Why Tax Benefits Shouldn’t Drive Your Investment Decisions with Adam Cmejla (EP.215)

30 Jul 2025 · 42 min

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

The Long Term Investor Podcast: Episode 215 Summary

Episode Title Why Tax Benefits Shouldn’t Drive Your Investment Decisions with Adam Cmejla

Host Peter Lazaroff - Chief Investment Officer at Plancorp and author of *Making Money Simple*

Episode Description In this episode, Peter discusses Opportunity Zones — investment vehicles that come with attractive tax benefits but also inherent risks. He introduces concepts from his forthcoming book, *The Perfect Portfolio*, and provides practical tools to evaluate tax-driven investment decisions.

Key Topics Discussed

Opportunity Zones Overview

  • Definition: Created by the Tax Cuts and Jobs Act of 2017 to incentivize investment in economically distressed communities.
  • Mechanism: Investors can defer capital gains taxes by investing in Qualified Opportunity Funds (QOFs) until December 31, 2026.
  • If held for five years, investors get a partial step-up in basis.
  • If held for ten years, appreciation may become tax-free.

Risks and Considerations

  • Tax Tail Wagging the Dog: Letting potential tax benefits dictate investment decisions can lead to poor financial outcomes.
  • Liquidity Concerns: Investors must evaluate if they can forgo access to capital for up to ten years when investing in Opportunity Zones.
  • Market Reality: Historical data suggests that many Opportunity Zone investments may not yield favorable returns.

Evaluating Investment Decisions

  • The Cost of Bad Investments: Peter emphasizes he is more concerned about implementing poor investment decisions than missing out on potentially good ones.
  • Importance of a Decision Framework: Adopting a structured approach to evaluate investments can prevent emotional biases and ensure sound decision-making.

Practical Examples

  • Discussion of a hypothetical optometrist selling their practice with a significant capital gain, weighing the pros and cons of investing in an Opportunity Zone versus a diversified portfolio.

The Role of Advisors

  • The value of having an advisor to guide through complex investment landscapes, mitigate emotional decision-making, and provide accountability.
  • Encouragement for listeners to document their investment philosophies and strategies.

Conclusion

  • Highlighting the necessity of thorough due diligence when considering tax-advantaged investments and the potential pitfalls of relying solely on tax benefits for investment strategies.

Key Takeaways

  • Tax incentives can be appealing, but they should not be the primary driver of investment decisions.
  • Evaluating liquidity, diversification, and the feasibility of expected returns is crucial when considering investments in Opportunity Zones.
  • The importance of having a clear investment philosophy and involving a trusted advisor can greatly enhance decision-making quality.

Additional Resources

  • Visit [The Long Term Investor](http://www.thelongterminvestor.com) for show notes and free resources.
  • Download Peter's investment guide at [peterlazaroff.com/resources](https://peterlazaroff.com/resources/#how-i-invest).

Disclaimer This podcast episode is intended for informational purposes only and should not be considered as professional financial advice. Always consult with a qualified advisor before making investment decisions.

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

Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:28We all need to make smart decisions with our money. money. And the topic that we started with was opportunity zones, basically thinking through the tax impacts and trade-offs of whether that's a good investment idea for somebody who's looking to defer a large capital gain. But the conversation really evolves over time just into how to make investment decisions in general. So I think you're going to really enjoy this conversation. And because we're talking so much about how I think about investing within the conversation, I do want to point out that at the top of the episode, there is a link to a PDF where you can learn exactly how it is that I invest my own money.

1:03You can also go to howpeterinvest.com to find that information. But I am really excited to share this conversation with you. So let's not waste any more time. Here's my conversation with Adam Schmela.

1:18Welcome back to another episode of 2020 Money. Joining me back on the show today is the chief investment officer of PlanCorp, host of the Long-Term Investor Podcast, author of Making Money Simple, and most importantly, my friend, Peter Lazaroff. Peter, good to see you again. Adam, thanks for having me again. You got another project in the works too, don't you? You've been busy. Yes. I just turned in the manuscript for my next book, which will be called The Perfect Portfolio. And it's really just my take on a lot of the investment classics. I know that we don't have video. So no one's watching us.

1:51I mean, I can see you, but I got all these books behind me. And when people ask me for an investment book recommendation, I feel like I'm always giving them three or four books and they're all 400 or 500 pages long. It's all Ben Graham's. It's just copies of Ben Graham's book, right? Yeah. His is back there. But I just realized, you know, I need to be able to hand something to someone that's less than 200 pages that captures all those big ideas in a single approachable way. But let me do say this, because I have a new book coming out, that means I have a lot of making money simple sitting on my shelf.

