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Joe
Why do growing businesses love working in Slack? Let's ask Christia. Ari Bikes.
OG
Running things in Slack saves me so much time.
Joe
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OG
Slack helps us build community. It helps us build connection.
Joe
Your partners, vendors and customers all in one place. Take us on home. Ashley from Carraway. If we didn't have Slack tomorrow, I would explode. Well, let's not let that happen. Visit slack.com podcast to get 50% off Slack business plus this is pro linebacker.
OG
TJ Watt and I'm back with YPB by Abercrombie for another activewear drop. My second co design collection has new shorts and tanks that keep up with all my in season workouts. And their new Restore collection is a game changer off the field too, because even pro athletes like me need rest days. Shop YPB by Abercrombie in the app, online and in stores because your personal best is greater than anything.
Joe
You know. It's a great thing to do on a Monday morning. Start off your day recording early with leftover Santa Claus chocolates. You guys want one?
Doug
Eating Santa?
OG
Yeah, I was gonna say. You know, we're recording this just a smidge early and apparently whatever it is that you do on New Year's Eve is the thing that you're gonna do the whole year. So cheers to that, everybody.
Joe
Oh boy. What's in that?
Doug
Coffee drinking alone, og Is that what you're gonna do for the rest of the year?
OG
Podcasting Po. Podcasting is what I was thinking.
Joe
He's got two friends here with him, watching him drink. Oh, podcasting.
OG
Mine's out of the gutter.
Joe
You know what else we're going to do all year long? We're going to begin our Monday shows by saluting the troops on behalf of the men and women at Navy Federal Credit Union and the men and women making podcast in Mom's basement. Here's to the people who helped us all over the holiday stay safe and through 2025. And I know it's going to happen in 2026. Thank you so much. Let's go stack some Benjamins together now, shall we?
Doug
Thanks, everybody.
OG
Here's the song that we'd like to do for all the younger set of people, the teenagers and what have you. This one's called Vacation Zone. It's over. It's over.
Doug
Live from Joe's mom's basement, it's the Stacking Benjamin Show. I'm Joe's mom's neighbor, Doug, and let me be the first podcaster to welcome you to a new year. Did you miss us last week? Well, we're back for 2026 and better than ever. Let's kick off this shiny new 12 months with some headlines ripped from the press. Problems in real estate, land scam companies people are tricked into investing in. Yup, new year old problems. And we'll tell you how to keep your portfolio upright and rolling toward better times. You want more? Okay, we'll bring it. I'll also keep the real estate theme rolling with our TikTok minute. And just when you thought that was we had. I'll amaze you with a spoonful of share worthy Trivia. And now two guys who have already forgotten 2025 because they are so 2026. It's Joe. Oh, and. Oh, J, J, J.
Joe
2025, is that even a thing? We are so over it. We're so absolutely over. Hey everybody. Happy New Year. Welcome back to the Stacky Benjamin show. Super happy you're here with us. I am Jo and I'm joined every Monday, Wednesday and Friday by this gentleman across the table from me. Mr. OG is here. How are you, brother?
OG
I was just thinking that my wife's grandfather just celebrated his 99th birthday at the end of 99 year in November and he was born in 1926. And you think back from like 1900 to 1926 and you think like that is so much time. It's so much time ago. But like all the stuff that happened.
Doug
Those 26 years between 2600. Yeah, yeah.
OG
And that's basically where we are in the 2000s.
Doug
Oh yeah.
Joe
Shut the hell up.
OG
And everybody here is like, yeah, 2000. I was like, you know, four days ago. We just, you know, so we are quarter century into this century. That's, that's wild.
Joe
How do your goals change when you're 99 years old? Are you like, I just got to make another 12 months, like I just got to see the three digits, man, I got to watch that odometer.
OG
He's, he's in great shape. He's physically, you know, some things going wrong, but mentally sharp as attack and lives on his own still and everything.
Joe
That's great. Cheryl has a 96 year old uncle who's the same, just super sharp, fun to talk to when you talk to him. In fact, you forget he's 96. Yeah, you totally forget. It's amazing. Well, guess What? It is 2026. And while we are getting days older than we were just a few days.
OG
Ago, you should have some short term goals. You should have some 2026 goals, but maybe 27 and 2050 as well. Even if you are 99, the hell with it. You might as well have some 2040 goals. Why wouldn't you?
