MI REWIND: LIFE AS A PODCAST HOST, INVESTING IN FINTECH, & BUYING RENTAL PROPERTIES

W/ ROBERT LEONARD

17 February 2023

Clay Finck chats with Robert Leonard about how Robert became a podcast host, the lessons he has learned working for Preston Pysh and Stig Brodersen over the years, why Robert is bullish on the FinTech space, the real estate deals Robert currently holds, what levels of returns he gets on his long-distance deals, how Robert got a real estate property for 0% money down, how he views risk in real estate investing relative to stock investing, and much, much more!

Robert Leonard is a real estate and stock investor, entrepreneur, and Certified Management Accountant. He is an accounting and finance professional with an immense passion for stock and real estate investing, business, entrepreneurship, traveling, and spending time with his friends and family. He is also the founder and managing partner of real estate investment firm, Piranha Capital. Robert has published his own book on house hacking, The Everything Guide To House Hacking.

Robert graduated Cum Laude with a BSBA in Finance and Economics from the University of Massachusetts, where he also earned his MBA in Accounting and Finance.

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IN THIS EPISODE, YOU’LL LEARN:

  • How Robert ended up becoming a podcast host, and what he has learned from being a host the past two years.
  • What Robert foresees for the future of podcasting.
  • The biggest lessons he’s learned working for Preston Pysh and Stig Brodersen.
  • What is included in the TIP Finance tool, and how he uses it in his own portfolio.
  • What Robert’s thought process is as a stock investor, and how that has changed over the years.
  • Why Robert is bullish on FinTech companies, and which companies he owns to benefit from the trend to a cashless society.
  • What Robert recommends for someone wanting to learn more about stock investing and the markets.
  • How Robert goes about funding his real estate deals.
  • What real estate investments Robert currently holds.
  • What level of returns Robert gets on his long-distance real estate deals.
  • How Robert got a real estate deal for 0% money down.
  • How Robert views risk in his real estate deals relative to stock investing.
  • And much, much more!

TRANSCRIPT

Disclaimer: The transcript that follows has been generated using artificial intelligence. We strive to be as accurate as possible, but minor errors and slightly off timestamps may be present due to platform differences.

Robert Leonard (00:02):

I got into investing because of We Study Billionaires. And so I became a value investor. I was all about Warren Buffet, but I was so young. I was 14, 15, 16 at the time. And I thought that I was actually being a Warren Buffet style investor, but really what I was doing I thought was value investing, but it wasn’t at all. I was only looking at quantitative factors. So I’d look at a financial statement, run an analysis for an intrinsic value.

Clay Finck (00:29):

On today’s episode, I sit down to chat with TIP’s very own Robert Leonard. As many of you know, Robert is also a host on the Millennial Investing Podcast. He’s also an accounting and finance professional with an immense passion for stock and real estate investing and entrepreneurship. Robert has published his own book, The Everything Guide to House Hacking, that will be released later in 2022. During the episode we chat about how Robert became a podcast host, the lessons he has learned working for Preston Pysh and Stig Brodersen over the years, why Robert is bullish on the FinTech space, the real estate investments Robert currently holds, what levels of returns he gets on his long distance rentals, how Robert got a real estate property for 0% down and much, much more. I really hope you enjoy today’s episode with Robert Leonard.

Intro (01:16):

You are listening to Millennial Investing by The Investor’s Podcast Network, where your hosts, Robert Leonard and Clay Finck, interview successful entrepreneurs, business leaders, and investors to help educate and inspire the millennial generation.

Clay Finck (01:37):

Hey everyone, welcome to the Millennial Investing Podcast. I’m your host Clay Finck. And on today’s show, I’m joined by TIP’s very own Robert Leonard. Welcome to the show, Robert.

Robert Leonard (01:48):

Hey Clay, thanks so much for having me.

Clay Finck (01:51):

It’s been fun getting to know you the past couple of months as I’ve started with TIP and I have a good feeling that the audience is going to really like this conversation as we turn the tables and put the spotlight on you as the guest of the show. During the episode, we’re going to discuss your journey with TIP and your investing strategies in the stock market and in the real estate market. So to get us kicked off, let’s dive into your background and how you got started with TIP. You’ve been a host with the Millennial Investing Podcast just over two years now and you were only 23 years old when you started as a host. So my first question is how did you end up in that role?

Robert Leonard (02:28):

It was a bit of luck and a bit of hard work and little bit of determination because I was a big fan of TIP, the flagship show, We Study Billionaires. I’d listen to it religiously. It was actually the first podcast I ever listened to. And so, one day I was driving to the gym before work, it was about 5:00 AM and I remember hearing Preston and Stig talk about how they were looking for the host of a new show and this one was going to be about Silicon Valley. They were looking for somebody that knew a lot about tech and lived in the Valley. Unfortunately, I didn’t know anything about tech, I still don’t today and I don’t live in the valley. So I said, “Well, as much as I’d love to work with these guys and I think it’d be cool to host a podcast, I don’t fit that criteria.”

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