2:24So Adam, if people go to peterlazaroff.com slash free book, you put in your mailing address, give me a couple weeks because this is airing while I'm on vacation. And I'm personally got a lot of time. Yeah. So go ahead and put in your information. You'll get signed up for my newsletter. It comes out every other Wednesday. It is a small cost to get what is a piece of work I'm really proud of, making money simple. Again, that's peterlazaroff.com slash free book. And we'll get that in the mail right when I get back from vacation. Just to be clear, I said out of office. It is a mixture of both personal and business.

2:57You got a lot on the docket here over the next couple of months. Yeah, I'm going to touch all of the states. You might forget what the inside of your house looks like by the time you get back. That's true. I wish I could travel with my pillow. That's the thing I'm going to miss the most, but that's an unnecessarily large carry-on. So we'll risk my neck and posture for the next handful of weeks and hope that all my information on investing remains intact. Do you have a favorite pillow? Is it like one of those square pillows? I got to know. I can't believe I don't know this about you. So it's a Z pillow, like the letter Z.

3:28I think I probably bought four or five pillows before I finally landed on the one that I loved. there's a Tempur-Pedic pillow that I'm okay having. But if my wife tries to steal my pillow, I will wake her up to take it back from her. I'm like, I'll buy you one of these pillows. I have no issue whatsoever buying a pillow, that same pillow for everybody. It's not that nice. I mean, it was a couple hundred dollars, but if somebody else is trying to use it, they will feel something come out from underneath them while they're sleeping. I needed to go to sleep. So yeah. See, if I could travel or if I could bring something with me to travel, it's even more non-pragmatic, if that's the way to say it.

4:06I would love to, if there was a travel version of eight sleep. So the whole bed sleep system that regulates the temperature, it heats, it cools, it changes elevation slightly throughout the night. If it detects your snoring or changes in your breathing, it has revolutionized the way that I sleep. But I heard it on the Tim Ferriss Show podcast and a couple of other places, but it's a massive, massive system. I mean, there's risers that go underneath your bed, there's a cooling. This might be my next big investment. You've mentioned this in one of our group chats, and I know there's a referral code.

4:38So we'll see if Adam's ready to monetize his podcast by sharing his eight sleep number referral. Yeah. So the most indirect way for someone to actually monetize a show would be to put something completely unrelated to the show as a referral link in the show notes and now say it's monetized, but it makes you more important. Right. I don't even know how to segue into the actual topic that we're going to talk about. So I'm not even going to try and just dive into it. Opportunity zones. Or rather, opportunity zones, I think, are the numerator in the equation in which the denominator is letting the tax tail wag the investment dog.

5:17You and I have been around the block long enough in this profession where inevitably we will either have a conversation with a potential relationship or you're working with a client for an extended period of time and they see something on social media, they see something on TV, they have a friend talk to them about filling a blank concept and almost completing the sentences. There's awesome tax advantages to this. Why aren't we doing this or should we be doing this? and the challenge. And again, I think this is why I'm excited to have this conversation with you from an investment standpoint. I think we're both in violent agreement that investing is a fairly simple concept, but that doesn't always make it easy.

6:01And one of the things that can make it difficult is being distracted and getting outside the comfort zone and letting the tax tail wag the investment dog. And so I wanted to use opportunity zones as the kickoff point for our conversation. We'll just kind of see where it goes as we talk about this concept of reconciling prudent investment decisions with the tax benefits that come along with that. So let's just start giving the basic kind of high level 30 ,000 foot view of what is an opportunity zone and then we'll go from there. Well, I like the way you teed that up because opportunity zones when they were first created in 2017.

6:38It was part of the Tax Cuts and Jobs Act. It was designed to incentivize investment in these economically distressed communities, but it created a lot of buzz for people who were selling a valuable piece of real estate or selling a business. Adam, I know you work exclusively with optometrists. And so I'm picturing you're an optometrist. You've built your practice over the last few decades. You get approached by a private equity group interested in buying your practice. And you decide you're going to sell and you have a capital gain of, say,$3 million. And so that's going to be a big tax bill. And when you're doing a financial plan and you're thinking, man, even if I sold it for, I don't know,$5 million and the gain is$3 million, it doesn't feel like you really got all the money that you earned over the time building up that practice.

7:27And so what you can do is you can put that$3 million capital gain into a qualified opportunity fund. So basically, you're going to defer paying$3 million on the taxes currently until December 31st, 2026. And then if you continue to hold this fund for 10 years, you can make any appreciation in that opportunity zone fund go away. If you only hold it for five years, you get a little bit of a step up in basis. But here's the thing, you're basically trying to defer the capital gain, and there's some value in that. But you owe taxes on that capital gain, no matter what. Eventually, right? Yes. At the end of 2026.