Joe
You absolutely should have 2040, 2050 goals. Come on. The theme today is it's a new year, but the old rules still apply. If you're wondering what the heck I'm talking about, same rules can apply in 2026 that applied in 2025 and before. And I bet Mrs. OG's grandpa would say, same rules that applied and in 1947 or 1962, whatever it is. Also, finally, the team you've trusted with your money talk has created a product to protect your credit, your identity and your privacy. You know how much OG and I like talking about insurances and emergency funds, and that's why we're locked in. Someone today is having a really, really bad new year because their credits were acted. Their identity's been stolen. Well, the Stacking Benjamin's Vault. Love saying those words. Does so much more than that. Run what if scenarios before big purchases that affect your credit. Cut unnecessary subscriptions, get off Dark web list. We built it for us, but you can get it too. We call it the Stacking Benjamin's Vault. Go to stacking benjamin's.com vault to take control and lock down your financial life. Stackingbenjamins.com vault gets you there. Super excited about that. That is new for 2026, the vault. Things that aren't new are people scamming you on your money, people telling you can get rich faster. That's the topic today. We're going to dive into. So we're going to hear from a couple of our sponsors who keep things rolling here in mom's basement. And then after them, oh gee. Doug and I going to dive into what's new is old and what's old is new.
Sponsor Voice
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Joe
Hello, darlings.
OG
And now it's time for your favorite part of the show. Our stacking Benjamin's Headlines.
Joe
Our headline today comes to us from the Wall Street Journal. This is written by Jonathan Weil. How a push for more IPOs fueled a wave of scams. Can you believe that? OG IPOs, initial public offerings. For people who don't know what that are. These are new, well, not necessarily new companies OG These are just companies that are new to the stock market that people can invest in. That's what an IPO is.
OG
Yeah, it's instead of it being privately held, now it's available for public sale.
Joe
So the government got involved. We're here from the government. We're here to help, of course. So here's what the government did to help us. All US government has tried to address the long decline in stock exchange listings. Fewer and fewer companies being listed publicly by relaxing the rules for small public companies. So gives us more opportunities OG gives us more options and companies to invest in. But this approach creates a persistent risk more stock scams. The commissioner of the sec, Paul Atkins, is pushing to further ease the reporting obligations for many smaller companies under a 2012 statute called the Jobs act, which gives special treatment to, quote, emerging growth companies. So if you call yourself OG an emerging growth company, you are likely to.
OG
I'm sure it's more than just you calling yourself. There's probably some amount of rules around.
Joe
You don't just get to call yourself, hey, hey, guess what? I am. We are now a crypto podcast. We have our own nft. Are NFT still a thing? Do those exist anymore? Is that a deal?
OG
Like all the monkey ones? I bet you can get them cheap.
Joe
Yeah, yeah, you might be able to score a deal on those. The law gives special treatment though to emerging growth companies, so. But at the same time that Atkins OG is trying to encourage emerging growth companies, he's also leading a fresh attack on stock frauds targeting individual investors. Listen to this. Since late September, the SEC suspended trading in 12 companies stocks, which is more, that's more suspensions than in the previous four years combined. The SEC cited potential manipulation that appeared to be aimed at inflating the stock prices and volume. This is a big thing, especially I think with new investors. And we're seeing the Robin Hood Ification of stocks OG where it becomes, you know, betting some companies which truly aren't companies. These are just people who are like, hey, let's take advantage of the fact that people just want to bet on the new hot thing.
OG
Reminds me, it sounds like anyway like penny stock stuff. Is this, is this kind of what it is? Maybe.
Joe
Or all 12 companies are, quote, emerging growth companies classified to your point. They follow all the rules in the Jobs act from 2012, but they're not American companies. This is the wild thing. All 12 of these companies that were suspended based in Asia, four in Hong Kong, one in China, 10 went public this year and two last year on the NASDAQ. All 12 initially went public. Oh gee, you nailed it. As penny stocks.
OG
Well, the interesting thing, I think what people misunderstand with low priced shares, penny stocks or something, when you look at it and you say, oh my gosh, the stock is trading at a nickel. I can buy.
Joe
All it's gotta do is go to 10 cents.
OG
Yeah, I can buy, you know, $1,000 worth. And if this thing goes to a dollar, you know, I make a gajillion dollars. While that's true, the math is the math, there's a reason that the price is where it is. My brother worked in a stockbroker's company years ago and had a client at his branch. It was a kind of older days when people would come to the office to do trades and that sort of thing. But anyways, he had a customer at his branch that was buying this penny stock because he had the same idea like, oh, I just. This stuff's like a nickel. Like this is almost like, fun money. It's gambling, right? Like, if I put five grand into a slot machine or five grand into a penny stock, you know, I probably have the same outcome potential. Fast forward some time, and the stock actually did appreciate a little bit. You know, it had gone from whatever, and on paper, he had made a pretty good profit. So he came in, he says, I want to sell my stock. And my brother got to tell him, I'm sorry, sir, you are now a majority owner of the company.
