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/ *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! 00:00:00 - Intro 00:01:08 - The $1.1 Billion Insight: Buying Dying Retailers for Their Real Estate 00:02:54 - Developer vs. Investor: A Different Way To Think About Real Estate 00:04:19 - The No-Money-Down Playbook: Creating Value Before You Close 00:06:29 - "Get Out of Your Room": Why Hustle Beats Google Maps 00:07:33 - Where To Meet the People Who Make These Deals Happen 00:08:48 - Is This Only for Veterans & Insiders? The "Average Person" Debate 00:10:38 - Real Estate Inefficiency & the Long Island House That Was Underpriced 00:12:54 - The Buy Box: Becoming an Expert in One Neighborhood 00:15:49 - The Great Wealth Transfer: Aging Owners & Off-Market Jewels 00:16:50 - Is Getting Wealthy Just an Effort Problem? 00:17:43 - How He Pitches Sellers & Structures Refundable Deposits 00:18:00 - Sponsor: OpusClip 00:19:15 - Start Small: Is This Harder To Do in 2026? 00:23:53 - The Billion-Dollar German Department Store Flip 00:25:58 - Buying Lord & Taylor With Almost No Money 00:28:48 - The Whiteboard Trick: Splitting OpCo and PropCo 00:32:41 - Sponsors: Gusto & Upwork 00:35:17 - Explaining Hudson's Bay & the $500M Bet From Abu Dhabi 00:40:31 - The Zellers Bidding War: Playing Walmart Against Target 00:46:22 - How Much Did He Actually Make? & the Net Worth Mystery 00:47:42 - Conviction & the "Reality Distortion Field" 00:49:11 - What He Owns Now & Smart Debt vs. Dumb Debt 00:50:51 - Where the Economy Is Headed & Debating Jeremy Grantham 00:53:37 - The University Housing Play & Betting on Top Schools 00:54:23 - Politics, Mamdani & Whether the Rich Give Back Enough 00:57:09 - Is the Housing Crisis a Money Problem or a Spending Problem? 01:02:09 - Diversification vs. Concentration 01:04:15 - The $200M Loss on Guilt & Failing Small 01:05:06 - Sponsors: Shopify & FanDuel 01:07:35 - The Largest Amount He's Ever Lost 01:09:28 - Massive Net Worth Swings & Keeping Life in Perspective 01:11:51 - Nature or Nurture? Office Hours & the Nepotism Charge 01:14:56 - Knowledge vs. Access & Talking to Claude Two Hours a Day 01:15:45 - Negotiation Secrets: Overpaying, Overselling & Knowing the Other Side 01:18:41 - Stalking Deals for Years & Why It Can't Be a Commodity Asset 01:21:37 - The Biggest Mistake the Average Person Is Making 01:23:31 - Individual Choices vs. the Economy & Raising Driven Kids 01:25:04 - The Exact Steps To Become a Real Estate Entrepreneur 01:25:58 - Why He Closes 99.9% of His Deals 01:28:24 - The Cornell Baker House Project 01:31:10 - The Ego Trap: Why Successful People Stop Taking Risks 01:32:10 - What To Optimize For Next & Where His Drive Comes From 01:33:26 - Tiers of Wealth: Private Jets, Economy Flights & Spending on Value 01:36:21 - The Cessna Story: Using Bigger Planes To Motivate Bigger Deals 01:39:47 - What Money Means & The Best Things To Spend On 01:41:16 - The Science of Spending for Happiness (Quiet Homes & Short Commutes) 01:42:47 - The Coming Entrepreneur Revolution & Opportunities for Women 01:46:06 - His Grandmother's 1921 Immigrant Real Estate Story 01:47:48 - The Harshest Truth About Money 01:49:03 - The Power of Yes: Marriage Advice After 30 Years 01:53:19 - Gratitude Rituals & Is There Such a Thing as Too Much Money? 01:54:42 - When He Felt Richest (And Why It Was Depressing) 01:56:16 - Wrap-Up *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

