The Life of a Stock Picker and What Andrew Learned After Years of Investing

2 Feb 2026 · 52 min · 15 chapters

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Podcast Episode Summary

The Life of a Stock Picker and What Andrew Learned After Years of Investing

Podcast Information Podcast Title: The Investing for Beginners Podcast Episode Title: The Life of a Stock Picker and What Andrew Learned After Years of Investing Episode Description: Andrew shares his journey in stock picking, the lessons learned, and the principles that guided him through investing challenges.

Key Themes

In this solo episode, Andrew discusses

  • His transition from actively managing stock picks to handing over that responsibility.
  • Key principles learned through years of experience in investing.
  • Emotional management in the context of stock picking.

Major Points Covered

  1. Reasons for Transition (01:10)
  2. Andrew explains the decision to step back from running the investing newsletter and stock picking.
  3. Emphasizes importance of trust and delegation in investment management.
  1. Principle 1: Approach Investing with a Clean Slate (03:58)
  2. Encourages listeners to shed preconceived notions and biases.
  3. Importance of viewing investments objectively for effective learning.
  1. Principle 2: Finding Value in Every Strategy (07:47)
  2. Advocates for openness to different investment strategies without dogmatism.
  3. Importance of learning from various methodologies in the stock market.
  1. Principle 3: Persistence Through Bear Markets (10:19)
  2. Stresses the need to remain committed during downturns and periods of loss.
  3. Highlights the emotional struggle of seeing portfolio declines and the importance of long-term vision.
  1. Mastering Emotions and Avoiding Bias
  2. Discusses the impact of emotional biases on investing decisions.
  3. Reinforces the need for humility and seeking assistance when needed.
  1. Seizing the Day (24:00)
  2. Encourages listeners to celebrate milestones and maintain a balanced perspective on financial goals.
  1. Avoiding Overthinking (41:02)
  2. Warns against analysis paralysis, emphasizing the need for action.
  3. Highlights that making decisions, even with uncertainty, is critical for success.
  1. Humility in the Learning Process (44:25)
  2. Reiterates the importance of asking for help and learning from others.
  3. Encourages listeners to embrace their limitations and seek guidance.

Key Takeaways

  • Emotional Resilience: Investors must develop emotional resilience to navigate the market's ups and downs.
  • Learning Mindset: Continuous learning from various investment strategies can enhance stock picking skills.
  • Practical Action: Encourage taking actionable steps toward investing rather than getting caught up in indecision.
  • Community Support: The value of community and partnerships in the investment journey is highlighted.

Resources Mentioned

  • [Value Spotlight Newsletter](https://einvestingforbeginners.com/value-spotlight-newsletter/)
  • Recommended Books:
  • _Beating the Street_ by Peter Lynch
  • _The Intelligent Investor_ by Benjamin Graham
  • _Warren Buffett’s Snowball_

Conclusion Andrew concludes with a reminder to invest with a margin of safety, emphasizing the importance of thoughtful decision-making and emotional management in the journey of investing. He expresses gratitude for the support of listeners and reflects on the shared journey of financial growth.

---

*For questions or feedback, contact the show at newsletter@einvestingforbeginners.com.* ``` This markdown file provides a structured summary of the podcast episode, highlighting the main discussions and takeaways while maintaining clarity and accessibility for readers.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

The Life of a Stock Picker

4:18 to 7:11

Discussion on the lessons learned from years of investing.

“Welcome to the Investing for Beginners podcast.”

Principle 1: Approach with a Clean Slate

7:12 to 11:22

The importance of starting fresh in stock market investments.

“or have a better financial future through making smart decisions today.”

Principle 2: Finding Good in Every Strategy

11:23 to 14:02

Encouragement to seek value in varied market strategies.

“But some of us will read with purpose or intention and maybe learn to become a reader as we get older.”

The Importance of Open-Mindedness in Investing

14:02 to 16:48

Learn why being too judgmental can hinder your investment learning process.

“and the level of analysis in the stock market is so deep.”

Insights from Stock Picking Experiences

19:12 to 22:00

Understand the lessons learned from real-world stock picking challenges.

“And I actually just finished the deep dive report on it called the Newtonian Compounder, how 60 % returns power an unstoppable machine.”

Navigating Market Downturns

22:00 to 24:41

Gain insights on how to persist through bear markets and learn from them.

“So that was back before Facebook rebranded to Meta.”

Overcoming Challenges in Stock Market Learning

24:41 to 28:00

Explore how to overcome intimidation and confusion in stock market investing.

“But that's why you have to keep investing for the long term.”

Navigating Stock Market Jargon

28:00 to 29:35

Learn how to overcome the challenges of stock market terminology through immersion.

“seems so much more achievable, but I had to grind through the suck.”