Joe
Oh, my goodness.
OG
You are required to file public disclosure forms before you sell your stock. Because he was. He was buying so much of it that he was over 10%.
Joe
Do you know what the total was? The total amount of money?
OG
I don't remember. It was in the tens of thousands.
Joe
Of dollars, not in the hundreds of thousands.
OG
No, it's not like he. It's not. He wasn't Warren Buffett, you know, owning 10% of American Express or something. No, no, no. This was his own little, little thing. But his amount that he had put in was in the tens of thousands, and it was worth the hundreds of thousands it had done. You know, he bought it for a penny and had rose to 10 cents. Well, basically, he was buying his own float. He just saw it go up because he was the only one buying. And people were like, I don't know, Steve will buy it from me for two cents. Steve will buy it for five.
Joe
That's great.
OG
He was the only one buying. But anyway, so it had gone up, and now he was a majority owner, or not majority owner, but he was a big purchaser. And so now he had to have. He had disclose his. His sales in advance.
Joe
Imagine, I didn't expect this to go this way, og, but imagine what you can do. Like, when you become an owner at that big A level, there are some things you get. You could start demanding things of management.
OG
Yeah, I want to be on the board, man.
Joe
You see these activist investors. Could.
OG
Could you imagine, like, you own $7,000 of some Asian penny stock.
Joe
Right, right.
OG
And you're like, I want to see at the board.
Joe
Who is this? Josal Sehi from Vicksburg, Michigan, originally is now in texarkana, who owns 12% of our company. Leah, listen.
OG
They're like where we meet at Denny's on Tuesdays. It's byob.
Joe
I need a car allowance now because I'm a top shareholder. And I got to get to all these different meetings, due diligence meetings about the stock. Great news.
OG
It's fraud.
Joe
There's no meetings when it comes to these penny stocks. It reminds me of, you know, one of the first books that got Cheryl, my spouse, interested in personal finance was a book called Rich Dad, Poor dad, which OG you've read and I don't know, Doug, have you read Rich Dad, Poor Dad?
Doug
I have not.
Joe
It is a fine book and I can see why it's lasted. Because this idea of the rich dad, and I should I say spoiler alert to people to fast forward if you're going to read. The book's been out forever. So if you haven't read yet, just the big takeaway is the rich dad tries to accumulate assets while the poor dad works his butt off working for somebody else and being taxed very, very heavily and never having any assets, really living a lifestyle where he's much more in the rat race. So he's learning from these two older gentlemen, these two mentor figures of his. I love that part of the book. The big problem with Rich Dad, Poor Dad, OG that I have is at the end of the book, Robert Kiyosaki goes, so here's what you got to do. You got to invest in penny stocks because, you know, you buy stocks for, to your point, 5 cents and they go to 10 cents, like you could lose on nine of them, but the 10th one's going to make up for all that. So just buy a bunch of penny stock.
Sponsor Voice 2
I read that book.
OG
I do not remember that being in the book, but maybe I just never.
Doug
I know it was pretty controversial. I didn't know that was why, but I could see, like, that would be one of the key things that might make some people huge fans. And some people more conservatively say no.
OG
His controversy has come in the last, I don't know, 15 years, mainly around precious metals and cryptocurrency.
Joe
And that's actually gone the opposite way. I mean, he's. Robert Kiyosaki is always calling doom and gloom around every corner. In this case, he was like, Mr. Pedal to the metal. Buy that and. And flip. Inexpensive houses.
OG
Yeah, Real estate was the.
Joe
Those were his two solutions.
OG
He's the one that's famously said online, if you owe the bank $10 million, that's your problem. If you owe the bank a billion dollars, that's their problem.
Doug
Right. That was just a few years ago.
