Confronting The CEO Of Robinhood - Why Most Investors Lose Money

The Iced Coffee Hour

Graham Stephan/Jack Selby

Business, Entrepreneurship

4.4 • 790 Ratings

🗓️ 24 August 2025

⏱️ 110 minutes

🔗️ Recording | iTunes | RSS

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Summary

Cozy Earth: Go to https://cozyearth.com and use code ICH for 40% off the softest bedding, bath and apparel! Baselane: Head over to https://baselane.com/iced to sign up for Baselane for free and get a $100 cash bonus when you fund your account! Upwork: Visit https://upwork.com right now to post your job for free Shopify: Sign up for a $1 per month trial period at https://shopify.com/ich $1 will provide 1 person with clean water for a year: Go to https://teamwater.org to donate today! Follow Vlad Tenev: On X - https://x.com/vladtenev?lang=en Apply for The Index Membership: https://entertheindex.com/ Add us on Instagram: https://www.instagram.com/jlsselby https://www.instagram.com/gpstephan Official Clips Channel: https://www.youtube.com/channel/UCeBQ24VfikOriqSdKtomh0w For sponsorships or business inquiries reach out to: tmatsradio@gmail.com For Podcast Inquiries, please DM @icedcoffeehour on Instagram! Timestamps: 00:00:00 - Intro 00:01:29 - Are you Roaring Kitty 00:02:11 - Why average investors lose 00:04:07 - Who shouldn’t invest 00:05:23 - Should everyone be able to invest 00:10:36 - Reacting to Graham’s viral short 00:12:08 - Risk tolerance on different platforms 00:15:59 - Copying successful accounts 00:18:08 - Sponsor - Cozy Earth 00:22:40 - How IPO changed you 00:28:35 - Making Robinhood more serious 00:31:19 - Money mindset after wealth 00:34:47 - Craziest free perk 00:35:09 - How your investing philosophy changed 00:36:35 - Sponsor - Baselane 00:38:00 - U.S. economy predictions 00:40:23 - Robinhood’s $100K Trump account plan 00:45:35 - Annoying regulatory rules 00:47:35 - Strongest doomsday vs. optimism case 00:49:17 - Team Water 00:49:53 - Investing mindset for next decade 00:57:58 - Tokenization 01:01:23 - Who drives expansion ideas 01:03:10 - AI’s effect on stock market 01:05:29 - Sponsor - Upwork 01:06:47 - Sponsor - Shopify 01:08:23 - Will AI replace jobs 01:11:22 - Preparing for AI job takeover 01:12:33 - Gamestop backlash 01:20:04 - Why Robinhood disabled buy button 01:23:51 - Could Gamestop happen again 01:31:43 - Personal portfolio 01:35:53 - How Robinhood stands out 01:37:41 - Rapid fire Qs 01:42:21 - Ideas blocked by regulation *Some of the links and other products that appear on this video are from companies which Graham Stephan will earn an affiliate commission or referral bonus. Graham Stephan is 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

Transcript

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0:00.0	We are seeing a phenomenon that I have never seen.
0:03.0	The weapon of choice for these new traders are platforms like Robin Hood.
0:06.9	GameSap shares tanking today.
0:08.7	Robin Hood and other brokers making it tougher to trade the stock.
0:11.7	How tired are you of talking about it?
0:17.5	It's okay.
0:18.3	You can be honest.
0:21.7	So you created Robin Hood, the financial app that introduced probably millions of people to investing.
0:28.6	Do you think that there should be stronger guardrails and stronger disclosures in place?
0:32.7	I think it's hard for me to imagine a world where I would say no.
0:37.0	So what is your prediction in terms of where
0:38.9	the U.S. economy might be headed over the next few years? I think technology-wise, where in probably
0:45.3	the most interesting time ever, you have AI, which has the potential to change every single
0:50.9	aspect of our lives and the way we interact with the world.
0:57.2	You've got cryptocurrency, reshaping money itself,
0:59.8	and that's why trading and finance have to evolve to.
1:07.8	So if you were to answer the not-so-simple question of why did you disable GameStop Buy button,
1:09.5	how would you now answer?
1:21.0	Vlad, thank you so much for coming on the ice coffee hour.
1:24.8	I feel like this is something we've been trying to do for years at this point.
1:44.2	All of us have used Robin Hood. We're big fans. However, we have never seen you and Roaring Kitty together in the same room. Yeah. How can we confirm you're not the same person? I mean, I never claimed to not be the same person. I've tried getting in touch with him in the past, but I don't know, he's, uh, I'm not convinced he's a real person. He's very elusive.
1:45.3	He's a little elusive.
	...

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