The Importance of Seizing the Day in Investing

29:35 to 33:39

Discover why enjoying the investment journey and celebrating milestones is vital.

“There's so many different milestones and goals you can give yourself for the stock market, for financial independence, whatever that is.”

Mastering Emotions in Stock Picking

33:39 to 36:17

Understand the psychological biases that affect investment decisions and how to manage them.

“We've had several great episodes on that.”
Show all 15 chapters

The Dangers of Over-Professionalism in Investing

36:17 to 37:51

Explore how losing the joy of stock picking can lead to missed opportunities.

“And I don't know if there's an easy solution for this, to be honest.”

Swinging for the Fences in Value Investing

39:10 to 42:00

Learn the benefits of taking calculated risks in value investing for greater returns.

“But at the same time, I think a lot of the frustrations and stress I put on myself was self-inflicted.”

Opportunities in Stock Picking

42:00 to 46:52

Explore the value of being open to unique investment opportunities.

“places of our journey, at different market environments.”

The Importance of Taking Action in Investing

46:52 to 49:08

Learn about the significance of avoiding analysis paralysis and taking investment actions.

“And I'll tell you, behind the scenes, there are months where I'm like, this is amazing.”

Embracing Humility and Seeking Help

49:08 to 52:49

Understand the value of humility and the importance of asking for help in investing.

“But it happens a lot more than you would think.”
Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
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Transcript

Automatic transcript. May contain errors.

0:00Seize the day. Your number is not going to give you what you think. And I know that's so cliche. And I know we've heard it a million times. But it really is about the journey and enjoying it and trying to seize the day. There's so many different milestones and goals you can give yourself for the stock market, for financial independence, whatever that is. And there is a little bit of celebration. When I first started my business, I remember how lonely and intimidating it was. You have to wear so many hats. You're having to figure everything out on your own. And you're basically learning everything from scratch.

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3:55I love this podcast because it crushes your dreams of getting rich quick. They actually got me into reading stats for anything. You're tuned in to the investing for Beginners podcast. Led by Andrew Sather and Dave Ahern. Step-by-step premium investing guidance for beginners. Your path to financial freedom starts now. Starts now. Welcome to the Investing for Beginners podcast. Today, you are stuck with me. I'm going to do something a little bit different. I got feedback from my little brother that we had a big, big change. If you guys have followed us for a while, I'm sure you've noticed. We kind of got insight into why we made the change, why I stepped down from the investing newsletter that I ran and kind of have walked away from spending a lot of time actively stock picking and giving it to somebody I trust to manage that part of my life and our business.

4:57And my little brother mentioned that I never really shared kind of why I did it and sort of like what led me to make that decision. So thank you for your patience. I know it's been a while. It's taken some time. I can finally breathe and process all this crazy transition time. So I thought I would share some of my journey, some of my stock picking journey. I haven't been stock picking since 2012, which might make me the oldest stock picker in the room. And so I've noticed a lot of things. I've tried on different investing styles. I've lived through different stock market environments, economic environments, things like that.

5:42And I'm sure we all know and understand just because somebody's been doing something for a long time does not make them necessarily knowledgeable or wise about that topic. and I've definitely had times where I spent years and didn't really grow as a stock picker. Other times I felt like I grew a lot in just a couple of years as a stock picker. So I'm hoping to share some of the journey, share some of the things that have been going on in my life and maybe that gives a little more context into everything we've had going on. I mean, super, super exciting times, not just with the podcast, but also just in the markets and the economy.

6:24A lot of scary times too that can come with change, but a lot of good things. So the way I thought I would present this is inspired by a book that I really enjoyed. And so I'm calling this episode The Life of a Stock Picker. And I'm going to give 10 principles, if you will, inspired by this book that I think allows us to dive into some of the nitty-gritty and some of the real-life stuff that comes with stock picking. And hopefully it's good. Hopefully it's helpful. Hopefully it inspires you. And I hope that it inspires somebody to take that next step that they need to take in their journey so that they can become a better investor or improve their personal finances or have a better financial future through making smart decisions today.

7:18So with all of that, I'm going to jump in. And before I do, shout out to Mr. Logo Range. I appreciate your feedback. Love you, brother. So here we go. First principle is approach this with a clean slate. and I know that's kind of hard because we're all uniquely made and we all have our strengths and our weaknesses, the things we're interested in and the things that we are not so interested in. And I've noticed in my life personally that when I go through different seasons, if you will, or different experiences, I tend to want to overlay those experiences onto my next adventure. So, and I think there's a lot of truth to that.

8:14I think we can learn from failure and I think we can learn from really any experience that we have in our life, any relationship we might have. And you can use those things, and I have, to help me level up whatever next pursuit I'm doing. And so I think a lot of us, myself included, took those mental models or those frameworks and tried to apply them to stock picking. Mental models is a phrase coined by Charlie Munger, and I'll probably quote him at least one more time on this episode because he was one of the most brilliant investors to ever live. We call the mental model something where it helps you understand a part of life.