8:06Now the one big, beautiful bill act, or as I'm going to try to get it to catch on the ABBA, or the OBBA. OBBA. I wish there were two O's so we could go OBBA. That has changed some of the rules and we can get into those nuances, but basically high level. I'll just kind of repeat back even simpler. You defer your capital gains by investing into these opportunity zones. They're typically economically distressed. It's trying to create incentives for people to put money in areas that could benefit from a capital infusion. If you hold on to that investment for five years, you're going to get a partial step up in basis.

8:41And so like that$3 million capital gain you put in, you'll get a partial step up in basis. So any of the gains happening in that fund are minimized. And then if you hold it for 10 years, you're not going to own any gains on the appreciation. Of course, this assumes that there is appreciation in that fund. So let's pause there, see where you want to take us. Now, you teed it up perfectly. Again, we're teeing each other up here. This is great. It's almost like we like golf. Because that's what I really want to draw out in this. You still owe taxes on the original gain that gave you the principle to be able to put into this opportunity zone.

9:18I just want to clarify that because I feel like that's where maybe this can get lost in the weeds where people think, oh, use the opportunity zone as a way to offset the gains on the sale of the business. To your example, on the$5 million gross$3 million net of selling my optometry practice, the tax man is still going to come. You still will end up paying taxes on that. To your point, we're just hoping that if there is any gain in this opportunity zone, that it's either partially or totally tax free. To your point, the huge asterisk there is, if there is a gain. Before we dive into that a little bit, my thought on this is, okay, why would somebody do this?

9:59If we know that we're eventually going to have to pay the gain, we're assuming that we're part of the plan here is, all right, there's a chance that potentially long-term capital gains rates are lower than what they are right now. With history as our guide, I think we could say that the chances of them being lower, I mean, we just had a huge piece of tax legislation come through 800 some pages long, which was in large part, the permanency and extension of a lot of tax cuts and jobs act. Nowhere in that legislation were tax were long term capital gains rates even discussed at being lowered. So it didn't happen with this administration and this Congress.

10:38I can't even really think of the combination of legislative actions that would cause capital gains rates to be even lower than what they are right now. So if we take that off the table, what are some of the other reasons that people would do this? Because again, you're going to pay the taxes eventually. What's the other angle that people are thinking? It's a really good question. I think anytime someone feels that they've found a loophole, everyone wants to get rich quick and find the easy button. And I do think that there's this idea that the quote rich have access to loopholes like the mega rich, like the 10th of a percent, the people on the Forbes 100 list or Fortune 100 list, whatever it is.

11:24They feel like there's access and they know all the tricks of the trade. I think with something like opportunity zones, you have to be overweight liquidity to have it make sense. And let me explain a little bit more of what that means. basically, let's go back to our optometrist who sells their practice for$5 million and has a $3 million capital gain. And let's assume this individual has been saving in to a 401k and profit share, or maybe they even had a cash balance plan. But let's just kind of say, I guess they have... Actually, let's say they have$5 million of retirement savings also. So after the transaction, they're going to have$7 million of net worth of liquid net worth.

12:05and that$3 million capital gain is going to be taxed. So whatever the tax rate is on that. The question is, can you go without 10 years without that$3 million of the capital gain that you're sinking into the new investment? And if you can, is investing in a single real estate project in an economically distressed area in a single geography by a single manager, is that a bet that you can afford to take? What I have seen with our clientele, we saw a lot of this come up in 2017. And I think we're talking about this at the right time because there were some changes to the rules of how it's going to work starting in 2027.

12:47And so this will come up as a question, but I've only seen one family do it. And for whatever it's worth, their net worth isn't quite$100 million, but it like touches up against that. Yeah, it's a really big thing. So let's say you put$3 million into something, you're already overweight liquidity. And I think that's a really important concept. When you had the practice, this hypothetical practice owner, they were probably underweight liquidity because some of this stuff is in retirement savings that they can't tap and a big part of their net worth is in the business. But once you liquidate, you might feel more liquid, but then you really have to think about it.

13:24So let's say instead that the opportunity zone allowed you to invest in a globally diversified portfolio. Well, this would be a slam dunk. Assuming that you can live without that$3 million of capital gain that's growing, the likelihood of catastrophic loss is bad. The likelihood that the tax benefit will be worth the squeeze is going to be pretty good. But when you're investing in basically one real estate project, and there can be opportunity zones with multiple projects in the fund. The problem is, yes, you are saving money on taxes, but what if you paid the taxes and then just took that liquidity and put it in a diversified portfolio?

14:02That is sort of the trade-off that you're trying to evaluate. And so this is a very roundabout way of asking your question, why would somebody else do this? I think you do it because you have more liquidity on your balance sheet than you could possibly need over the next 10 to 20 years. And you feel that if this sleeve of your balance sheet were to not grow at market rates, that it wouldn't hurt your overall plan. Obviously, if you thought it was a great real estate deal, you might do it. But I got to be honest, Adam, and most of what my experience is coming from is pre 2020. I've only personally looked at one opportunity zone fund since the pandemic.

