The Iced Coffee Hour

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*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
00:01:27 - What everyone gets wrong about lawyers
00:04:33 - Spending $600M Per Year
00:10:45 - Buying The Super Bowl Commercial
00:13:42 - Suing friends and his biggest verdicts
00:15:44 - Sponsor: AnyDesk
00:16:40 - How Much A Lawyer Keeps From A $100M Verdict
00:22:16 - Landlords, habitability suits, and getting sued
00:27:18 - How he hunts money
00:32:23 - Sponsor: DeleteMe
00:33:38 - Sponsor: Even Realities
00:35:15 - Money, silence, and the real McDonald's hot coffee story
00:38:34 - "A billionaire has a billion in the bank"
00:45:35 - Spotting Red Flags & Greed
00:48:52 - Why Crypto is Tulip Bulbs
00:51:04 - How Life Is A Game Of Chance
00:55:35 - Sponsor: AG1
00:56:45 - Who you surround yourself with, lotteries, and racehorses
01:03:48 - Advice for people dealt a bad hand, and OPM
01:07:38 - The Biggest Failures To Avoid
01:14:48 - Income inequality, malicious envy, and the castle and the moat
01:24:11 - What billionaires owe everyone else
01:30:09 - The magic number: $30M and a paid-off house
01:34:10 - The Jubilee 20 vs 1, and people who don't want to work
01:39:38 - Capitalism, fake wealth, and "Richistan"
01:45:48 - Work isn't work if you love it
01:49:45 - What he reads in Graham and Jack
01:53:11 - Raising kids and marriage advice
01:57:52 - Teaser To Next Episode

*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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*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
00:01:07 - Buying New vs Used Cars
00:02:54 - The Metric Vlad Obsesses Over
00:06:10 - How Robinhood Added $125 Billion in a Year
00:10:20 - Agentic Trading and AI Agents That Refuse to Trade
00:14:06 - Sponsor: Northwest Registered Agent
00:15:13 - Will Financial Advisors Become Obsolete?
00:21:14 - How AI Changes Investing Behaviors
00:24:57 - Vlad's Biggest Mistake
00:27:29 - Redesigning the App Around 13 New Account Types
00:31:20 - Sponsors: Claude & Superhuman Go
00:34:05 - The Importance Of Being A CEO
00:41:59 - Why Regulation Stifles Innovation
00:43:53 - Robinhood Ventures, OpenAI Exposure, and Seed-Stage Access
00:50:47 - Robinhood Chain, Stock Tokens, and 24/7 Trading
00:56:30 - Sponsor: Shopify
00:57:37 - What the Other Brokerages Don't Get
00:59:59 - Bubble Valuations, Korean Stocks, and Alarm Bells
01:02:48 - Do Corrections Actually Hurt Young Investors?
01:05:08 - The Prediction Markets Gambling Criticism
01:09:04 - The California Billionaire Tax
01:13:10 - How Vlad Personally Invests
01:17:12 - Crypto Custody and Security in the AI Era
01:20:03 - Raising Kids, Manufacturing Hunger, and Health
01:31:04 - What's Changed in Nine Months
01:34:49 - Reverse Interview: Coaching the Iced Coffee Hour
01:43:38 - Why Companies Should Build Podcasts, Not Buy Ads
01:48:23 - Rapid Fire

*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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Whatnot: $500 GIVEAWAY! Sign up to Whatnot using my link https://www.whatnot.com/invite/IcedCoffeeHour and follow me on Whatnot. Winner will be picked in a month. Get $15 OFF with the same link! #whatnotpartner
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NO PURCHASE NECESSARY. Open to legal residents of the 50 U.S. states and D.C., 18+. To enter: (i) Sign up to Whatnot using the following link https://www.whatnot.com/invite/IcedCo..., and (ii) follow the following Whatnot account @IcedCoffeeHour. One entry per person. Entries must be received by September 15th at 11:59:59 p.m. PT. Winner selected at random on or about September 16th. Winner will be notified via the email associated with their Whatnot account and must respond within 5 days or prize may be forfeited and an alternate winner selected. Prize: $500 of Whatnot credit redeemable for purchases on the Whatnot platform (ARV: $500). Winner is responsible for all applicable taxes. This promotion is not sponsored, endorsed, or administered by YouTube. Sponsored by The Iced Coffee Hour. Void where prohibited.