9:02And he used the example of you could take biology and you can take psychology and you can take principles from those areas of study and apply them. Actually, those work pretty well in the stock market, which some stuff applies well, some stuff doesn't. But the advantages of that is if you have a deep understanding of the way that ants and anthills work, you can actually use that to understand some of how the market can work. And so what that does for us, and it's a powerful tool, very powerful tools, it allows us to fast forward our learning journey. Because if you can apply a mental model from one place to another, you've already learned the mental model.

9:47And it makes whatever complicated new topic you're trying to learn a lot more easy to understand because you already understand the structure. You already understand how there are parallels. And there are a lot of great parallels. And I'm not trying to completely disparage that idea. But I am trying to say that sometimes we can take that a little bit too far. And I know I have, and I know I continue to, because none of us want to feel like our life was wasted. If you have adversity or struggle, you always want to feel like that that had purpose. And I'm not trying to say it doesn't, and I'm sure it does, but we have to be careful that we don't over-index on that and try to make the stock market something that it's not.

10:31And it can lead to some frustrating side quests or distractions. So I would say if you can approach with a clean slate as much as you can, that allows you to see the market for what it is and not what you want it to be. See personal finance for what it is and not what you want it to be. See investing for what it is and not what you want it to be. And what that does is it kind of opens up the bandwidth to allow you to learn new concepts. And again, just really learn the things that matter and discard the things that don't. And I think that applies very much so to stock picking. So what's the actual takeaway for that?

11:20I know we hate reading books. Some of us, my wife, she loves reading. I love her. But some of us will read with purpose or intention and maybe learn to become a reader as we get older. But I don't remember where I heard this, but books are one of the most best life hacks. I didn't use that word. but you get, there's no, I can't think of any other way other than like being able to have a conversation with somebody, which is not, we're not allowed, you know, we're not able to have conversations with anybody we would have want, but you're able to take somebody who's achieved a lot or have learned a lot over decades and have that wisdom.

12:09And you basically are able to download all of that. And I'm not talking about a five-point summary that you would get in a little prompt box. I'm talking about the deepness, the immersion, being able to live life in their shoes through a book. And you really can't get that anywhere else. And so that's why we talk about books a lot. We talk about reading a lot. If you're new to the stock market, beating the street, and you want to stock pick, by the way. If you're new to the market and you don't want to get into the stock picking, you can get away with listening to Evan's section of our show at any rate, and you're going to be miles ahead of so many people and you're going to do just fine.

12:50But if you have the stock picker bug, and this is an episode for stock pickers, if you have that bug and you want to improve, you got to read books and you got to read the good ones. So I would start with Being the Street by Peter Lynch. The Intelligent Investor, if you can grind through that. We've mentioned that one a lot of times. And then if you're more of a biography type of reader, I would recommend Warren Buffett's Snowball. That's a massive book. But even if you read a few chapters, I think it can help you get good insight and maybe spark some interest. And then you just kind of go down the curiosity path and find great books that other investors have recommended.

13:28And that's going to get you so far. If I did one thing right, that was something I did and I'm glad I did. Moving on to the second principle, try to find the good in every strategy. The stock market can be very overwhelming because there are so many different people now who talk about the stock market, certainly more so than when I first started, which is awesome. There's so many great ideas that are thrown around and the level of analysis in the stock market is so deep. And it's amazing. It's one of those things, man, you wish that was around when you first started. But I would... And maybe this is just something that is just an Andrew problem and not everybody else.

14:21But I would caution throwing out the baby with the bathwater. You hear something that somebody says that you don't like and then you just say, ah, their opinion doesn't matter or I'm not going to listen to anything they have to say because they said that Apple is overvalued and how dare they because I love my iPhone and Warren Buffett is the greatest investor who's ever lived and he obviously put billions of dollars into Apple stocks. So this person said Apple's expensive and so I'm not going to listen to a single thing they say. That can be a dangerous thing, just as dangerous as coming to a place with a completely clean slate.

15:00Because if you are too judgmental and too dismissive of other people and their ideas, you will miss a lot. And one of the things that if you go around and you try to learn about the stock market, you try to learn about stock picking, I do believe with enough time, and it takes time, you're not going to be able to do it on day seven. But over enough time, I think you'll be able to see that the cream rises to the crop. There's a few key principles when it comes to the stock market and investing that you'll hear people say over and over and over again, and you hear enough people say it. There's truth to a lot of those things.

