Why This Is the Greatest Time to Invest: Bitcoin, MicroStrategy & Crypto Growth

19 Jul 2025 · 9 min

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Earn Your Leisure Podcast: Episode Summary

Episode Title Why This Is the Greatest Time to Invest: Bitcoin, MicroStrategy & Crypto Growth

Hosts

  • Troy Millings
  • Ian Dunlap

Episode Overview In this episode of *Market Mondays*, hosts Troy Millings and Ian Dunlap discuss why the current period may represent the best time for investing, particularly in the realm of cryptocurrency. They share personal anecdotes regarding their investment journeys in Bitcoin, provide insights into the current market environment, and explore smart investment strategies.

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Key Themes and Discussions

  1. Personal Investment Journeys
  2. Bitcoin Price Trajectory:
  3. Troy reflects on purchasing Bitcoin at $5,000, contrasting it with its recent highs near $122,000.
  4. Initial skepticism from others regarding Bitcoin's viability and value.
  1. Institutional Support for Bitcoin
  2. Role of Big Institutions:
  3. The hosts emphasize that significant backing from institutions like BlackRock and Vanguard has stabilized Bitcoin.
  4. This institutional support reduces the drastic price fluctuations that characterized earlier years.
  1. Current Market Environment
  2. Investment Sentiment:
  3. Discussion on whether it is too late to invest in crypto or if significant growth potential still exists.
  4. The importance of understanding risk tolerance before investing.
  1. Strategies for Investment
  2. Leveraged Investments:
  3. Exploration of options for leveraging investments, such as MicroStrategy stocks.
  4. Discussion on how options trading can amplify returns compared to direct Bitcoin investments.
  1. Risk Management
  2. Market Pullbacks:
  3. Acknowledgment that market fluctuations could lead to temporary downturns.
  4. Discussion surrounding strategic buying during dips and the importance of timing.

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Key Takeaways

  • Bitcoin's Growth:
  • Bitcoin has demonstrated substantial growth since its inception, and significant returns are still possible even for latecomers.
  • Institutional Influence:
  • The current market is less volatile due to the involvement of institutional investors, which is a new dynamic compared to previous years.
  • Investment Strategies:
  • There are innovative ways to attain higher rates of return, including leveraging stocks tied to Bitcoin.
  • Investors must conduct due diligence and understand their risk profiles before making decisions.
  • Caution in Investing:
  • While there are opportunities for growth, potential investors are reminded to remain cautious and aware of market risks.

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Conclusion This episode of *Earn Your Leisure* offers valuable insights into the cryptocurrency market's current landscape and provides actionable strategies for both novice and seasoned investors. The discussion emphasizes the importance of understanding both the opportunities and risks associated with investing in Bitcoin and related assets.

Subscribe for More Listeners are encouraged to subscribe for more practical finance content and discussions on emerging investment trends.

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Hashtags

  • #Bitcoin
  • #CryptoInvesting
  • #MarketMondays
  • #MicroStrategy
  • #Investing101
  • #FinancialFreedom
  • #AssetOwnership
  • #CryptoGrowth
  • #InstitutionalInvesting
  • #WealthBuilding

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Sponsors

  • PNC Bank: For financial management.
  • Square: For payment solutions for businesses.

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This structured summary captures the essence of the podcast episode and helps readers easily grasp the key discussions and insights shared by the hosts.

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Transcript

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3:22when we talk about it being the greatest time to invest in the greatest time to own assets this is not theoretical this is actual factual right we watched an asset in 2021 be twenty thousand dollars and currently sit at a hundred and twenty two thousand dollars i mean even before that you know but just the time of the since we had the show the first time that i personally put money into Bitcoin. It was$5 ,000. That was November of 17. It was$5 ,000. The first time I saw it, it was$300. Back in the day, Bitcoin going to 500 was like a big event. But there's a story I'm going to tell from this. So the first time I put money into Bitcoin was $5 ,000, right?

4:10And at that time, people were saying$5 ,000 was ridiculous, but something that's not even real. And then it gets to$10 ,000. Then it got to$20 ,000. Then it's like, yo, this is the tulip scam of 1909. This is the dumbest thing ever. So it's all perspective. At$5 ,000, people couldn't understand it. Also at$5 ,000, people were saying that you were too late. that's what a lot of people, even with me, it was like, well, you're late. Because this has been around for years and people got in at 500, like you paying$5 ,000 for something. Why would you do that? So it's all relative. It's important to keep that in perspective.

5:00There's going to always be arguments about it being too much and that you're too late. Even when I was like, okay, this is going to be my investment choice. People are like, okay, well, it's already$90 ,000,$85 ,000. What's the upside? You can get 33 % rate of return in six months, and it's still going to go up. 13 % else. Yeah. Exactly. The same reasons we just said that NVIDIA has a four to five year run. We can say four to five years. There's no time limit on Bitcoin. Right? You got to figure that appreciation, the last Bitcoin is going to be mined in, was it 2042? We're in 2025. That's 17 years away.

5:44And I'll say this, this run would not have happened without the institution and the centralization. 100%. And please don't come for me. I've been investing since 2009. I've seen a lot. It does not make me the foremost expert on anything. I have created freedom for myself before I got to talking online. without BlackRock and Vanguard, this run wouldn't have happened. Which is why you don't see that drastic fall off that we've seen in the past. That we used to have. Yeah. Or your Bitcoin don't get taken like Mindy to Mt. Gox when you were selling Melaleuca coffee. Some of y 'all need to stop talking and put up some results like Detroit did.