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*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
00:01:12 - The Best Investment He's Ever Made
00:04:04 - His Worst Investment: Buying Bitcoin
00:06:38 - The Myth That You Should Save as Much as Possible
00:09:07 - The Belief That Will Actually Make You Poor
00:10:42 - Why People Screw Up Something as Simple as Index Funds
00:13:03 - The Product Influencers Are REALLY Selling
00:14:59 - Sponsor: NetSuite
00:16:16 - All-Time Highs, Stretched Valuations, and Doing Nothing
00:20:09 - The One-Fund Portfolio and What's Actually in His
00:24:49 - How Much Should People Save?
00:25:58 - Setting Goals You Won't Regret in 20 Years
00:28:47 - Sponsors: Whatnot & Gusto
00:32:04 - Should Young People Borrow to Invest?
00:37:56 - Behavior Beats Math, and Cash Is the Real Risk
00:38:43 - Earn More vs. Spend Less
00:40:45 - The Cost Of Extreme Frugality
00:45:12 - The Rise of ETF Slop
00:47:34 - Covered Calls, and Why You're Built to Underperform
00:50:26 - Who Should Own Individual Stocks
00:53:10 - Forget 10% - Here's the REALISTIC Long-Term Return
00:55:41 - Sponsor: Upwork
00:56:55 - Am I Being Too Conservative?
00:59:46 - Diary of a CEO, and the Worst Financial Situations He Sees
01:02:55 - Why You Should NOT Look At Your Portfolio
01:04:09 - Risks People Overlook, and Pokémon Cards as an Asset
01:07:06 - Housing: Investment or Not?
01:10:10 - The 5% Rule for Renting vs. Buying
01:12:41 - The Intangible Benefits Trap and the Paid-Off House
01:19:25 - When Optimization Stops Being Worth It
01:22:10 - Money as a Tool to Buy Time
01:24:27 - What the Research Says About Money and Happiness
01:31:49 - The Life Cycle Model and the Safe Withdrawal Rate
01:38:50 - The Single Best Piece of Advice for Most People
01:41:04 - Reverse Interview: What Should He Cover Next?
01:44:22 - Why He Almost Didn't Come On the Podcast

*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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Follow @DumbMoneyLive Here!
Chris Camillo Twitter: https://x.com/ChrisCamillo

*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

Timestamps:

00:00:00 - Intro
00:01:09 - 40% Drawdown, and Leopold Margin Call
00:09:24 - The Amazon Thesis
00:15:09 - Making $10 Million in a Single Day
00:16:16 - Sponsor: Northwest Registered Agent
00:17:20 - Investing vs Gambling
00:21:14 - Critics and Copycat Trading
00:28:06 - The Capex Panic
00:31:49 - Concentration Risk, OpenAI, and "Too Big to Fail"
00:34:38 - Sponsors: Monarch & Ethos
00:37:20 - Manipulation, Citadel, and Who Really Broke Leopold
00:41:45 - Why You SHOULD NOT Listen To Chris
00:45:46 - The $20K to $80 Million Trade
00:51:00 - Can Anyone Consistently Beat the Market?
00:54:19 - Sponsor: Shopify
00:55:24 - Leopold Aschenbrenner As An Investor
00:59:43 - Leverage in the Market and the Attention Trade
01:05:23 - The BEST Trade Every 5-10 Years
01:12:22 - Everyone Is Wrong About AI
01:16:05 - The Coffee Cup Theory: Distribution Moats Win
01:22:28 - SpaceX at $1.6 Trillion, and Never Loving a Stock
01:31:26 - Where to Find Asymmetry In The Stock Market
01:37:10 - If Intelligence Is Free, Which Skills Become Valuable?
01:43:55 - Is This 2001 Again?
01:54:19 - Twitter Distractions and What He Got Wrong on Sweetgreen
02:00:00 - Content Creation and In-Person Communities
02:08:06 - College, Networks, and Why Relationships Are AI-Proof
02:14:28 - The Amazon Trade Isn't Over

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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Consulting Here: https://benmallah.com/

*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
00:00:57 - $70 Million To Spend And Why The Banks Won't Budge
00:08:46 - Selling The Harley Dealership, Buying A Tesla Dealership
00:13:20 - Sponsor: Northwest Registered Agent
00:14:26 - When It Makes Sense To Just Pay The Tax
00:17:48 - A $10 Million Offer Sight Unseen, And Why He Consults So Cheap
00:23:00 - Diversification And Why His Son Moved Into The Building
00:28:03 - Sponsor: Even Realities & ZipRecruiter
00:31:03 - Big Deals vs Portfolios, And Starting With A Fourplex
00:33:40 - Inside The $31 Million Mansion He's Trying To Sell
00:37:20 - How Much You Need To Buy A $30 Million House
00:40:21 - What The House Costs Yearly, And How Contractors Rip You Off
00:46:11 - The $40,000 Rolls-Royce Repair He Did For $4,000
00:49:06 - Best Sectors Right Now, And Why Owners Beat Management Companies
00:55:36 - Sponsor: FanDuel
00:57:10 - Spotting A Motivated Seller And Lowballing The Deal
00:59:12 - The 16-Story Flood Building And His Fastest Ever Flip
01:02:40 - AI, The 50% Rule, And Why Single Family Doesn't Cash Flow
01:06:30 - Should You Buy A House Right Now?
01:10:17 - Your Banker Comes Before Your Wife
01:15:07 - Where Beginners Start And Climbing The Lending Ladder
01:18:39 - Get Your Real Estate License In College
01:24:14 - Taxes, Politics, And The Clearwater Ferris Wheel
01:29:46 - Is It Easier Than Ever To Get Rich?
01:34:00 - Car Pool Tables And What He Does All Day
01:38:36 - The Boat, His Health, And Graham's Spending Anxiety
01:45:07 - Why He Lets Merrill Manage His Money
01:47:39 - The SpaceX IPO He Missed
01:51:53 - Muni Bonds And Building A War Chest

*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