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The Iced Coffee Hour

The Iced Coffee Hour

By: Graham Stephan/Jack Selby
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"The Iced Coffee Hour" is a podcast hosted by Graham Stephan and Jack Selby that explores candid conversations with a diverse collection of guests, delving into their unique life journeys, successes, finances, and insights.Graham Stephan/Jack Selby Economics Leadership Management & Leadership
Episodes
  • Billionaire's WARNING: The Housing Market Will NEVER Be The Same (Do THIS Now)

    Billionaire's WARNING: The Housing Market Will NEVER Be The Same (Do THIS Now)
    Jul 5 2026
    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: icedcoffeehourpartnerships@gmail.com 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....
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    2 hrs and 2 mins
  • The Savings Expert: They’re Lying To You About Building Wealth - Do THIS Instead! | Humphrey Yang

    The Savings Expert: They’re Lying To You About Building Wealth - Do THIS Instead! | Humphrey Yang
    Jul 2 2026
    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: icedcoffeehourpartnerships@gmail.com 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
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    2 hrs
  • They’re Lying To You About Buying A House - Do THIS Instead! | Pace Morby

    They’re Lying To You About Buying A House - Do THIS Instead! | Pace Morby
    Jun 28 2026
    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: icedcoffeehourpartnerships@gmail.com 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
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    1 hr and 52 mins
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