15:45So things like compound interest, investing for the long term. Make sure you have diversification, but if you have high conviction on something, maybe consider concentration. The things you'll hear people say a lot, if you get enough diverse opinions and people you trust and the words that they say, you can pick up a lot. And I've found I've picked up things, so I'm a pretty, can be sometimes dogmatic, value investor. I am not wanting to lose money and have felt that responsibility I don't want people to lose money over a 10 year period because realistically it's hard to project much farther than 10 years and so that left me in a constricting box for a while where I didn't grow as a stock picker and you start to deceive yourself into thinking that you are smarter than you are.

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18:38And again, the stuff looks nice. The cashmere sweater I got back in the winter just had a beautiful color on it. You could just tell it was high quality and it looked great. Right now, go to quince.com slash beginners for free shipping and 365 day returns. That's a full year to build your wardrobe and love it. And you will. Now available in Canada too. Don't keep settling for clothes that don't last. Go to quince.com slash beginners for free shipping and 365 day returns. Quince.com slash beginners. I just made a new stock, the third largest position in my portfolio. And I actually just finished the deep dive report on it called the Newtonian Compounder, how 60 % returns power an unstoppable machine.

19:21It's available for our value spotlight members. If you want to see the thesis, we're doing a 60 % discount for now, but I'm pulling the deal once the stock hits$45. Check it out at einvestingforbeginners.com slash 60. ideas I've learned from growth investing, which if you're not familiar, growth stock investing and value stock investing are complete opposites of the coin. And it's like, okay, if you're not buying the latest company that IPO'd, then you have no idea what you're doing. Or if you're not buying every stock with a priced earnings below 15 and it's anything anything far away from that low price, then you must be losing.

20:06And that's a dangerous way to think that you can fall into issues with that. So I would say even if you don't end up taking that advice and running with it, I think it's still valuable to know. And I'll quote Charlie Munger again. And I know I'll quote him one more time at least. He said, know your opponent's argument so well that you can refute it first before you assume they're wrong. Something like that, butchering it. But yeah, at least know the argument and then you can decide for yourself what to retain and what to discard. But a lot of times just don't be too dismissive is what I'll say.

20:52Principle number three. Keep going. So I remember vividly and maybe I have the benefit of having been a blogger for a long time. We've had this podcast. So I've been able to creatively reflect a lot on the stock picking journey. And I can't run away from it. It's right in my face. I can remember it in my brain and I can go back and look it up and be like, wow, okay, I really said that. But in 2020, I remember... I guess, no, I wrote this in 2021. So if you weren't a stock picker in 2020, the market crashed pretty bad. And we remember it as kind of like a temporary dip and then it bounced up higher.

21:46The reality underneath the surface, because that was the case. If you look at the S &P 500, it was a steep drop and then it recovered really quickly. And that was because of the strength of what they called the FANG stocks. So that was back before Facebook rebranded to Meta. It was Facebook, Amazon, Netflix, and Google. And so the reason why those stocks really recovered quickly is because people had a flight to safety. In this time of uncertainty, when everything was shut down, investors were scared. and they didn't want to be in stocks and companies that they perceived to have that level of uncertainty and riskiness.

22:28Everybody craved certainty and safety. And so I remember them calling it a flight to safety. And a lot of people went into the fangs. And because the fangs, and you see it now with the big mega caps everybody's talking about, the NVIDIAs of the world, the Apples of the world, all of these companies, right? Because of that, it raised the S &P 500 quite a bit. But for the stock pickers out there who maybe aren't as heavily concentrated, I would say that's usually... If you're a stock picker, you're usually going against the grain and not just buying all the big companies everybody else is buying.

23:08That's just kind of the nature of the beast. But if you were all holding these individual stocks, your portfolio probably got wrecked and it probably stayed wrecked for quite a while. And so because I did a monthly newsletter for so long, I have to post my performance of every stock every month. And so I had a screenshot and I included this in the blog post, but I had a screenshot. It showed all the companies in my portfolio. And I'm telling you, there was so much red. There were so many stocks that had lost money or were just barely breaking even. And that is so demoralizing. It's hard to explain unless you go through it.

23:58But this idea of like, I held this stock and I saw it go up and up and up and up. And I felt like, all right, every day we're making progress. Every day this company is growing. Every day things are slowly compounding and it does and it does and it does until it doesn't. And then you have a huge crash like we saw. And now you're like, wow, four years, five years, just a waste of time. What was I doing buying that stock? What was the point? I'm losing money on it or it's broken even after I had such a big gain. And that's a tough place to be in. And it's a little bit hard to, I would imagine it'd be hard to reenact that feeling.

24:41But that's why you have to keep investing for the long term. You have to have persistence and you can't give up in the stock market. In the blog post I did, which if you want to search up, I can't remember what it's called now, but if you look like reflections of a bear market or something like that on our Investing for Beginners blog. Lessons from a Bear Market, my journal, something like that.