14:41So pre 2020, though, when we looked at them, the deals did not look good. And if you're familiar with the geographies where some of these are, then you're like, really? That has no chance of working. Investing is all about trade-offs. I think that the trade-off that sometimes happens, at least when people are asking you or I or their advisor questions about this is, they overvalue the tax benefit and don't think about total return and don't think about the entire balance sheet in the entire portfolio. I think it's an all too common and to your point, everybody wants to get rich quick and it's been amplified with access to information and the reels that we see online and the short videos like your tiktok your instagram everybody is claiming to have the next best thing right the swiss army knife of investing and this can be one of those arrows and the quiver so to speak that people think of as being sexy and to your point again people are listening to this on video right now when you talked about oh putting in a diversified portfolio, I almost did the yawn motion because that's so boring, Peter.

15:47Why would anybody want like, oh my gosh, I could do that myself. You could and then you'd save fees on the opportunity zone. And yeah. Yeah. And all of the headache that comes with tracking that. I keep going back to what we talked about in the beginning, if it makes money and the liquidity event that has to happen in order for somebody to get their capital. Because if we follow the dollars in this, right, not to mention to what you had just said, you've got layers and layers of organizational structure in these things read fees, because everybody's going to want a cut off of the deal in return for the hopeful, supposed potential value that they're delivering.

16:25And so what is the investor's net return after all said and done after cost? Yeah, I know after taxes, it's like, okay, so there's an after tax gain, but this is real estate, there has to be a liquidity event. So now we're talking about kind of ironically and almost, I guess ironically is the only word, as an investor in an opportunity zone, you are in the exact same situation that you were as the owner of your existing business. Your business is worth zero until you have a willing buyer and a willing seller coming to terms on the same day and a check and agreement is exchanged. And so if we fast forward 10 years, I don't know where I heard this, but what's the best way to make God laugh, tell him you have a five-year plan.

17:10We're talking about a 10-year plan and having something like this work out. One of my favorite phrases here, we mentioned the tax tail wagging the investment dog, is the juice worth the squeeze. And I just have a hard time. Like you said, investing is all about risks. And if this is money that, dare I say, you're okay losing, or at the very best case scenario, not being liquid, sure, scratch the itch. But I just have a hard time finding the pragmatic reason why somebody would take this amount of investment risk for, again, you got to pay the taxes on the original source of funds. Anyway, all you're doing is kicking the tax bill down the road.

17:50You're not eliminating it. Yes. I mean, like that example that we painted that was sort of off the cuff where somebody had $10 million liquid pre-tax, post-tax, even though they're going to get to maybe eventually defer something on the growth of that other$3 million. It's just a tough sell. And here's what's going to happen, in my opinion, at least. So I'm the chief investment officer of a large RIA. And we do some private investing. We do some all-term investing. I will tell you that what's really important, I think this is worth calling out, the why is super important. And it differs from client to client.

18:24And the education is super important. Because the degree of certainty versus uncertainty that one of these things will actually add value, it's pretty unclear. In general, for me personally, I view the world through the lens of I am more worried about implementing a bad idea than I am missing out on a good one. And that does color how I choose to invest my own money. But it also means that when I do this research and I meet with managers, I probably say no 10 ,000 times every one time I say yes. And that's what's going to inform what I'm about to say is that we're going to get to the 10-year mark on some of the first opportunity zones very soon.

19:02And the rules for these, according to the OBAA or the One Big Beautiful Bill Act, I'm going to keep calling it OBAA. It's going to catch on. Everyone's going to pick up on it after this podcast episode. So what's going to happen is there's these 2027 rules where it used to be that like, hey, you had to pay your taxes by December of 2026. So like deferring your taxes in 2018, all the way to December 2026, that was a good deal. Doing an opportunity zone right now would be insane. Like there's no reason to do it because you're going to owe the taxes in a year. It's going to be a rolling five-year period starting in 2027.

19:38And what's going to happen is we're going to have these mature funds, these managers who did really well. They're going to be the survivors. That's what we call survivorship bias. And they're going to say, look what happened to this fund over the last 10 years. And all you're going to see is the winners. And if you hear about it from one of your friends who is in a winner, that was great for one of your friends. But what you don't hear are the losing stories because your friends don't brag about the losers. And, oh, the fund companies don't pitch me the losers because they don't exist anymore.