OpusClip: Start clipping at https://opus.pro/ich SAN: No agenda - just the facts. Get started at https://san.com/ich to download the App AMP: Check it out at https://amp.ai and use code ICED for 10% OFF Your order Incogni: Take your personal data back with Incogni! Use code ICED at the link below and get 60% off an annual plan: https://incogni.com/iced FanDuel: Every Goal Matters! Visit https://fanduel.com to get started Subscribe to  @humphrey  Humphrey Yang Here! *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! Timestamps: 00:00:00 - Intro 00:01:02 - The Wild Stats: Half of Americans Can't Cover $1,000 00:04:35 - Is the American Dream Dead? Why Young People Are Giving Up 00:06:27 - The Real Reason People Feel Held Back From Wealth 00:08:51 - The $4 Cab Ride & How Tips Get Manipulated 00:13:41 - Will People Be Worse Off in 2030? 00:14:38 - Sponsor: OpusClip 00:15:42 - At What Income Is Paycheck-to-Paycheck a Spending Problem? 00:23:04 - The #1 Wealth Killer (It's Not What You Think) 00:24:58 - "You Guys Are Cheap, Not Frugal": The Big Debate Begins 00:29:13 - The Norway Flight: Is Spending $4,400 on a Seat Worth It? 00:31:16 - Sponsors: Straight Arrow News & AMP 00:33:52 - Money for the Sake of Money Is a Trap 00:38:55 - Behavior vs. Math: How Childhood Shaped Their Money Habits 00:44:29 - The Guilt-Free Spending Formula 00:46:29 - How To Actually Track & Save Money 00:48:43 - Why Humphrey Still Feels Like He's Failing 00:49:30 - Do They Feel Wealthy? (The Answer Is Always Double) 00:51:47 - The Case for Paying in Cash 00:54:08 - One Idea To Walk Away With: The 20% Test 00:55:17 - Looking Poor in San Francisco & Graham's Underwear Scandal 00:59:03 - Cars That Make You Look Rich for Cheap 01:01:02 - How To Actually Get Rich in 2026 01:01:20 - Sponsors: Incogni & FanDuel 01:03:41 - Content Creation, AI Consulting & The Side Hustle Debate 01:06:57 - Which Side Hustles Aren't Worth It 01:07:51 - Why People Go Broke for Their Cars 01:11:20 - Buy vs. Lease & The Tesla Math 01:14:10 - The Best Car To Buy in Every Income Bracket 01:15:24 - Graham's Tesla Regrets & Lowball Offer Game 01:19:29 - Selling the Famous Graham Stephan Model 3 01:21:12 - The Tiers of Wealth: $100K, $500K, $5M and Beyond 01:25:49 - What Aspirations Are Left at Their Net Worth? 01:28:35 - Opportunity Cost of Time: Why They Can't Just Relax 01:32:03 - The Perfect Portfolio & Individual Stocks vs. Index Funds 01:33:38 - Should Taxes Drive Your Investment Decisions? 01:36:13 - Best Investments To Get Rich & Buying at All-Time Highs 01:38:35 - The Worst Investment Advice Online 01:39:55 - Two Stocks for the Next 10 Years 01:42:22 - The S&P 1 Strategy Debate 01:44:43 - Humphrey's Bitcoin Story: The $60 Coffee 01:47:33 - What Money Means & The Best Things To Spend On 01:49:59 - The $100 Coin Flip 01:51:38 - Rapid Fire Questions 01:54:23 - Wrap-Up & Post-Show *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Ethos: Get Your FREE Life Insurance Quote at https://ethos.com/icedcoffee HIMS: Get personalized and affordable care for Hair Loss, ED, Weight Loss, and more at https://Hims.com/ICED ZipRecruiter: Post jobs for free at https://ziprecruiter.com/ICH Shopify: Sign up for a $1 per month trial period at https://shopify.com/ich Follow  @PaceMorby  Here! *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 00:00:00 - Intro 00:00:57 - $500M Real Estate, $400M Debt & Why Creative Finance Works 00:04:48 - Walking Through a Sub-2 Deal & Is This Even Legal? 