OG
I'm sure other people have said that, but he's made famous with that. But the central thesis of Rich Dad, Poor Dad, I think is instead of, and this is one of the analogies that I remember from the book, let's say that you wanted to buy a sports car, right? You're 40, you're like, hey, going to get me a Porsche. And they're $50,000. His point was don't go take $10,000 out of your bank account or $20,000 out of your bank account. Go get a loan for 30k on this, you know, sports car. Instead take $20,000, go buy a $200,000 rental property. That is going to kick off $700 a month of profit. That's the car payment that you have to get. Basically flip it around. Instead of buying things that are depreciating, buying things that are going to cost you money, take that money, invest it into an asset that's going to produce a return and then use the return for consumption because the return will continue if you own the rental property, in theory, you get $700 forever. Eventually that cash flows out positive and accounts for the car payment.
Joe
Yeah, our friend Alan Corey, when he was on the show OG a few years ago, he's now a big time real estate investor. He just hated paying bills. I mean, I love this story. He hated paying bills. So he's like, I'm going to buy a house that will make my electric payment, then I will buy a house that will pay my groceries, then I will buy. And he didn't think of it as an asset. He thought about it as another bill he didn't have to pay that the asset would pay for him.
OG
So here's a guy when I was an early planner at American Express and you would know who this is, Joe. And I can't remember his name now, but he was in Detroit. You know, he was an older planner, had been around for a hundred years and those were back in the days of commission products. And he was, I remember him talking to the younger advisors like don't let anything go. You know, if your, your client could use a two year cd, make sure they buy that two year CD from you. And, and somebody said, oh well that's, that's not a big deal. That's only, you know, a dollar commission a month, like, who cares? And he pulls out his statement. And maybe you've even told this story too. So maybe he's, he used this more than once. But then he pulled out his, his comp statement and said, well, these $2, you know, see I've done 10 of these, that's $20 that pays my electric bill. And then here's this page and here's the 10 of those that I did and that's $200 and that pays you know, that's a great way of thinking about it. Set aside the commission piece. But I'm saying like, if you can find something that can pay a bill instead of consumption, you can use it from an asset. That's a fun way to think about your lifestyle.
Joe
And I think that's why so many people are attracted to real estate, which is why I want to pivot, because real estate is in our second headline. Oh, gee. This comes to us from CNBC when invest like the 1% fails.
OG
God, I love this article.
Joe
A famous piece.
OG
I really feel like this.
Joe
As I told you so from 2025, how Yield Street's real estate bets left customers with massive losses.
OG
Can we go back? Can we check tape? Can we do this? Is there like a search function in stacking Benjamin's archive? Yeah, 2019, when we're like, this is a scam, don't do it. And people, I remember people writing going, oh no, I'm getting all this cash. It's really great. We've seen this movie, it ends badly. But carry on. Tell us how it goes, Joe. Tell us how it goes.
Joe
Well, I don't recall us pointing at Yield street, but we did point at one of their competitors.
OG
Oh yeah, Fundrise.
Joe
Yeah, Fundrise. We 100 pointed at Fundrise. And by the way, fundrise is still around. I don't think fundrise is a scam, but I do think that percent it is. It's just like deceptive advertising, just incredibly deceptive advertising. Far riskier than I remember. On the front page, OG remember it said engineered for superior results. I'm like, oh, every other real estate investor is engineering for mediocre results. You've got this asset that's oldest time and you finally pick the lock on something that people before you weren't able to do really. So this is the piece. When Justin Klish stumbled upon an app for Yield street back in February 2022, he said it was the company's tagline that stuck in his head. Right. Engineered for superior results. For fundrise, this one says invest like the 1%. The startup said the ad spoke to his desire to build wealth and diversify away from stocks which were then in free fall. Klish said Yield street says it gives retail investors such as Klish access to the types of deals that were previously only the domain of Wall street firms or the ultra rich. So Klish, 46 year old financial services worker living in Miami logged onto the Ill street platform where a pair of offerings jumped out to him. He invested $400,000 in two real estate projects. Luxury apartment building in downtown Nashville overseen by former WeWork CEO Adam Newman's family office.
OG
Seems like that'll go great, but at.
Joe
The time that seemed like a layup. 2022, we work is hot.
OG
Oh, way it was in 2022. I gotta find the book.
Joe
Was it already gone in 2022?
OG
Absolutely.
Joe
My God. In 2000 was like four days ago. And a three building renovation in the Chelsea neighborhood in New York. Each project had a targeted annual return. Wait for it. Of around 20%.
OG
Yeah. By the way, Adam Newman resigned in 2019.
Joe
Shut up. Really? Yeah. Oh, my God. Where does the time go?
Doug
Yeah, It's a good docudrama that you can watch about that.