20:07And so I think it's really important to realize what we're talking about. I think you don't want the tax tail to wag the dog. But also because of the new law, because of what you're going to see in back performance of previous funds, it's going to look good. You're going to see stuff that's going to look good. And you're going to have to apply this framework that we're talking about. Do you have enough liquidity? Do you have enough diversification to make this type of a concentrated bet? And then what I'll say lastly, I mean, there's a lot of what goes into evaluating a sponsor, but let's just talk about it at a deal level.

20:37What do you even know about the region? And if you could visit the region, I mean, it's a big amount of money. Would you not book a flight to go like walk on the ground of where you're about to put your money? Some people might argue that's an advisor's job, and I wouldn't disagree with that. However, it's still your money. Do you think that your advisor is good at picking distressed real estate deals? Again, remember, these are economically distressed areas. And so it sounds like I'm not in favor of these, broadly speaking, and that's a fair judgment. I have been a part of one implementation where I felt like the liquidity, they're so overweight liquidity.

21:15It was early in the days when it was a project that was going to happen anyways. So any Opportunity Zone fund that's come about in the past couple of years basically is raising money from people who are looking for a tax break. Whereas initially, there were some real estate deals getting done that then they applied to be an Opportunity Zone in the process. And it's like, hey, we were going to put shovels in the ground anyways. And now we have this tax benefit. So it was a little bit of a different situation. I sort of feel like that's going to be part of the pitch going forward is, hey, so we were going to do this all along, but now there's these dollars, which are finally getting going.

21:50Yeah. So I think those are the kinds of things to keep in mind for people who are hearing about this for the first time or the umpteenth time. Just approach with caution. Can you go back? I love the way that you phrased that, your rule. Can you talk a little bit more about that? I'm more worried about implementing a bad idea than missing out on a good one. Can you talk a little bit more about that? Sure. That's what they call a Peterism at PlanCorp. There's like a handful of things that I just say over and over. So think about the FDA when they're approving a drug, risk approving a drug that they thought was going to be beneficial to society, but has really harmful side effects.

22:27So like in the 1960s, the FDA didn't even have that many standards. And there was a woman, I'm blanking on her name. I think it's Frances Kelsey, who basically she was supposed to approve talmatide, which was to prevent morning sickness in women. It had already been approved in Canada, all over Europe. And she just wouldn't approve it. She's like, there are no actual tests. Every time I ask questions, I don't get responses. And several months later, there are all of a sudden all these birth defects and all these deaths. they're being directly tied to the drug. Yeah, yeah. And so basically, that's when they developed an evidence based process.

23:03And so for any of you who remember your high school or college statistics class, you have type one error and type two error. And if you eliminate one, you introduce the other and type one error is a false positive, meaning in the FDA's case, they approve a drug that isn't actually helpful, or just has such bad side effects that even if it's a little bit helpful, it would have been better off not being approved. Type 2 air is failing to approve a drug that would be useful. The same thing exists with investments. And with investments, as much as we want everything to be black and white, it is shades of gray.

23:38We are all looking at the same data sets. And despite looking at the same data sets, an investment decision maker can arrive at a different place based on their preference for minimizing type one versus type two error. So when I say something like I am more concerned with implementing a bad idea than I am missing out on a good one, what I'm saying in statistical terms is I would prefer to minimize type one error. Now, Adam, let me tell you, if I were to fully minimize type one error, what that would mean is owning a single total market index fund and nothing else. And you know what, I have no problem with anybody owning index funds.

24:17I think index funds are the greatest. I do think that you can enhance returns without being a traditional active manager of trying to predict where the market's going. Index funds are just super low cost. They're very diversified and transparent and they're rules-based. The most important thing, they are rules-based. And so when I'm evaluating investments, I do come with the perspective of, I know that most investing success, given how great the market return is, comes down to minimizing success. And I think you said somewhere in the introduction that a lot of this stuff is easy in theory, but it's hard in practice.

24:52And so you already have enough human emotions working against you. If you're working with a professional, that does a lot to take out the emotions, assuming you're working with a good professional. I'm not blind to the fact that hiring a bad advisor can be way more costly than just doing it yourself. But I think in general, with any investment, you try to take a probabilistic approach and think, hey, like, do you expect a positive return in the first place? You know, so for example, kind of going way off the beaten path, like gold or crypto, it's not a productive asset. I'm not going to get into a big debate of whether you invest in gold or not, but or crypto, but it's not a productive asset.

Read the full transcript

25:29It is a speculative asset, a productive asset generates cash flow or has the ability to generate cash flow. Is there an economic logic behind the return? Are you extrapolating past performance? Is it introducing unnecessary complexity? That's actually the only piece of a framework. And I'm walking you through a four-step framework that's in my book, The Perfect Portfolio. I was just going to say, I feel like this is a great tee-up. You're not trying to do this because the conversations happened organically, but something tells me this is like on page 75 of the new book. Yeah. You know, when you write a book for six months, it's like all you think about.

