Stefan Cheplick

Trading & Investing Insights

  • The Most Disrespectful Hedge Fund Letter Ever

    Andrew Lahde was one of the few people to make a fortune during the housing crisis of 2008 and 2009. He saw the problem, he took the other of the trade, and he made a massive profit. I tip my hat to anyone who calls a bubble and actually gets it right. Timing euphoria or…

  • I Own A Little Bitcoin Even Though I Think It’s Going To Fail

    I have a small amount of money invested across Bitcoin and Ethereum. I am not a no-coiner. But I am also not in the crypto new world order preaching about its unstoppable force. The crypto revolution! I received my first piece of Bitcoin back in 2015. Someone sent me a few slivers of it. It…

  • Investing In People and Ideas Who Tell You You’re Wrong

    It happens slowly. It happens over time. And then it happens suddenly. The things that change slowly rarely bother us. As an investor, I realize there’s something to that. What products or services melt into your life day-to-day, slowly, and over time? The ones you can’t get rid of. The ones that always seem to…

  • An Ode to Grandfatherly Wisdom

    My grandfather always told me to never say the word “hate.” “Don’t say hate,” he would say. “Say “dislike” instead.” Don’t hate, just dislike. I never got a chance to ask him for the origins or meaning for this advice. But he always reminded me of it whenever he heard me say the word. My…

  • Here’s Why Stocks Dropped This Month

    It’s October 2018. A wave is in the air. We haven’t felt this wave in quite some time. Or have we? It’s here. It lasted from Oct. 1 to Oct. 31. Whoooosh! It must be the midterm elections. Who wants to own stocks during an election? The midterms are here and the Presidential cycle starts…

  • When The Experts Get Things Wrong and How That Cost AT&T $12 Billion

    In 1980, one of the best consulting firms in modern America was approached by AT&T. At the time, AT&T was an absolute powerhouse. In market speak, it was a blue chip. Or a FANG. The same way we think about Apple or Google today is what AT&T was back then. They were unstoppable in the…

  • A Lesson on Elementary, Worldly Wisdom as It Relates to Investment Management and Business

    A speech by Charlie Munger The other day I picked up a book. It was on sale for $7.99. It was a big book and it was also hardcover. It was titled something along the lines of “The Best Speeches in The History of The World.” I started thinking: who gets to decide what the…

  • Who Will Be There To Capture The Boom?

    I recently sat down with a good friend. I hadn’t seen him in a while. He likes to speak his mind. He says what he sees. Overtime I’ve come to admire the person you have to be to take that on. We are taught to care and empathize with those around us sometimes to the…

  • Ankle Breakers, Booming Markets, and Getting Yourself Played By Hype

     Heads-up: this post is for investors and especially those who have gone deep into the world of NBA basketball. We draw parallels and metaphors from sports to markets and back again. I hope you enjoy it. I wasn’t old enough to be trading during the DotCom Bubble. At that time, the only thing I really wanted…

  • The Greatest Bubble of All-Time

    I can’t believe you clicked that. The greatest bubble of all-time? You know what the greatest bubble of all-time is? It’s the number of people calling for the greatest bubble of all-time. I’m not sure I’m proud of it. I’m not sure I’ll write it on my resume. But I’ve made over 100,000 posts across…

  • My Thoughts On Elon Musk

    Should you put $1 million on Elon Musk?

  • What $1 Trillion Really Means

    How to understand one trillion dollars, inflation, and relativity in financial markets.