OG
Yeah. The other interesting thing about this piece here is the TLDR is they ran out of money. They're running out of money. They've never had money. Everything is eaten up in fees. There's no liquidity. And so they changed their name. It just went, oh, we're just a new company now. I remember reading some piece about it where it said it more encapsulates what we're trying to do. It's definitely not the fact that we've completely destroyed the lives of thousands of investors across the country and our name is really, really bad, but it's definitely. So what is the new company name? Willow. Okay. The more things change, the more they stay the same. I think that was the theme of your show today, Joe.
Joe
Well, let's talk about this. Can we just start at the beginning here? Invest like the 1%. Like you don't want to invest like the 1%.
OG
Well, and I was thinking about that because we're at the beginning of a year. Everybody's making their forecast for what the year is going to be. Last year, market was up pretty good 17%. The S& P internationals were up bigger. Maybe this year's minus. And anytime that there's any amount of variability in stock prices, even if it's just a short term decline, you know, we saw a couple times in 2025, out of the woodwork comes the marketing pitches of, you don't have to take this. You can get better returns without all this nonsense of volatility. And the reality to that is that there is no way to do that, period, full stop. There is no way to have stock returns without stock volatility. It doesn't exist. So if you're getting stock returns or if they're advertising stock returns, then you have to be getting stock volatility. Because the entire universe of people who invest the hundreds of trillions of dollars that trade on the open market in every economy in the entire world. If there was a better thing than stocks, they would, the universe would do that. You know what I mean? Like, you have to believe that there's not this one thing that, oh, we're just going to keep this a secret because we don't want anybody, we don't want the 99% to know this. So we have this double secret thing that gets way better returns with no risk. It doesn't happen in real life. It doesn't happen. Everything else is just purely playing on the volatility or fear that people have of volatility, which, by the way, is the reason that you get the returns that you get. Like, that's, that's the trade. That's the trade. You have to be okay with waking up in a year from now and having 20% less in your portfolio. That's just the deal.
Joe
If you buy a stock for a nickel, which stocks trade for a nickel for a reason, and they're delisted for a reason, they're penny stocks on the pink sheets. Don't need to go into all the definitions what that is, but it's because it's a little tiny company that you might own 10% of with just a few thousand bucks. That's a risky bet. And so by increasing your, what's called standard deviation, the ups, downs, you can make a killing. But the inverse then is also true. You can lose your ass. You will 100% lose your ass, or you'll make a killing. And you know what? You're, you're, you're not going to have to worry about it either way.
OG
Everybody's into gambling apps these days, right? I mean, it seems to basically be the all the rage. So, you know, when you go look at the football game that's this weekend, or the NBA games or something, you can build out a $10 bet that pays out a million dollars. You can say, if this team wins, if this guy has this many points, if this guy has this many touchdowns, if this guy throws this many interceptions, if this guy does this, this guy, you could just keep adding all of that stuff to it, right? And the betters or whatever the casinos will say, we'll take your 10 bucks against a million for this range of things to happen. That's the same thing, Joe, as what you're talking about in terms of volatility, standard deviation. Using a fancy word, you're saying, I'm going to take 10 bucks, I'm going to Turn it into a million. Okay, yeah, that's doable. That's doable. On DraftKings, you can build out that bet. You can even build it out where you've got a high, like, in your mind, a high likelihood of getting will. It's doable. What do you think the math wizards at DraftKings have figured out with your $10 bet?
Joe
Is that your math skills are not strong.
OG
They're not as good as theirs. They've got it figured out that we can take these. This $10 because we're going to take $10 million of $10 bets like this before we have to pay one of them out. It's probably more like $100 million of bets like this before we pay one of those out. You know, we did this story a.
Joe
Long time ago, and you're not hearing it anymore, but it's not, because it doesn't exist. Remember the story we did a few years ago when these apps were just becoming big about how DraftKings have built these algorithms that were actively taking the other side of bets that were horrible bets that stupid people were making? So stupid person on one side, they built an algorithm that jumped in and bought the other side, which had a much higher likelihood of winning the bet. Really interesting. You know, that still happens today. I mean, that's a, you know, huge, huge part of these apps is just preying on the stupidity of somebody who. Who wants something for nothing.
OG
I mean, it's not to say that to your point, it can hit.
Joe
Right?
OG
There's the stories that you read about on Twitter. The guy that put 100 bucks on this guy to win the Masters, this guy to win the World Series on the super bowl, this guy to win the NCAA Basketball Championship. And there are three of those four in and their teams playing in the World Series, you know, and it's like, it can happen, but it's. It's like, that's one guy, if it happened all the time.