26:01And that phrase, I'm more concerned about implementing a bad idea than this. You know, a good one is definitely in the book. But it kind Going through a framework of evaluating these things. And I think one of the things that I get penalized for, and Adam, I know that you do too, just because your investment philosophy looks boring on paper doesn't mean that it is boring in how we arrived at the answer. It doesn't mean that complex is better. When I think of this framework, and actually, I'm working on the name of it. My editor is looking at my manuscript, and it's called the perfect portfolio's probabilistic decision framework.

26:38So I could call it PDF. I was trying to give it like a clever name. I don't know. We'll see. The editor may hate it and it'll be called something else by the time it comes to market. I thought you were going for a full literative term. The problem is the perfect portfolio already adds so much onto it. But the unnecessary complexity is the only piece there that isn't actually probability driven. And I could go deeper on an example used, but I'm worried we'll go too far off the beaten path of opportunity zones and investing for tax purposes only. But basically, I think the point is the more variables you add, the decreasing marginal benefit you get.

27:14So I'm not saying any of this stuff is bad inherently, but is it good for you? Everybody's situation is different. I think this is going to be a place. It was super hot when the Tax Cuts in Jobs Act came out in 2017. I do think we're going to see a lot more coverage on this next year. Like when the new rules are about to kick in and people have these backward looking, surviving funds performance to show and then people will have questions. And that's fine to have questions. You should make people like Adam and I answer the questions. That's like what we're here for. Yeah. It's almost like that's the way that we can deliver value.

27:49Yeah, absolutely. I really appreciate that construct and framework for thinking about it because to your point, just calling out survivorship bias that we will see that. And the timing of this, I mean, we've had this conversation on the books for, I think, a couple months, even before we knew that. Yeah, it was almost good that we pushed it out so far. Yeah, even before Oba, there, see, we got it again. Even before Oba was put in place. So maybe I'll put this in the queue after this airs, which will probably be towards the end of July. I think people will be listening to this either end of July or early August.

28:23I might actually make a note to do a rewind of this episode around sometime this time next year, when, to your point, as the Tax Cuts and Jobs Act timeline comes to maturity and we start shifting into this rolling five-year period, I think to your point, you're going to hear these being talked about a little bit more within publications and the people that did survive the first round are going to have really nice and attractive track records to be putting in front of investors. And that, as we tie a bow around this conversation, if you're a student of personal finance and investing for any period of time, you're probably going to start rolling your eyes with maybe what we've already said and what I'm going to continue to say, which is investing is simple.

29:08That doesn't always make it easy. There is value in having a partner to help you filter these decisions, to take emotion out of the equation. The best investment philosophy that one can have is an investment philosophy that you can stick with. Have it written down. We'll go totally off the beaten path here. Are you a proponent of having people actually write out their investment philosophy and decide, this is what I say yes to, this is what I say no to? I put this through the filter as a pilot. I have my personal minimums. I have essentially my standard operating procedures of the weather that I feel comfortable flying in, the shortest runway length that I feel comfortable landing on.

29:48there are certain parameters where I have a go no go framework around so that when I have something come up, like Peter invites me to play golf somewhere, and I'm like, Oh, I really want to go this is awesome. I at least have something that's unemotional that I can reconcile. Here's what's being presented to me, like right now, against this is my doctrines, right word, but essentially my investment policy statement. How do you think about that? Is that something that you do personally? Do you advocate clients do that at PlanCorp and things like that? I know we have an investment policy statement that we'll discuss with clients, but this is more so geared towards the subset of listeners that are DIY investors.

30:29Yeah, we definitely have investment policy statements with clients. And I myself, I have publicly written how I invest my money. And I did sort of write something that my wife could look at and ask her to hold it accountable to me. And it's really something that keeps our portfolio, like my wife and my portfolio, very simple, like absurdly simple. But it's interesting where I ask clients to actually write down something themselves. And I'll be like, well, hey, let's put it in an email. Or I have them say it and I write it down so I can write it back to them in an email is when they deviate from that investment policy statement.

31:07I was actually at one of our institutional clients this morning, a large endowment of a school here in town. And one of the people was asking us to do something kind of more in the alternative space. And we were having this conversation about, I can't really make our clients write things down themselves. One, because I'm not an advisor. So I don't really have any clients. And I think the advisors would kill me if I tried to do that. But what I will do, because this endowment is not like Peter's client, I don't represent them, but I come to a lot of the meetings as I say, well, hey, hey, this group of people, you're not all going to be here in 10 years or 20 years.