00:09:01 - How Mortgages Really Work & Why Banks Don't Care 00:13:35 - Non-Recourse Debt, Infinite ROI & Biggest Losses 00:16:42 - Sponsor: Ethos 00:18:02 - Multiple Strategies, Creative Finance Defined & Building the Operation 00:23:23 - Why Smart Sellers Should Never Sell for Cash 00:25:54 - Graham's LA Property: The Lease Option Math 00:28:35 - The Afterparty Strategy, Homeless Lady Deal & Where He Buys 00:31:14 - Sponsor: Hims 00:32:33 - Sponsor: ZipRecruiter 00:33:29 - Execution, creativelisting.com & The Gator Program 00:36:00 - Best Deal Ever & Buying Graham's Primary Residence 00:38:01 - 10-Year Predictions & The Affordability Crisis 00:41:35 - The Shrinking Middle Class & Jason Oppenheim 00:43:52 - Five Trends: Co-Living, Oxford House, PadMission 00:46:42 - How the House Determines the Strategy & PadSplit 00:51:26 - Where He Won't Buy: California & Blue States 00:54:04 - Fixing Housing & Middle Class Survival Strategies 00:56:31 - The RV Park Buy Box & Why Brokers Don't Get Creative Finance 00:58:00 - Sponsor: Shopify 00:59:40 - Logic Over Sales Tactics: Accidental Landlords & workamper.com 01:02:00 - Car Washes & Why RV Parks Are Most Profitable 01:05:19 - Oil Field Parks & Why BRRRR Is Dangerous 01:08:09 - Multifamily Bloodbath & Ken McElroy 01:09:35 - The Great Rent vs Buy Debate 01:17:32 - Lending Money: Double Closes & Gap Lending 01:22:34 - Worst Deal Ever & Why Private Jets Are Irresponsible 01:26:12 - Tiers of Wealth: $1M to $100M+ 01:28:53 - Family Offices & Asset Protection 01:31:58 - What He Spends Money On & Creative Finance on Trucks 01:36:00 - Real Estate Agents vs Brokers & Income Tiers 01:39:19 - The Dangers of Creative Finance & Rapid Fire 01:43:45 - Final Advice & Wrap-Up For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Claude: Get started with Claude today at https://claude.ai/icedcoffeeAirbnb: Find a co-host at https://airbnb.com/hostUpwork: Post your job free at http://upwork.com and connect with top talent to grow your business.ZocDoc: Check out Zocdoc and stop putting off those doctors appointments. Go to https://zocdoc.com/ICED to find and instantly book a top-rated doctor today. Subscribe To  @Bluffinbob  Here! *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

NetSuite: Download the Demystifying AI Guide for FREE at https://netsuite.com/iced Airbnb: Find a co-host at https://airbnb.com/host Gusto: Try Gusto for FREE for 3 months at https://gusto.com/ICED Shopify: Sign up for a $1 per month trial period at https://shopify.com/ich *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* Follow Gary King Pokemon: https://www.instagram.com/realkingpokemon/?hl=en 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! Timestamps: 00:00:00 - Intro 00:01:10 - Collection Value & Selling Logan Paul a Charizard for $150K 00:05:06 - A Lifetime of Collecting: From Bottle Caps to Charizards 00:10:25 - Grading Charizards in the Early Days & The Shadowless Story 00:12:36 - Old Predictions That Came True & What's Performed Best Since 00:15:14 - Netsuite Sponsor / Best-Performing Cards & The Rise of Gengar 00:19:02 - Pawn Stars Famous Episode & The Charizard Collection's Value Today 00:21:03 - The 17% Sale, Biggest Offers & Why Pokemon Is Booming Again 00:23:34 - When Gary Knew Pokemon Was Safe & How He Built the Collection 00:26:10 - The $16M Illustrator Card & The One-of-One Premium Debate 00:30:14 - Logan Paul's Charizard Crack & His Real Character 00:33:55 - Airbnb & Gusto Sponsor / Gary's No-Cursing Rule & Defending Logan 00:39:46 - Is the Hobby Becoming Too Much of a Business? 