WHERE OPPORTUNITY LIES
Crypto
Cryptocurrency is a rapidly evolving industry, with developers consistently launching innovative projects that shape the future of finance and technology. My approach centers on understanding the real-world use cases of different assets and targeting investments with asymmetric upside. Patience is the cornerstone of my strategy, and I believe it gives me a distinct edge in achieving long-term success.
Stocks
Stocks allow us to buy small portions of companies and get rewarded for our patience. By diversifying over multiple industries or sectors you can reduce risk while capitalizing on volatility. Although this is an efficient market, behind the curtain we can predict capital flowing into or out of sectors. We limit our downside by buying extremely profitable companies at cheap prices.
Real Estate
Real estate is one of the most powerful tools for building wealth. While it often requires more time, effort, and hands-on involvement compared to other asset classes, the rewards can be substantial. With benefits like cash flow, leverage, principal paydown, and tax advantages such as depreciation, real estate offers a unique combination of opportunities for financial growth.
MATT LIESHOUTÂ
From a small farming town in New Zealand to gaining financial freedom before 30, my purpose is to pass on the knowledge and strategies I’ve gained throughout my investing journey. It’s not just about building wealth—it’s about creating freedom and empowering others to join the wealth game for themselves and future generations.
Growing up with entrepreneurial parents I became intrigued with how the world works. In 2014 I left New Zealand to take on the real world. In 2017, I came into financial markets through crypto—as with anything new, it was a rocky start that sparked a lasting curiosity. By 2021, I was balancing real estate development and investing, but by 2024, I followed my passion to full-time investing. Today, I focus on undervalued opportunities with the potential to transform wealth over the long term.
This is about more than just investments—it's about building a legacy of freedom and possibility.
Read My StoryJOIN THE JOURNEY
Skeptical Investing Course
Course packed with practical investing advice to empower you with the knowledge and confidence to improve your investing. Although my principals for stocks and crypto investing are similar, there are some nuances. The course is separated into two sections so you can pick your poison.
Skeptical Insight
Investing Newsletter
Designed to challenge conventional thinking, our free investment newsletter discovers undervalued areas of the markets.
Explore deep value insights across cryptocurrencies and stocks, designed to uncover hidden gems for long-term growth.Â
Net-worth, Stock + Crypto Portfolio Tracker
Not a freak in the spreadsheets?
I've got you covered!
The free net worth tracker gives a powerful visual of your financial growth. The tracker has separate tabs to track your stock and crypto portfolio's in real time. Â
NEW TO INVESTING?
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Not a problem. We are all new at some point and I'm proud that you are willing to further your education. We are here to get you up and running with a proven long term approach. Our methodology is not a get rich quick scheme, we're here to make intelligent unemotional decisions and help you make asymmetric investments. Â
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If you do nothing more than read our newsletters and fill out your own portfolio tracker, we are confident that your finances will become a priority in your life.Â
THE LATEST FROM MYÂ NEWSLETTER
Skeptical Insight #9
1/26/25Â
"I'm sure you've all heard the news.. “I’m taking back the Panama Canal, Greenland will become part of America, and Canada will become the 51st state of America!” Although at face value these may seem like extremely bold claims–– under the surface, and in my opinion, it is a negotiation tactic that Trump uses often.."Â
Skeptical Insight #8
1/12/25
"Despite time being impossible to predict, I’m constantly looking around the market for addition evidence that ranges could be ending soon and when liquidity could return to certain markets. Below is the current Monero price chart against the XRP price chart before XRP’s 2017 run. And what a run that was.."
Skeptical Insight #7
12/27/25
"This week we will have a deep dive into shipping stocks, which is where we see an opportunity for tremendous upside. It’s fair to say that shipping is a business that everyone can understand. Someone pays you to transport goods from one location to another. A boring business that is vital to humanity as we see it.."
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