31:42The people after you're going to have to understand. So if you make this choice, you need to be able to clearly explain it in two sentences. And those two sentences have to be convincing enough because you're not going to get everybody to read a long essay on why you've done something. And they might come in the building with different beliefs than you. It's really interesting when you work with endowments, they all think of investing as like their retirement portfolio, but it's not that at all. It's a perpetual entity. There's turnover. So people, different decision makers are always coming in.

32:11So in that instance, yes, I have them write it down with individuals. And that's just like fresh in my head. And I actually left that meeting a little being like, wow, I can't believe we just had that conversation. But with individuals, when they deviate, here's a good example, Adam. I'm starting to have people who want to go overweight international. Now that international stocks are doing well. After 15 years of everybody wanting to go overweight US, now that international is doing well. I've had the first documented conversation on people wanting to go overweight international. And I've said, okay, so we've talked through it.

32:43I obviously think it's a bad choice to try to go somewhere based on any set of beliefs. They are giving me facts. The problem is that facts aren't always relevant. Things can be factual and not actually matter. But we get to the end of the conversation. I say, look, if we're going to do this, if we're going to move from our, say, 70 % US, 30 % non-US stock allocation to like a 50-50, we need to document why we're doing it, why we might change our mind, and what we might be wrong about. And do that in advance. And I honestly, I just want to document it. And it's not a gotcha moment. But I did tell the client, I would like them to give me those things.

33:21And I said, they don't have to write them. They just need to come back and say them to me. It's their money. but my job is to be a good steward and show them the path and make them think through these things. I think that how I might be wrong is one of the most important questions because most of us, you and I included, Adam, well, not most of us, all of us, we don't know what we don't know. And it is a big world out there. And I think in general, when like my job is exclusively to do investment due diligence and research. And I feel like there's so much I don't know, But I got to tell you, I must know more than our clients about all these issues.

33:55Like it would be unreasonable for a client to think that their blind spots are smaller than mine. I'm not saying I don't have them. I obviously have them. Everybody has them in different areas, including their own profession. And so that's really where it kind of comes down to a decision making framework. And then the thinking of like, how might I be wrong? What would make me change my mind? Part of the reason you do that is, let's say you overweight international and the returns pan out that you're right. But it happens for all different reasons than what you thought. The key there is not to say you were wrong.

34:27The key is just to be, hey, you're not good at predicting the future. We know that nobody is, but let's document because you can have a good outcome having been wrong. And you can also have a bad outcome having been right. And so it's just one of those things where the more you put pen to paper, yes, the better your decision-making quality will come over time. And honestly, Adam, we do that in the investment committee. We do that internally on projects. It's just how you make good decisions. There's a lot of science behind it. Sometimes I wish that I could write a book on that, but instead I'll just settle for reading them.

35:00Well, I think it's a really good place to wrap up our conversation. To your point, everything involves risk. And look, the business owners, the practice owners that are listening to this, you're making those bets, for lack of a better word, and those investments, those calculated risks in your business. We don't know whether implementing a dry eye protocol and specialty in your practice is going to work out. We don't know whether or to what extent it's going to work out or if you decide to really lean into myopia control in your practice without a tested method to make that work. We don't know if that's going to work out.

35:33We take the data set of available information that we have, we put it through a filter, we make an educated and informed decision. I don't want to say we plan for the best, prepare for the worst. But essentially, you have to know the spectrum of outcomes as best we can with every decision, including... I really like the way that you frame that. How might I be wrong? Well, I think there's like, how might I be wrong? And like, what could I be wrong about is the real phrasing. But then there's like, what don't I know about? What are other things I might not know? Arguing against yourself is a really healthy thing to do because social media isn't going to do it for you.

36:11Whatever newspaper you prefer or news network, they're just going to feed you what you already believe. So argue with yourself. Our investment committee, there was this infamous portfolio change. We have four voting members. We actually have 12 members, but only four of whom who vote. And I intentionally do not have a super vote. Again, I'm really into decision-making science. And when you're making group decisions, it's best not to have a super vote. But we were 2-2 on an issue for a long time. And we had to red team, blue team it where the You had to basically make the opposing case to the people across the room who already believed in it.

36:44And like, you had to argue with yourself. It's the only way to really open up your mind and figure out like the different angles of the decision that you're making. And like, we've gone like clear around a big rabbit hole. I think like we've walked through something like opportunity zones at a pretty high level, but it also gives you a sense of how you might approach that or any other decision. I honestly feel like, and this is biased, I feel like when people think about hiring an advisor and they struggle so much with the cost and like it costs so much. I'm like, you know, you could say that about every service that you employ, cleaning your house, mowing the lawn, going to a lawyer, going to a doctor.

37:25Yes, the expense is bigger. I'm not pretending that financial advice is cheap, but people are anchored to this idea that like it has a bigger impact. I don't know what to say. So go through some of the counterfactuals for all the people out there who like kind of know that advice is valuable, but just don't want to pay for it because they think they can do it themselves. And like they don't think about cognitive decline. They don't think about the blind spots they have. And when they do make a mistake, there's pretty good science to show that like they underweight the importance and start to forget it.