00:40:55 - What Cards Should the Average Person Buy? 00:44:47 - Biggest Mistakes, Lies in Pokemon Investing & Keeping a Collection Safe 00:53:58 - The Stolen Cards Story & Getting Them Back 00:59:01 - When to Buy & Hype vs Longevity 00:59:47 - Shopify Sponsor / Beanie Babies, Pokemon's Future & Should You Wait to Buy? 01:04:56 - Grading Wars: PSA vs CGC vs TAG (And Why Gary Won't Use PSA) 01:11:28 - Regrading, Card Repair & The Logan Paul BGS 10 Saga 01:19:24 - Do Celebrity Cards Grade Higher? The Honesty Question 01:23:02 - The Dark Side of the Hobby & The Arita Signature Controversy 01:27:45 - Signatures, Card Authentication & The Kabuto King Strategy 01:32:00 - The Controversial Box-Opening Video Explained 01:36:32 - Why Gary Is Still the #1 Collector & Won't Sell 01:40:05 - Where the Hobby Is Heading & Reviewing Jack's Gyarados 01:46:30 - Restoration Services & Rapid Fire Questions 01:48:42 - Gary's Charity Work & The Chris Camillo Box Story 01:55:51 - Wrap-Up *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

MagBak: Get 15% off of ANY product using code ICED15 at https://creators.magbak.com/theicedcoffeehour9tn Airbnb: Find a co-host at https://airbnb.com/host AMP: Check it out at https://amp.ai and use code ICED for 10% OFF Your order Upwork: Post your job free at http://upwork.com/COFFEE and connect with top talent to grow your business. Shopify: Sign up for a $1 per month trial period at https://shopify.com/ich Real Estate Spreadsheet: https://docs.google.com/spreadsheets/d/14s9RLZKXQdz5UkkdzVDMnVoEjyREkND7/edit?usp=sharing&ouid=115177699567463889514&rtpof=true&sd=true Follow  @OneRentalataTime  Here! Sign up for the waitlist at: http://www.extradollar.com/ *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 00:00:00 - Intro 00:01:20 - The 52-Year Spreadsheet & What It Revealed 00:03:38 - Why Prices Don't Fall: Transactions Crash Instead 00:06:24 - The 18-Year Cycle Myth & The Slow Recovery Timeline 00:09:35 - Advice for the Average Buyer in 2026 00:10:53 - Prediction: Home Prices Flat Until 2030 00:12:35 - Why This Isn't 2008: The Adjustable Rate Mortgage Difference 00:15:03 - The Demographics Argument & Boomer Inventory Concerns 00:16:33 - How Zuber Could Be Wrong & Policy Fixes for Entry-Level Housing 00:19:20 - Ben Shapiro's "Just Move" Take & When to Buy vs Rent 00:20:38 - The Discipline of a Buy Box (How to Find 15% Off Deals) 00:24:02 - Why Real Estate Is Inefficient & Where the Opportunity Lives 00:26:39 - Creative Financing: What It Is and Where People Mess Up 00:28:32 - The Three-Step Process to Build Wealth 00:30:20 - Living on $12K While Making $50K: How Michael Stays Content 00:32:46 - The Crying-in-the-Car Moment After 12 Years of Sacrifice 00:34:53 - Inflation History & The Stock Market Reversion to the Mean 00:38:43 - What Happens If Rates Drop to 4%? (Kevin Warsh & Trimmed Averages) 00:41:00 - Who Should and Shouldn't Be a Real Estate Investor 00:42:46 - The Duplex Story: A Sober Living Buyer Overpays 50% 00:46:16 - Lies About Real Estate Investing (Brandon Turner & the No-Money-Down Myth) 00:47:31 - Why Debt Always Blows Up & The Power of 30-Year Fixed Rates 00:49:32 - Hardest Part of Being a Landlord 00:50:24 - How Michael Spends His Margin (Travel, Not Stuff) 00:52:02 - The Need vs Want Audit That Changed Everything 00:54:26 - The Caleb Hammer Insight: Health and Wealth Are Linked 00:57:20 - Dave Ramsey's 40-Year Consistency & The Billion-Dollar Loan Question 00:59:35 - The Guy Who Lost $10M Over a $50K Credit 01:00:03 - Should Graham & Jack Invest More in Real Estate? 