Joe
Somebody in Arkansas won over a billion dollars a couple weeks ago.
OG
Must not have been you, because we're still here.
Joe
Damn it. I live 800 yards on the wrong side of the border.
OG
Jokes on you. I did win, and I'm still here.
Joe
Would you tell anybody? Cheryl and I talked about that. Would you tell anybody at all? I don't think you could tell anybody.
OG
Like my son said, because my oldest and I were talking about this because, you know, I'm sure you guys put a $2, whatever it was in Powerball. Alex goes, what do you do if you win? And I Said, well, you know, we talked a little bit about not telling anybody. He goes, oh, I wouldn't tell anybody. But there would be signs. There would be signs. He's like, I might show up to school next week in a Ferrari instead of my Nissan Murano or whatever.
Joe
What happens? Yeah, that's great.
OG
The moral of the story, back to the stock piece is you're going to hear more and more of this stuff. If 2026, I'm just telling you, if 2026 has any amount of volatility in it, which inevitably it will, you're going to hear about how gold is the only hedge against inflation. You're going to hear that you can protect your downside with buying annuities. You can invest like the 1% and have all these cool things that only, only rich people know about. And it's all, what would grandpa call it? Malarkey.
Joe
It's all malarkey. So love that term.
OG
Put your money in the market and don't touch it for the next hundred years. But for God's sake. And you could be like a Rockefeller.
Joe
Well, coming up in the second half.
OG
Of today's show, kids or grandkids, I.
Joe
Do want to dive into that. OG in the second half of today's show, we're going to talk about. We talked a lot about what you shouldn't do. Let's flip that script. What should you do? We're going to talk about three big hundred dollar terms. Asset allocation, asset selection, tax strategy. We're going to have OG put those in order for us later on. We also have a Tick Tock minute with another lesson about real estate. I know OG is really excited about her going back to Tick Tock because he loves it so much. We're going to dive into that. Before all that, we're going to take a quick break here because Doug's been warming up in the wings. Man, I love the jumping jacks over by the hot water heater.
Doug
That's crazy that you just used that and shared that, Joe. Because I was playing Scattergories recently over the holidays with people that were in and the letter was J. And one of the categories was things you do every day. And I wrote jumping jacks and it got struck down.
Joe
You're kidding me.
Doug
Yeah. I'm like, there are people who do jumping jacks every day. Jack lalanne believe that I was one of them, but there are people.
Joe
Is that a name for the past? Is that just. I remember being like 25, going, that.
OG
Dude told and ripped.
Doug
Right?
OG
You could hope to look as good as he did.
Doug
Yes, but that jumpsuit, man, that jumps. He looks sweet.
Joe
Imagine Jack LaLanne doing jazz hands. Speaking of J words, it was a.
Doug
Little awkward in that jumpsuit. It was a little awkward when he reached above his head.
Joe
Yeah, stretched out.
Doug
Stretched in ways you didn't want that to, Jack, put the hands down.
Joe
What do we got today, Doug?
Doug
Hey there, Stackers. I'm Joe's mom's neighbor, Doug. And remember last year and that awkward thing that we're definitely not digging back up again? No, I'm not going to tell everybody what happened. Both my lawyer and septic tank guy for bid it. But 2026 is not going to be like that, is it, Stacker? You're going to step up. You're going to press on the gas. You're going to show them all. Hold on. You know what? Who cares about them? You're going to show that person who's most important, that person in the mirror staring back at you awkwardly because you're in a public restroom. That's right. You're going to show the a number one person that this year is your year. Let's tackle the new year like a Boss, shall we? And we'll get started with this, because today is the anniversary of the day the Boss, Bruce Springsteen, Bruuuuuu. Released his first album, Greetings from Asbury Park, New Jersey. If you purchased a signed copy on the day he released it for $10 and sold it today for $10,000. What is the name of the tax that you'd have to pay on that sale? Of course you know this. I'll be back right after I go tell Joe's mom just how much you're gonna rock 2026.
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Joe
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OG
Get ready for the Rush with Max Crosby it's time. Don't miss the behind the scenes moments at everyone's talking about, regardless of what they say.
Joe
I'll take the fine.
OG
I don't care. All pro defensive end Max Crosby takes you beyond the field with exclusive insights. I could say this because I played them. This is the Rush.
Joe
You guys already know what time it is.
OG
It was fire and we'll be right.
Joe
Back on the pod and we'll be talking about it next week.