25:07in just a year's time, I took another screenshot and so many of those stocks had rebounded and had huge gains. So it's amazing to see how quickly things change. And not every bear market is going to be like that. Some bear markets are drawn out. I haven't personally lived through one yet, but I'm sure it's coming. And so you look at market history, There are periods of time where things can stay down for five years. You look at the Great Depression, things were down for like 10 years.

25:45There's tough times in the stock market, and that's just part of it. But if you stay persistent, don't lose so much faith in the market that you end up selling and then not getting back in, because that's the absolute worst thing you can do. and I don't want to be negative Nancy at the moment, but if you do that, if you spend all this time stock picking and then you sell at the very bottom, then you kind of have wasted all that time and there's no way to sugarcoat that. So if you take one thing away, stay persistent during bear markets as long as you've had the time horizon and hopefully you've listened to our show, so you've already established your time horizon, you understand the history of the stock market and how it will probably work.

26:32As long as you've done all of that background, you've prepared for it like that, then I would say do not give up. The next principle, principle number four, you can do more than you think and you got to find what works for you. the stock market can be kind of intimidating and i think it's kind of like a lot of things in in life everything everything's a little bit different uh i remember dave and i were just talking about this because um we both used to play guitar and he played guitar at an insane level compared to anything i ever played but as a self-taught person who played guitar i remember there was just this wall with guitar where it's like how you see the people who are doing these these scale solos and and they're they're able to use their picks so so skillfully and i'm over here and my fingers hurt from trying to push down on the on the strings and like i have no idea how to sync up my right hand to my left hand i remember all of that and then it was amazing once I hit, I guess, a tipping point or something.

27:51And then my skill level got to a point where all of a sudden, it's like my eyes were opened and the idea of playing guitar seems so much more achievable, but I had to grind through the suck. I think for some of us, the stock market can feel similarly because there is a ton of jargon. There are so many, it's so conflicting. Everybody has an opinion. and everybody's kind of doing it in their own different way. And that's so frustrating because we want the right way. I think we crave the right way to do it. And sometimes that's not always out there. So I don't have anything unique to add. If you've listened to us for a while, I will just say that keep going, immerse yourself.

28:42It's like learning a new language. You just immerse yourself and over time you understand the jargon. And then one day you look and you're like, hey, I'm doing this. Hey, I'm understanding a balance sheet. Hey, you know what? I heard that expert talking and I understood most of what they're saying. That will happen and that can happen. And you don't have to be super gifted for that to happen. I didn't go to school for finance Dave didn't we didn't take CFA level courses eventually we got to the point where we could teach ourselves the advanced stuff too but in the beginning and for many years it was just learning by osmosis and podcasting is great for that and so keep on keeping on we're going to move on to the next principle principle number five seize the day so this one's going to get a little um i'm gonna jump on the soapbox for a minute so here we go seize the day your your number is not going to give you what you think and i know that's so cliche and i know we've heard it a million times but it really is about the journey and enjoying it and trying to seize the day.

30:08There's so many different milestones and goals you can give yourself for the stock market, for financial independence, whatever that is. And there is a little bit of celebration if you hit certain goals. Brad Pitt said, isn't baseball such a romantic sport? Stock picking and investing is such a romantic activity. And we romanticize and think about all the great things that hitting our goals will give us. And they do. They give us a lot of great things and a lot of comfort and fun and all of those things. But it really is never ending. And I will say, I certainly haven't reached the goals I aspire to.

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30:56but one of the cool milestones for the real money portfolio, which if you haven't heard about it before, this is something that we run inside the value spotlight that Dave manages a portfolio and I'm investing my own money into this real money portfolio. And it's just$150 a month that we're investing into this to prove that you don't need a lot of money. You just need to compound and buy good stocks to make some wealth. And so the end goal is a million dollars from$150 a month. But I remember the portfolio reached a cool milestone. And I'm sure every person who's saved for retirement can relate to this.

31:44It reached a milestone where the portfolio itself was making more money than the money I was putting in. So for example,$150 a month, that's$1 ,800 a year that goes into the portfolio. And we're just adding more stocks, more stocks, more stocks, more stocks. At about$30K, you can assume, all right, if the stock market averages around 10 % a year in returns, $30K gives you what? $3 ,000? So you could make, in one year, I would make$3 ,000 or whatever the number was versus I only put in 1 ,800. And that actually, that gap only grows over time as your portfolio gets bigger and bigger. That's a really cool feeling.

32:30That is like, wow, okay, this whole stock market thing is actually working out. And maybe other people don't hit that because you're continuing to get raises and you're growing more. You're not just investing the same amount every month. But I think eventually you will once you hit a certain age in retirement and nest egg. Super cool feeling. It's a great achievement. it. But then you're like, okay, back to doing the same thing I've always done. So, uh, you know, and then it's like onto the next. All right. Or how are you hit this thing to a million? It's fun. It's worth it, but don't think it's going to be that much better than what you're going through now.