37:53Well, yeah, we don't want the reason that we either failed, made a mistake to be us. We'll minimize our own impact in that decision making matrix. and you're right. I mean, neither one of us had the intention of closing up the episode with, you should have an advisor. And I think there can be a case - I don't know, maybe I did, Adam. I always say. That's right. I'll let you do it. No, I'm kidding. But look, have somebody. The easiest for me, and this is why I asked you to clarify when you said, have the conversation with yourself and you did by saying social media will just continue to feed your own preconceived biases because, well, that's literally how the algorithm works, right?

38:29If you're not paying for the product, you are the product. And the way in which you are the product is they just keep feeding you more of what you like. Nothing challenging that. So I find that the easiest person to lie to sometimes is the one that's in the mirror. I can make myself believe anything that I want with enough reaffirmation, even though I could be dead to rights wrong on that. But if you're convicted in what you believe, right? What's the phrase? Often wrong, never in doubt. if you don't have the wherewithal to realize that you might be missing something and that you don't know what you don't know, look, there's value in having somebody else.

39:06Maybe it's an advisor. Maybe it's a mastermind group. Maybe it's, again, plug on our end. That's part of reason why we launched OD Masterminds was being an entrepreneur, being a practice owner is lonely. And sometimes, a lot of times, it is beneficial to have a sounding board of your peers that have been there, done that, got the t-shirt to be able to tell you either A, you are missing something here. There is something else that you've omitted. And here's why it's important to look at that or be your freaking cheerleader. Yeah, this is awesome. I support you 100%. Let me know how I can help. Here's a resource.

39:41I did the same thing in my practice. Here's a resource that can help you jumpstart this and save you from the work. There's value in having a team. You don't have to go this alone, whether it be the practice management and ownership side of it, the investing side, the financial planning side, the tax side. Yes, opportunity zones, like I said in the beginning of the conversation, are the numerator in this equation. And I know we've deviated and kind of meandered in this conversation, but I think it came together nicely. And I hope that listeners, if you are looking at opportunity zones, or any other type of investment that is being positioned from a tax sensitive or sounds too good to be true type thing, pause and make sure that you are checking all the boxes on the due diligence, not only from yourself, but get a second opinion, get some help, make sure that you're making the best educated and informed decision.

40:32So well, this is fun. Yeah, I appreciate you doing this with me. Thank you. Again, we'll put links in the show notes to the offer that Peter mentioned in the beginning of the episode. So if you didn't do in the beginning, you can now stop listening and open up the app on your phone or whatever device that you're listening on. Click on the link in there to you get a copy of Peter's old book that he's going to be sending out. And in part of getting that information, you will also be informed when the new book, The Perfect Portfolio, is going to be available for purchase. Old and timeless, Adam. Thank you so much.

41:04Old and timeless. This was great. Thank you for allocating time out of your very busy schedule for sharing this conversation. And we'll catch everybody on the next episode of 2020 Money. Thanks for listening to the Long-Term Investor Podcast. To access free financial resources and submit questions to be answered on the show, visit thelongterminvestor.com. Peter Lazaroff is an employee of PlanCorp and BrightPlan. All opinions expressed by Peter and any podcast guests are solely their own opinions and do not reflect the opinions of PlanCorp or BrightPlan. This podcast is for informational purposes only and should not be relied upon as a basis for investment decisions.

41:45Clients of PlanCorp and BrightPlan may maintain positions in the securities discussed in this podcast.

From the publisher

See exactly how I invest my own money. I break down my asset allocation, cash reserves, and why I keep my portfolio simple. Download the guide now.

-----

I recently joined the 20/20 Money podcast to explore Opportunity Zones—investment vehicles known for their attractive tax benefits, but often misunderstood risks. As we dissect several real-world scenarios, I share a concept from my upcoming book, The Perfect Portfolio, that offers listeners a practical tool to evaluate any tax-driven investment decision.

 

Listen now to learn:

 

► How Opportunity Zones work—and why their tax benefits come with high risk

► Why implementing a bad investment idea is often worse than missing out on a good one

► A practical example illustrating when a tax-driven investment opportunity makes sense (and when it doesn’t)

► A sneak preview of a key decision-making concept from The Perfect Portfolio

 

Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

 
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com)

----- 

Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment.

The commentary in this “post” (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client.

References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others.

Please see disclosures here.

More from The Long Term Investor

All 183 episodes
Why Tax Benefits Shouldn’t Drive Your Investment Decisions with Adam Cmejla (EP.215)The Long Term Investor · 42 min
Listen in VO