01:03:45 - Multifamily, Commercial & Where the Wealth Transfer Is Coming 01:05:08 - Will AI Make Houses Cheaper? The K-Shaped Housing Future 01:06:21 - Michael's Returns: Infinite ROI After Cash-Out Refis 01:07:11 - Rent Control & Why It Destroys Cities 01:09:11 - Markets to Avoid & Markets Worth Hunting 01:10:41 - The Anti-Landlord Movement & The Loss of Hope 01:14:04 - Confronting Graham: Why Won't You Spend More? 01:15:49 - The Bill Perkins Argument & Shifting From Saving to Spending 01:17:46 - Graham's 2% Rule (And Why He Still Won't Spend It) 01:20:52 - The Cruise Ship Lesson: Billionaires Who Worked Too Long 01:22:18 - The Business Class Debate That Won't End 01:29:42 - Feedback for Jack & Graham on the Podcast 01:32:51 - Where Iced Coffee Hour Is Headed Next 01:37:31 - ExtraDollar Launch & Wrap-Up 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Incogni: Take your personal data back with Incogni! Use code ICED at the link below and get 60% off an annual plan: https://incogni.com/iced Claude: Get started with Claude today at https://claude.ai/icedcoffee Airbnb: Find a co-host at https://airbnb.com/host Ethos: Get Your FREE Life Insurance Quote at https://ethos.com/icedcoffee *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

OpusClip: Start clipping at https://opus.pro/ich Airbnb: Find a co-host at https://airbnb.com/host Zapier: Get Started for FREE at https://Zapier.com/ICH FanDuel: Sign up now for your $25 bonus on FanDuel Predicts Subscribe To MeetKevin Here:  @MeetKevin  Timestamps: 00:00:00 - Intro 00:01:02 - Michael Burry & Biggest Stock Wins (Circle, Tesla, Nvidia) 00:03:08 - The $40M Tesla Portfolio & Lessons From Losses 00:05:52 - Happier With Less Stress / Should You Pay Off Debt? 00:08:11 - Iran War, Pickaxe Mountain & the Market Rally 00:11:17 - Forward Growth Valuations & the Circular AI Flow 00:13:35 - The Most Frustrating Rally Ever / Advice for $40-200K Earners 00:16:11 - OpusClip Sponsor / How the Average Person Should Invest in 2026 00:17:29 - QQQ vs TQQQ: Why Leveraged ETFs Will Go to Zero 00:21:04 - The #1 Risk Nobody's Talking About: Credit & Data Center Overbuild 00:24:58 - The Labor Market & The Wealth Effect 00:27:27 - Dry Powder & Why Cash Reduces Selling Pressure 00:29:06 - Kevin's Portfolio & Kevin O'Leary's $5M FU Money Take 00:31:02 - Are 5% Treasuries Actually a Good Buy? 00:34:54 - The Hantavirus & Real Estate Risk 00:37:31 - Airbnb & Zapier Sponsorships 00:40:04 - Is It Harder to Build Wealth in 2026? 