OG
The Rush with Max Crosby. Follow and listen on your favorite platform.
Joe
American Skyjacker tells the story of DB Cooper copycat Martin McNally who hijacked a plane and jumped out with $500,000. But that's just the start of this epic true crime saga. Now American Skyjacker is an action packed documentary available on all major platforms. Go to americanskyjacker.com to subscribe to the podcast and watch the film. And look out for a new bonus episode of the podcast coming soon. American Skyjacker. Follow and listen on your favorite platform.
Doug
Hey there stackers. I'm guy who totally believes in you and future motivational speaker because, I mean, let's be honest, Joe's mom's neighbor Doug the Boss, who's only second to you in my book. You're totally the Boss, but he, you know, somehow got the nickname first. Maybe we'll call you like the Chief from now on or something. But the Boss released his first album on today's date in history and a legendary career was born. Just like you're launching something here in 2026, right? You and Bruce Springsteen have so much in common. If you'd bought Bruce's first album way back in 1973 for $10, signed and sold it for 10,000 today, what is the name of the tax you'd have to pay on the gain of $9,900 $190? It's called the capital gains tax and applies to most assets you purchase. One notable exception, your primary residence is excluded from the first 250,000 of gain if you're single and 500,000 if you're married filing jointly. But remember, this only applies to your primary residence. See, you're already thinking of ways to rock your taxes in 2026, aren't you? And now Your wingman on your quest to better money habits this year. Definitely not your wingman in the bar. Back to Joe and Og.
Joe
Why not? We'll help you out.
Doug
We'll help a stacker in the bar with you. Never once has it been a good night.
Joe
See that one over there? We'll help you out. Yeah, with terms like malarkey, like we flew out of our mouth the first half of this show. What could go wrong?
Doug
You're not thinking about any shenanigans with this fella over here, are you? You don't want to engage in any tomfoolery with him.
Joe
That could. That would be a hoot. Nanny. Let's do a tick tock minute. Our tick tock minutes, the part of the show where we dive into a piece that a creator on TikTok or another social media platform made, which could be either brilliant or air quotes. Brilliant. Doug, our first one of 2026, Tina from our team found this one. This is real estate we're going to be talking about.
Doug
Oh, yeah. I mean, if it's coming from Tina, she's money, she's amazing. So this thing is going to be. You're going to change the direction of your life based on this one right here.
Joe
I don't know about that. I'm pretty confident you could have gone from motivational speaker to overselling it slightly when you hear it. But I will say this is interesting. And Tina actually pointed this out. She goes, some people know this, but for first time home buyers and if you're buying your first house in 2026, I think this is a valuable lesson to learn about how you talked about capital gains taxes, Doug, and capital gains exclusions. You also need to know when you're buying a house about this little thing called real estate taxes. Now, this is the section that saves people thousands. How your taxes are calculated depend on whether you own the home or you're buying it. If you already own a home, your taxes are the taxable value times the millage rate. If you're buying a home, do not trust the seller's tax bill. It's kept tighter than your jeans at Thanksgiving. Your future taxes will be based on the sev times the millage rate because the home uncaps at the sale. That's why the seller pays about $2,800 and you suddenly owe $4,600. Yeah, don't trust in a lot of states where that tax is capped and it's going to go up slowly. Og don't trust that when you're buying Your house, that tax bill for you may be significantly different, as this gentleman said, than what it was for the previous homeowner.
OG
Yeah, definitely state specific. That accent was very, very, very Michigan.
Joe
So very Michigan.
OG
Very, very Michigan.
Doug
And he didn't say anything about people freaking out when they get that letter every year that says tax and their home value is like $9,000. And they're like, oh, I sell my house for a lot more than that. Be confusing.
Joe
I got crushed last year on just property tax. I was like, are you kidding me? Really?
Doug
There's no limit on how much it can increase in Texas?
OG
Oh, yeah, there is. There has to be. It's a comical limit.
Joe
I think it's called the sky's the limit. The sky's the limit.
