Calculating Risk Foolishly, Vol. 4: ETSY v. DUOL
Rule Breaker Investing
The Motley Fool
4.4 • 959 Ratings
🗓️ 21 January 2026
⏱️ 84 minutes
🔗️ Recording | iTunes | RSS
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| 0:00.0 | Risk. A lot of people talk about it, but especially in the investment world, I've never found |
| 0:05.6 | that talk very satisfying. First of all, how do you, how do I, how do they define risk? What does it |
| 0:15.0 | mean even to say that's a risky stock? The definitions are often unclear. Then some professional analysts in the risk section |
| 0:23.6 | of their stock research will say stuff like medium. As in this is a medium risk stock. What does |
| 0:30.9 | that mean? Well, more than a decade ago, I developed a 25 point risk rating system that I've used as a |
| 0:37.4 | rule breaker investor ever since. First off, I developed a 25 point risk rating system that I've used as a rule breaker investor ever since. |
| 0:39.7 | First off, I defined risk. Well, at least what that word means to me as an investor. |
| 0:45.7 | And then we went on not just to put a word to the riskiness of the stock, not just a word like medium, |
| 0:52.9 | but to go on to put a number on that stock's risk, a number to give you a |
| 0:58.1 | much more specific understanding, and that number is itself based on 25 questions asked of each |
| 1:05.1 | stock. You know what? We're going to cover the whole thing this week, joined by my two motley |
| 1:10.3 | fool friends, Alicia Alfieri and Yasser al-Shimi, we three are going to cover the whole thing this week. Join by my two Motley Fool friends, Alicia Alfieri and Yasser al-Shimi, |
| 1:13.5 | we three are going to teach you the entire system, |
| 1:17.0 | help you raid stocks yourself along this very important dynamic of risk. |
| 1:25.0 | Only on this week's Rule Breaker Investing. |
| 1:28.8 | It's the Rule Breaker Investing podcast with Motley Fool co-founder, David Gardner. |
| 1:37.0 | Welcome back to Rule Breaker Investing. This week, joined by two Motley Fool experts, two friends |
| 1:42.8 | for diving into assessing investment risk. my 25 point risk rating system. |
| 1:49.8 | Now, risk in equity investing, as I define it, is the potential loss of a substantial portion of capital over a significant period, like, let's say, three years. |
| 2:05.4 | Understanding this risk at both an individual stock level and also a portfolio level is crucial. |
| 2:12.3 | And my framework, which was created to provide clarity in risk assessment, moves away from |
| 2:17.4 | vague terms like medium risk. |
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