00:42:00 - AI Implementation as the Path to Wealth (Cardone Comparison) 00:46:04 - The Best Decade Ever to Buy Real Estate (2022-2032) 00:48:34 - Graham Pushes Back: Why He's Selling His Real Estate 00:55:55 - Habitability Lawsuits & California Tenant Risk 00:57:42 - Mansion Tax & Anti-Investor Legislation 00:59:09 - Who Should Buy vs Rent / Kevin's Portfolio Allocation 01:00:55 - FanDuel Sponsor / Kevin's Top Stock Holdings 01:03:16 - Kevin's Fitness & Mediterranean Diet Transformation 01:06:38 - How Much Do You Need to Retire? ($8-10M for a Family) 01:09:19 - Spending More When You Have Free Time 01:11:43 - Buy Now Pay Later & Deferred Recession Risk 01:12:33 - Ideal Lifestyle: When Your Salary Covers Everything 01:14:57 - Best Money You'll Ever Spend & The $12.9M Jet Story 01:20:42 - SEC Investigations & The Large Options Trader Letter 01:23:48 - Zero-Day Options Trading Explained 01:27:07 - Jack's Weekly Covered Call Strategy 01:32:00 - Career Advice: Grinding on the Right Thing 01:34:08 - Podcasting & Corporate-Owned YouTube Channels 01:38:29 - The $2.2M Offer to Buy 10% of Graham's Channel 01:41:00 - Toddler Podcast Idea & Niching Down Your Audience 01:43:49 - Family Life: Kids, Personalities & a Dad Win 01:47:13 - Trump Accounts & Tax Strategies 01:48:18 - Final Advice & Wrap-Up *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

HIMS: Get personalized and affordable care for Hair Loss, ED, Weight Loss, and more at https://Hims.com/ICEDAirbnb: Find a co-host at https://airbnb.com/hostGusto: Try Gusto for FREE for 3 months at https://gusto.com/ICEDShopify: Sign up for a $1 per month trial period at https://shopify.com/ichFollow Chris Camillo Here:  @DumbMoneyLive  Sign up for our new website to be an early user! http://www.extradollar.com/ Apply for The Index Membership: https://entertheindex.com/ Timestamps: 00:00:00 - Intro 00:01:01 - $8-Figure Trades & His $5.5M Single-Day Win 00:05:34 - The Three Waves of the AI Super Cycle 00:07:34 - Trimming Bloom, Loading Up on Amazon (4 Ways It Wins) 00:12:50 - HIMS Sponsor / Robinhood as the Other Conviction Pick 00:17:54 - Margin, Dry Powder & Pressing Into Drawdowns 00:20:44 - The Coconut Water Trade He Missed (Vita Coco) 00:22:46 - Sweet Green Wraps: The Next Social Arb Play 00:25:32 - Moving Markets with Tweets & His Ethics Rule 00:28:44 - SanDisk, Memory Chips & "Trade of a Lifetime" 00:31:02 - Airbnb Sponsor / How the Average Person Should Invest in 2026 00:34:42 - What Counts as a "Risk Asset" 00:37:02 - Gusto Sponsor / The Time His Portfolio Was Down 70% 00:41:05 - Michael Burry & the Bear Case Rebuttal 00:44:57 - Treasury Yields, Layoff Risk & Why AI Trumps the Fed 00:49:22 - Ken Griffin Just Realized What's Coming 00:52:25 - Anyone Can Now Operate Like a Hedge Fund 00:54:40 - Shopify Sponsor / The $500K-a-Year AI Implementer Path 01:00:20 - Bill Perkins Rebuilds a Website in 45 Minutes 01:03:40 - Why Podcasting Survives the AI Wave 01:08:00 - Spotting AI Content & The Rise of Live Events 01:10:53 - The Swatch x AP Frenzy (And Why He's Not Heavy in the Stock) 01:18:10 - Pokémon, Manga & The Collectibles Arbitrage 01:24:18 - Most Controversial Investing Philosophy & The SpaceX Mistake 01:28:35 - Why Anthropic Wins + His Bitcoin Take 01:30:57 - Best Founders: Andy Jassy & Amazon's AI Catch-Up 01:33:25 - Elon vs. OpenAI: Why He Saw the Loss Coming 01:35:36 - Advice to His Kids: Skip College, Travel, Build Relationships 01:40:54 - Why Chasing Bigger Numbers Doesn't Make You Happy 01:44:48 - When Does More Money Stop Mattering? Flying Private & Disconnecting 01:49:31 - Foundations Over Trust Funds & MrBeast in Ghana 01:55:34 - Portfolio Review: Jack's Account (8/10) 01:59:39 - Portfolio Review: Graham's Account (6.5/10) 02:04:44 - Tier List: Amazon, Apple, Bloom, GameStop & The Bitcoin Debate 02:08:38 - Tier List: Nvidia, Robinhood, Sweet Green, MicroStrategy 02:11:05 - Tier List: TQQQ, Tesla, Microsoft 02:13:52 - Tier List: Lululemon, Meta, Palantir, Swatch & Wrap-Up *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] For Podcast Inquiries, please DM @icedcoffeehour on Instagram! *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Huel: Limited Time Offer - Get Huel today with our exclusive offer of 15% OFF online with our code ICED15 at https://www.huel.com/iced15. New Customers Only. ElevenLabs: Get 11% more credits on any individual plan at https://Elevenlabs.io/icedcoffeehour #ElevenAgentsPartner Airbnb: Find a co-host at https://airbnb.com/host ZipRecruiter: Post jobs for free at https://ziprecruiter.com/ICH ZocDoc: Check out Zocdoc and stop putting off those doctors appointments. Go to https://zocdoc.com/ICED to find and instantly book a top-rated doctor today. Sign Up For Our Credit Idea: http://www.extradollar.com/ Follow  @MoneyGuyShow  here! *𝗖𝗢𝗡𝗡𝗘𝗖𝗧 𝗪𝗜𝗧𝗛 𝗨𝗦* 𝗜𝗚: https://www.instagram.com/icedcoffeehour 𝗝𝗔𝗖𝗞: https://www.instagram.com/jlsselby 𝗚𝗥𝗔𝗛𝗔𝗠: https://www.instagram.com/gpstephan 𝗖𝗹𝗶𝗽𝘀 𝗖𝗵𝗮𝗻𝗻𝗲𝗹: https://www.youtube.com/c/TheIcedCoffeeHourClips 𝗫.𝗰𝗼𝗺: https://x.com/TheICHpodcast 𝗧𝗶𝗸𝗧𝗼𝗸: https://www.tiktok.com/@theicedcoffeehour 𝗦𝗽𝗼𝘁𝗶𝗳𝘆: https://open.spotify.com/show/5c2uoXBQkOjIiCOf60jJj7 𝗔𝗽𝗽𝗹𝗲: https://podcasts.apple.com/us/podcast/the-iced-coffee-hour/id1515070058 For sponsorships or business inquiries reach out to: [email protected] Apply for The Index Membership: https://entertheindex.com/ For Podcast Inquiries, please DM @icedcoffeehour on Instagram! Timestamps: 0:00 - Intro 1:04 - Why Do People Save So Little? 4:52 - Paycheck to Paycheck at High Incomes 14:03 - Best Professions for Wealth Building 16:18 - Which Brokerage Should You Open? 18:05 - Sponsor - Huel 20:01 - Is Being Broke Your Fault? 22:02 - Will AI Make Investing Easier? 25:00 - Covered Calls Debate with Jack 39:00 - Money Guys Rate Jack's Portfolio 33:59 - Sponsor - ElevenLabs 50:16 - Should You Worry at All-Time Highs? 55:00 - Sponsor - Airbnb 56:17 - When to Hire a Financial Advisor 58:57 - What Should You Invest In? 1:06:17 - Sponsor - ZipRecruiter 1:07:21 - Sponsor - ZocDoc 1:08:30 - Biggest Investing Mistakes 1:12:49 - Best & Worst Investors by Profession 1:19:16 - Investing in Pokemon Cards 1:21:19 - Collectibles vs Real Investments 1:24:53 - Riskiest Personal Investments 1:33:55 - Is the Real Estate Market Broken? 1:37:30 - Calling Steve Will Do It About a Coin Flip 1:43:14 - Income Needed to Afford a Home 1:46:11 - Is Real Estate Still Worth It? 1:53:31 - MicroStrategy Strategy & Madoff Red Flags 1:56:04 - Is $1M Enough to Retire? 1:58:33 - What Is FU Money? 2:01:29 - Running Out of Money in Retirement 2:03:49 - Lifestyle Creep Isn't Always Bad 2:06:09 - Best Things to Spend Money On 2:10:41 - Money Guys Rate Graham's Portfolio *Some of the links and other products that appear on this video are from companies which Graham Stephan & Jack Selby will earn an affiliate commission or referral bonus. Graham Stephan & Jack Selby are part of an affiliate network and receives compensation for sending traffic to partner sites. The content in this video is accurate as of the posting date. Some of the offers mentioned may no longer be available. Learn more about your ad choices. Visit podcastchoices.com/adchoices