33:20If you have good days, celebrate them. You know, don't be, killing yourself to hit a number and realize, man, I could have ate donuts every day and I still would have gotten to my goals. So seize the day. That applies to stock picking. I think it would apply to personal finance too. Next principle, master your emotions. Master your emotions. One of the things you'll learn if you get into stock picking and quoting Charlie Munger again, he has a if you want a good book about Charlie Munger it's called Poor Charlie's Almanac it's a lot more expensive than your average book so maybe put it on your Christmas list and maybe Santa will hook you up but in there he has what's called the wow I'm blanking on it okay psychology of something but he talks about the different biases and a lot of this is borrowed from psychology but the different biases that we all have, it's part of the human experience.

34:24We're all flawed. So you have these biases that will make your emotions tell you one thing, but you have to understand when you're feeling that way and then take preventive action to make sure that that doesn't affect your,

34:45make sure it doesn't hinder your progress and, and basically make things harder than they need to be. We've had several great episodes on that. You can just search for Charlie Munger Investing for Beginners podcast. We have an episode called Investor Profile, How Charlie Munger Helped Us Think Better. And we really dive deep into some of the things he's taught us and some of the biases that we all face and how to overcome them. things like i'll give a quick example confirmation bias is a big one basically going back to the clean slate idea we have these ideas of how we think the world works and we want to apply them and so for example if if you so we seek those out so for example if you are to use the apple example again if you are super bullish on apple and you think that is the best stock that's going to give me the best returns over the next 10 years in a low-risk way.

35:46You could be searching for Apple and thinking you're doing research, but you will naturally gravitate towards the research that agrees with your opinion. And that is very, very dangerous because you want to get the real truth on the stocks you buy, not just the truth that makes you feel good. So master your emotions. Principle number seven. I'm going to flip it now. Quit taking it so seriously. And this one's pretty personal to me. And I don't know if there's an easy solution for this, to be honest. If you're a high achiever, I imagine there's some of you out there who are. it's hard to not get consumed by something like stock picking or finances or investing or career.

36:46And there's benefits to that, obviously. But for me on a personal level, I definitely lost the joy of stock picking for a while. And I would say some of that has never returned if I'm completely honest and transparent. Part of that's just my own personality that's unique to me. I like to think of myself as a jack of all trades. I like to figure things out and then move on to the next kind of idea. and so you know maybe I never realized that stock picking had an end to it eventually for me personally. Whatnot is quickly becoming the next big thing for you to pay attention to and its success isn't even slowing down over time but it's compounding faster and faster.

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38:59Wow, way to go. So, about that picture frame. Ah, forget about it. Until Carvana makes one, I'm not interested. Car selling made easy on Carvana. Pick up these may apply. But at the same time, I think a lot of the frustrations and stress I put on myself was self-inflicted. It's because I can naturally get so hyper-focused on something that, again, has a lot of benefits, but if you don't keep it in check, it can lead to a lot of negative things that happen in your life as well. And I think that can happen in stock picking. I think it's valuable as a stock picker to consider that. I'll give you one example, which is again, just personal to me.

39:46And maybe you take it and maybe you just discard this one. But because I professionalized my stock picking, and I would argue to anybody, I felt like I had to.

40:03and because it took a lot of the fun out of it I really struggled to

40:12optimistically consider companies in the sense of rather than do the work to try to figure out how are all the reasons this stock can do well or this company can figure it out just looking at it with an over-professionalism and a lack of curiosity, which led me to miss some great opportunities. And we're all going to miss opportunities in the stock market, but allowing a little bit of the passion and the curiosity to guide you, I think is very helpful. And I think allowing yourself some of the professionality of stock picking to be instead something that's fun also has its benefits.

41:06So this next principle is going to tie in with that last one, but principle number eight, sometimes you got to swing for the fences. So I'm going to speak to the value investors specifically.

41:21I don't know. If you're out there gambling on the different apps that we're all bombarded with when I try to watch an NFL game, you don't need this lesson because you're already swinging for the fences. So you're good on that. But if you're a value investor, swinging for the fences, I think, can be a good thing. And I think it can work for value investing too if you have a long enough time horizon and if you're sizing your bets accordingly. I don't know. It's all going to be different for everybody. We're all going to be at different places of our journey, at different market environments. We're all going to get a different lens or different angles of opportunities.

42:09I don't want to make blanket statements and say, okay, well, we should all do this or we should all do that. But I think allowing yourself to swing for the fences, if you find yourself extremely in the value camp, can provide a lot of opportunities and allow yourself to juice returns a bit. I'll use an example. One of the things that everybody said about Benjamin Graham, who was Warren Buffett's mentor, he had all these great returns in the stock market over his time. But one of the best stocks that he ever had was a company called Geico. And so that was more of a growthy growth kind of story versus a lot of the other value stuff he did.

