps To Become a Real Estate Entrepreneur
Why He Closes 99.9% of His Deals
The Cornell Baker House Project
The Ego Trap: Why Successful People Stop Taking Risks
What To Optimize For Next & Where His Drive Comes From
Tiers of Wealth: Private Jets, Economy Flights & Spending on Value
The Cessna Story: Using Bigger Planes To Motivate Bigger Deals
What Money Means & The Best Things To Spend On
The Science of Spending for Happiness (Quiet Homes & Short Commutes)
The Coming Entrepreneur Revolution & Opportunities for Women
His Grandmother's 1921 Immigrant Real Estate Story
The Harshest Truth About Money
The Power of Yes: Marriage Advice After 30 Years
Gratitude Rituals & Is There Such a Thing as Too Much Money?
When He Felt Richest (And Why It Was Depressing)
Wrap-Up
0:00
2:01:36
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Show notes
OpusClip: Start clipping at https://opus.pro/ich
Gusto: Try Gusto for FREE for 3 months at https://gusto.com/ICED
Upwork: Post your job free at http://upwork.com/COFFEE and connect with top talent to grow your business.
Shopify: Stop waiting for permission to build something. Your next revenue stream starts free at https://shopify.com/ich
FanDuel: Every Goal Matters! Visit https://fanduel.com to get started
Follow Richard Baker Here: https://www.instagram.com/baker_house1921/
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