He Bet $5 Mil On Bitcoin… Then Told Me My Fund Was SH*T | Michael Saylor

This might be one of the heaviest money talks I’ve ever had.

This is the guy who took $500,000,000 in cash, watched the Fed take rates to zero, and said:
“Fast death, slow death… or FIGHT.”
So he bet the company on Bitcoin and today controls 460,000+ Bitcoin through MicroStrategy.

We talked about crypto, cut rates, Real Estate, Bitcoin, Solana, XRP, Ethereum, Inflation and his strategies to create wealth.

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#motivation #success #money #bitcoin #ethereum

Cameron Long

Cameron Long

Cameron is a seasoned CFO and CPA with 31 years in finance. He created the AI Trader's Playbook to help everyday investors use AI to find high-confidence trades — in minutes, not hours.

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63 Comments

    1. As annoying as the interruptions and basic questions were, this is the way to get viewers that are unfamiliar with the topic to get up to speed fast. The other way is to let Saylor just go, but then the viewer will have to listen 3 or 4 times to understand, and many won’t have the patience. This way more viewers get it on the first time.

    2. The only thing you didn’t ask about was the most obvious question which is why is mstr not moving upward when BTC went up to 125k?

      Also keep in mind every time you acknowledge what he’s saying and you say yes or if one’s listening to the headphones it’s incredibly annoying and distracting it almost would be better if you just make your question clear when you get the slot to interrupt otherwise it’s a very frustrating conversation to listen to to be honest

    1. Grant’s expertise is in real estate.
      It is realistic and admirably honest for him to ask questions.
      Great interview.

  1. I’m loving this. I can tell it frustrates Saylor to go so simple, but wow what a gift to the rest of us out here.

    1. He defs did it deliberately so that everyone can understand. For the layman. Its brilliant. And much appreciated by Cardone and Saylor for breaking it down.

  2. Saylors ability to present a metaphor, simile, or euphemism for absolutely anything is sedond to none.. The guy is a machine LOL.

  3. Grant, better late than never. Michael Saylor is the goat of BTC and has Orange pilled alot of people. Thank you for sharing this interview! You know when Michael is tried of dumb questions when he take a deep breathe or sigh. He is a lot smarter than most. Keep up the good work, brother.

  4. The best takeaway from this video is that you have 2 incredibly successful billionaires talking to each other and Grant is still very inquisitive and asking questions, genuinely trying to learn, many terms he doesn’t understand and he puts his ego aside to ask for clarification, while the average person pretends like they know everything

    1. @davylongoria6206 No, it didn’t. When you interrupt for the tenth time to ask how stocks work, you’re not a good interviewer.

    1. It shoed how much Cardone doesn’t know, he can talk circles to callers on his podcast, but a man who really knows and you see how ignorant he is… 
      He knows more than me for sure, but maybe 1% of what Saylor says is over his head, he tried to play it off as if he was doing it for “his listeners” but you can clearly see he doesn’t know either.

    2. @THEMOSTGODLESS8713GGRgrant is a real estate guy. Nothing wrong with staying in your lane. Not everyone knows everything

  5. You work for 42yrs to have $2m in your retirement, Meanwhile some people are putting just $20k in a meme coin for just few months and now they are multi millionaires I pray that anyone who reads this will be successful in life

    1. In just 31 days, my friend and I raised $350K, and we owe it all to Charlotte Ann Shaw! She completely transformed our lives. It all began when my friend’s college buddy introduced us to her, and at the time, I was overwhelmed with debt. But now? As of last weekend, I’m in my dream home and driving a new car. This isn’t a promotion-just a reminder to have faith, trust the journey, and keep moving forward!

    2. What an amazing coincidence! I also began with Charlotte Ann Shaw’s guidance, and the results have been truly incredible. I honestly didn’t expect it, but here I am, absolutely blown away by the transformation!

    3. Such an inspiring accomplishment! It’s truly motivating to see such incredible success, and it fills me with excitement and anticipation. I can’t wait to embark on a similar journey, apply myself with dedication, and witness the amazing possibilities that lie ahead. The thought of what I could achieve keeps me eager and driven to take the next step

  6. Turning $100K into $1M isn’t about luck — it’s consistency, discipline, and choosing the right assets. 📈💰 The real challenge is staying patient when progress feels slow. What do you think matters more on this journey: high income or smart investing?
    ….

    1. I’ve just started learning about value investing.. Also , investing in S&P 500, I’ve found that many good stocks are undervalued despite their intrinsic value. I had $100,000 to create a strong investment portfolio, which stocks would you choose for better returns?

    2. I usually go with registered representative; Adviser Adriana sandoval , she provides, daily entry signals, insights and a more grounded approach, looking at factors like market demand, regulatory changes, and adoption trends. This approach enable to make informed decisions rather than solely relying on emotional market dynamics..

    3. Yeah, financial advisors like Adriana sandoval could make a lot of difference, particularly in a market such as this. Stocks are pretty unstable at the moment, but if you do the right math, you should be just fine. Bloomberg and other finance media have been recording cases of folks gaining over 950k just in a matter of weeks/couple months, so I think there are a lot of wealth transfer in this downtime if you know where to look. I have been using an FA since 2024, and I return at least $321k ROI, and this does not include capital gain.

    4. Wow 😱you know her too?? The internet is filled with so many useful information about Adriana sandoval Crypto Program..

  7. Grant, your listening skills have 10x’d over the last few years. You are 10x more enjoyable to watch when you are truly curious like this. Keep asking those good questions and letting the guest speak. Nice work.

  8. I’m loving this. Thanks Grant for asking all the stupid questions. I really appreciate that. People don’t realize it takes balls to ask the questions that make you risk looking stupid, but people also underestimate the power of knowing the answers stupid questions provide that other people just “assume”. And Saylor is the king of “dumbing down” complex concepts for the average person to understand. This interview has massive value. Thanks again.

  9. Can’t believe more people aren’t talking about this book. Power Behind The Curtain by Dave Rumsfeld isn’t just another mindset guide, it feels like a leaked manual the top 1% have kept hidden. Dark psychology, influence, real inner control, not fluff. It literally shifts how you think, move, and attract. This book changes you. Period.

  10. This is the first time Saylor talked about things we haven’t heard 100 times already. Actually, learned quite a few new things!

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