43:04And so, yeah, I mean, he got lucky in the sense that he was able to find the Geico. And every once in a while, there are these outlier special companies, special situations. And if I'm frank, there's no guarantee that any stock picker will be exposed to one of those great businesses. I'll get into the nitty gritty just for a second. So there's an idea called positive skew. And so basically, if you take... I'll go through this quickly. But if you take the distribution of possibilities, the probabilities of the different events that happen. You can take height as an example. Let's say we looked at the males in the United States.

43:51There would be an even tail of the average is, call it 5 '9", and then you have people above and below the average. And then as you go out to the extremes, you have a few people at 7 foot. You have a few people at four foot, whatever. But there's this kind of what we call standard distribution. And it's perfectly symmetrical. The image that you should think of is a bell. It looks like a bell. That's if you plotted height and you looked at, I can't remember what the other axis is, but number of people. So if we took the United States, the number of people would be the y-axis. The height would be the x-axis.

44:41Now, if you look at the stock market, if you're not familiar with the stock market, you think it works like that, like human height. Because a lot of things in life work on the standard distribution. But the stock market is different in that there's positive skew. And so what that means in plain English is there are certain companies that do so incredibly well that they basically shift the average. And maybe I'm just preaching to a younger version of myself because I think everybody kind of intuitively understands it now that we've had NVIDIA, which has created so much wealth in such a short time and driven so much of the index.

45:23It's like positive skew is now currently in our face. But I'll tell you, it was not in our face for a while. It was something that you kind of had to be a growthy investor to understand or to know, or you just had to be in the business for a long time. So there could be situations where you come across these special unique companies. And I will say it's very rare to find a company like this where they drive just ridiculous amounts of wealth way above the average generational kind of companies but they are rare and one thing I will say is if you're saying no to every company that might have that possibility you don't swing for the fence at least a couple times it's pretty much a guarantee you won't find a company like that so maybe that's unfair there are companies that do recover and do make amazing stories.

46:24But there are probably more. I don't say that with any data, but there are probably more companies that just have always been great versus those who make the big comeback, the big underdog story. So try to allow yourself to swing for the fences every once in a while. principle number nine don't overthink this one of the early things we used to always say on the podcast was analysis paralysis don't let yourself overanalyze to the point where you're not taking action one of the great things that value spotlight has done for subscribers and myself personally is that it brings a new stock pick every month.

47:15And I'll tell you, behind the scenes, there are months where I'm like, this is amazing. There's so many stocks to pick from. Or man, this is such a great opportunity. And there's other times where I was like, this doesn't feel like it quite hits my usual standard. But we got to get a pick out there and we got to get some money in the market. So we make the decision anyways. We buy the stock anyways. and you know over the years and and to move forward with dave as well when dave and i had when i used to have an idea that i was like this is incredible or when dave has an idea that he's like this is a special opportunity you'll see us like put our money where our mouth is where we'll put more money in that stock versus you know the the normal 150 bucks a month but sometimes there's just those stocks where I'm just like, eh, gotta do it.

48:13And sometimes those are actually the stocks that pop off. It's amazing how much, and this could be again, just my personality because I'm so numbers focused and I'm really playing the odds like a poker player when it comes to a lot of the stocks I would buy. It was almost unpredictable which stocks would do well versus which ones did poorly. Again, as a reflection of my style. But I knew that I put the right bets on that over time I'm going to average out and do very well. And so that's what happened. And so if you don't have an established habit of I'm going to keep putting money into the market, I'm going to keep buying great stocks, then you could just constantly hold on cash and miss great opportunities.

49:07Because again, if you've only been doing this for six months or a year or whatever it is, you might think that all the uncertainty that people talk about, that investors are feeling, that consumers are pinched, you might think that that's so unique to the situation because you've never seen anything else. You're new. But it happens a lot more than you would think. And we have periods like that a lot more than you would think. And in hindsight, it is those types of periods where you're like, man, I should have bought more.

49:42Very few phrases, I think, are repeated more than, man, I should have bought more of that. So you just have to take action even when it's uncomfortable. And I imagine you'll find great results doing that. last principle i guess we saved the best for last uh it makes me a little bit uncomfortable to share but whatever if you've gotten with me this far thank you so much but be humble and ask for help they use a couple metaphors first so look at look at some of the things in this world i think i think we live in a pretty domesticated world so we have this illusion that we are um as a species we have it all figured out but like if you look at the lion uh the lion i think the lion has a courage that we we can't comprehend and i wonder if humans can ever reach the courage of a lion but like uh you know the male lion his purpose is to protect um the pride right the group that he's And so as providers, if you are a provider for others, you might relate with that a bit, but it'd be interesting to see if you ever hit the courage level of a lion.