6:22Right. We saw that. 2018 climbed up to 18 ,000, dropped down to three. Right. We saw it climb up to 40 ,000, dropped down to 20. We're not seeing those drastic pullbacks. No. There's institutional investing. A lot of whales. I think, I mean, we still got some political derailing that could potentially happen. We'll see. But, okay, so the next thing is going to be like, well, you can't get the 10 ,000 % rate of return that you once got. Probably not. But there's still room for upside growth. And that's what makes Michael's strategy so interesting because now that's a more risk play that people are taking with leverage.

7:07And then you could add options on top of that where that was his whole thing to begin with. Because before you couldn't even run option plays on like Bitcoin ETF at one point. So that was his position even two years ago of like we're leveraged. that's going to give you higher rate of return than traditional Bitcoin, even though it's kind of like tracking Bitcoin. So if Bitcoin goes up 20%, you could probably get 35 % of micro strategy, let's just say. But then you can also do options on micro strategy and then turn that to 100%. So there are ways to still, long story short, addressing a question that I know is going to be asked.

7:49there are ways to leverage rates of return to actually even grow even higher while still investing in the Bitcoin space that's up to you to see if your risk reward ratio and if it's worth it and if you have the risk tolerance and obviously do your own research you're responsible for any decision that you make but there are ways that you can still accelerate your growth and investments outside of just putting money inside of bitcoin and then just buying holding it what are the cons of investing in michael strategy right because if i'm only asking because in my mind i'm sure people are thinking that too like hey if if crypto does have a slight pullback which it probably will i'm not saying that it'll be a drastic a 50 pullback or a 60 like we've seen they buy it at the current price uh and if let's say in 2026, which everybody in that cycle seems to be a year or has historically been a year where it draws down just a little bit before obviously it starts to appreciate again in that cycle.

8:57If they're buying at current prices and for six months, it's below the price that they bought at. An illegal alien from Guatemala charged with raping a child in Massachusetts. An MS-13 gang member from El Salvador accused of murdering a Texas man. A Venezuelan charged with filming and selling child pornography in Michigan. These are just some of the heinous migrant criminals caught because of President Donald J. Trump's leadership. I'm Kristi Noem, the United States Secretary of Homeland Security. Under President Trump, attempted illegal border crossings are at the lowest levels ever recorded.

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10:11And the economy is all over the place. But 2026 is the year for you to get intentional and make real progress. That's right. Yeah. Each week, we break down what's happening with your money, the most important issues to focus on, and the small moves that make a big difference. Kick off the year with confidence. Listen to How to Money on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. What if mind control is real? If you could control the behavior of anybody around you, what kind of life would you have? Can you hypnotically persuade someone to buy a car? When you look at your car, you're going to become overwhelmed with such good feelings.

10:46Can you hypnotize someone into sleeping with you? I gave her some suggestions to be sexually aroused. Can you get someone to join your cult? NLP was used on me to access my subconscious. Mind Games, a new podcast exploring NLP, a.k.a. neurolinguistic programming. Is it a self-help miracle, a shady hypnosis scam, or both? Listen to Mind Games on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

11:37and empowered new year, real you listen to checking in with Michelle Williams from the black effect podcast network on the I heart radio app, Apple podcast, or wherever you get your podcasts. This is an I heart podcast guaranteed human.

From the publisher

In this insightful Market Mondays clip, hosts Troy Millings and Ian Dunlap break down why now might be the greatest era for investing—and it’s far from just talk. They revisit their own journeys, from buying Bitcoin at $5,000 (when people doubted it would ever be worth more) to witnessing its meteoric rise to $122,000. If you’ve ever wondered whether you’ve missed the boat on crypto or if owning assets still holds promise, this discussion gives you real-life examples and clear perspectives.


Troy shares what it felt like investing early in Bitcoin, facing skepticism at every price milestone. Ian highlights the critical role of institutional backing (think: BlackRock, Vanguard) in bolstering Bitcoin’s stability compared to years past, reducing those scary price swings we used to see.


The conversation expands to smart strategies: Is there still upside in Bitcoin? What about leveraged plays like MicroStrategy, or using options to accelerate those returns? Troy explains how, even if you missed the 10,000% runs of early crypto, there are still creative ways to capture growth—if you understand your risk tolerance. Ian weighs in with practical cautions, too, highlighting the risks if the market takes a downturn and why timing and risk management still matter.


Whether you’re an experienced investor or just starting to wonder if it’s “too late” to get involved in crypto or stocks, this clip is packed with the honest, data-backed analysis Market Mondays is known for. Plus, you’ll pick up actionable insights on leveraging new vehicles (like Bitcoin ETFs and MicroStrategy options plays) that might help you boost your returns—if you do your homework.


Don’t miss out on this direct, no-nonsense look at the current investment landscape. Make sure to like, comment your thoughts or questions, and subscribe for more real-talk finance content!


*Hashtags:*

#Bitcoin #CryptoInvesting #MarketMondays #MicroStrategy #Investing101 #FinancialFreedom #AssetOwnership #CryptoGrowth #InstitutionalInvesting #WealthBuilding



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