51:05or you look at the crocodile, if you actually learn about the scales and their teeth and just the fierce amount of power that is behind a creature like that, it doesn't matter how technologically advanced we'll ever get, put a crocodile in the ring with a human being and I'm going to put my money on the crocodile. So I use those metaphors to say that I'm not trying to guilt shame anybody or myself. I have to give myself some slack as well. But we're human beings. I'm a kid in an adult's body. We have to stop deluding ourselves into thinking we know it all or we have this pride that really makes the journey miserable.

52:02and I've had to learn that the hard way. And so I hope, you know, there's a lot of people who are way smarter than me in that regard of they know to learn from others and I think I can do that too, but sometimes we just get, as a consequence of confidence, we can get this sense of I don't need help and that's a tough place to be and it can lead to some low places. So ask for help, look for help, seek help, seek guidance. And I believe you'll get to a better journey or maybe a more fulfilling journey if you can learn to do that. So if I wrap up and I reflect on this journey, again, to recap, I spent a lot of time managing a portfolio for an investing newsletter and I'm happy to pass that along to someone I trust to manage that for me.

53:07So now I can go and do other things, help build a business and help serve my business partners better. I would say even if that all sounds depressing of, man, I could get really into stock picking and lead to a place where it's like I'm not even stock picking anymore. I would just encourage you that it's worth it. If you find yourself failing, I think you'll learn more about yourself. And I know for me, I think I've grown spiritually, mentally, emotionally. That's up for debate. You can ask the people who love me, but I think it's been a good journey. And the last thing I really wanted to say was, I really appreciate you.

53:58on the other side of this podcast. And I know that sounds cliche, but really everyone who supports our show, everyone who listens to our show as a collective group, you guys are the ones who make this possible. Without you guys, I'm just somebody who's talking into a Burke wall. Not literally, I actually have a normal wall. But seriously, like the, the feedback, the support, it all means a lot. Um, it's been special to me. I hope it's been special to you and, and hopefully it continues. So hopefully the magic continues, but yeah, I appreciate you. So go out there and invest with a margin of safety, emphasis on the safety, have a great week and we'll talk to you next time.

54:46Peace. We hope you enjoyed this content. Seven steps to understanding the stock market shows you precisely how to break down the numbers in an engaging and readable way with real-life examples. Get access today at stockmarketpdf.com. Until next time, have a prosperous day. The information contained is for general information and educational purposes only. It is not intended for a substitute for legal, commercial, and or financial advice from a licensed professional. Review our full disclaimer at einvestingforbeginners.com. Burnout Paradise is hailed as the wildest night out in New York City by Time Out New York.

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From the publisher

Want to get our best investing ideas each month? Join the Value Spotlight newsletter here: https://einvestingforbeginners.com/value-spotlight-newsletter/

In this solo episode, Andrew shares the story behind a major shift: stepping down from actively running the investing newsletter and handing stock picking off to someone he trusts. He explains why he made the change, what he learned from years of stock picking, and what he wishes he understood earlier in the journey.

Andrew frames the episode as “The Life of a Stock Picker,” laying out 10 principles meant to help listeners think clearer, stay persistent through tough markets, and avoid common mental traps. He talks about approaching investing with a clean slate, learning from different strategies without getting dogmatic, and sticking with it when bear markets make you question everything.

Key Topics Covered:

Why Andrew stepped down from active stock picking and newsletter management

Principle 1: Approach investing with a clean slate

Principle 2: Find the good in every strategy (don’t get dogmatic)

Principle 3: Keep going through bear markets and drawdowns

Mastering emotions, avoiding bias, and staying humble enough to ask for help

Timestamps:

01:10 – Why he stepped down and what led to the decision

03:58 – Principle 1: Approach with a clean slate

07:47 – Books as a “life hack”

10:19 – Principle 2: Find the good in every strategy

14:51 – Principle 3: Keep going (bear market lessons)

17:29 – “So much red” and how demoralizing drawdowns feel

20:19 – Don’t sell at the bottom and miss the recovery

24:00 – Principle 5: Seize the day (don’t worship the number)

27:54 – Master your emotions 

32:05 – Quit taking this so seriously

35:19 – Swing for the fences

41:02 – Don’t overthink it (analysis paralysis)

44:25 – Be humble and ask for help

Resources Mentioned

The Value Spotlight Newsletter: https://einvestingforbeginners.com/value-spotlight-newsletter/

Have questions or want your story featured? Email the show at newsletter@einvestingforbeginners.com or comment below. Your feedback shapes the podcast!

Remember, invest with a margin of safety—emphasis on the safety. Have a great week, and we’ll talk to you next time.

Timestamps are generated by artificial intelligence, and are not 100% accurate depending on the platform used for listening.

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