OG
Limit. No, basically, in Michigan, and maybe this has changed, but the last I remember, in Michigan, the max increase was 3% in your. I think that's right, taxable value. So. And this is what the guy's talking about here in this video. It's like, let's say that you buy your house for $200,000 and you live there for 15 years, and the house price is going to, you know, bounces around, right? Some years it's worth more, some years worth less, whatever. But the most that the state can increase your taxable value is that 3%. So your tax value is $200,000 because you buy it, but. And then in year two, it's $206,000. And to your point, Doug, you're like, well, wait, my house is worth $250,000 now? It's like, I know that's cool, but we're only going to tax you on $206,000, and next year it's 212,000 or whatever. The 3% number is compounded. That leads to some problems because you have this slowly rising property tax bill. And like the author of the video said, when you list that online, it says, you know, how much are your taxes? You go, oh, we paid 2,800 bucks because I've had this small increase. But now I sell the house for $500,000, it gets recalculated, and you start that 3% over at the 500K. In Texas, the limit's 10%, but it's cumulative. So if this year is 20, they go, oh, well, we can only use 10. And then next year zero, they go, oh, but we had 10 from last year. So it's 10 again. So they can hold on to previous year overages to fill up last year's bucket or this year's bucket. So it gets pretty high. But the current proposal, one of the proposals by the sitting governor as he's trying the reelection, it's also happening in Florida, is they're trying to give the power to the localities to decide whether or not they want to even have property tax. The proposal is to put it back in the localities to say, do we even want to have property taxes here?
Joe
It'll be interesting to see what happens next.
OG
I mean, there's some arguments about this. Obviously, you pay your house for 30 years and now you still owe $20,000 a year in taxes to live at your house. Different topic for a different day, I suppose.
Joe
Absolutely. But big thanks to Tina for sending that in.
OG
Well, tldr, property taxes suck. And this is the time of the year when you pay them.
Joe
Well, you do these projections, though, you know, you do these projections on what you think your cost is going to be around your house. And you forget property taxes in some states might go up. You forget maintenance costs. You're going to go in, oh, my God. Every time I've moved Home Depot, I feel like I need a frequent flyer card. Like, oh, do you have a priority lounge at the back of Home Depot for your customers that come here a lot? You know, you walk in like that old show. Cheers, Norm. It's like, Joe, hey, you're back for the 47th time today. People forget all of these other expenses when you purchase a new property. We talked in the first half of today's show about what you shouldn't do with your money. I want to pivot that because we're not the show about what you shouldn't do. We want to talk about what you should do. And I think the number one thing that we talked about here, OG was diversification. Diversification matters. Having money in a couple of penny stocks or in a couple yield street properties, probably not a great idea. Unless. Unless your primary goal is to get rich quick. If your primary goal is to get rich quick, then don't diversify. But otherwise, if your goal is to get rich off of your income stream that you bring in, then do something safer with your money.
OG
Well, I would challenge you on the if your goal is get rich quick because the reality of investing in penny stocks or virtually any sort of alternative anything is most likely it's get poor quick. I don't think that get rich quick actually exists other than luck. By all means, if you want to try the luck bucket, you can. I was talking to a pilot the other day. We were talking about flying in Some challenging weather. And I was reflecting on this quote that I heard, or some variation of it, which was something like, you know, you have a luck bucket and an experience bucket, and your goal is to fill up your experience bucket before you run out of your luck bucket, you know, when you're flying. So because, you know, sometimes you use some luck and you're like, oh, that was a bad idea. But I think the same thing is kind of true with investing. Sometimes you're going to make a mistake and it's going to pay off. I think like the investing that we did when we bought the rental properties in Michigan and we had the apartment buildings, I think that that was more luck than it was experience and efficacy. I mean, we bought a really dilapidated property that had some decent cash flow. We put a bunch of money into it. And then we got lucky that Covid hit and drove the price of the Property up by 250% in a year and a half. And we got lucky that there's some other idiot who was, I mean, investor who was like, oh, I want to buy all these things in the street. Like, this sounds like a good idea to like corner the market here. Then I got lucky because I knew the realtor who sold the other deal, and I called her and said, hey, I'd be interested in talking about it if your investor's interested. And she was like, I've got just the dumb investor for you. And we got out. And then the thing like, I don't think that was because we were some magical investors. We got lucky. We got lucky on the timing. Unlucky with COVID but you know, just how it turned out.
Joe
Well, sure, but. Because that's one property. Because that's one property quick.
OG
It wasn't because I was good.
Joe
No. But the standard deviation on that deal is because you own one and not 10. If you had owned 10 of those properties, you would have taken your luck and it would have mitigated it down to more the mean, and you would have had less chance for that serendipity to actually hit. Right.
OG
So there is no such thing as get rich quick. It's get lucky quick. Well, let's talk about money.
Joe
Right? Right. But this is all still about volatility. And I think that, I mean, if we take it the way that more real life example than betting the lottery or betting on a single apartment building, you can own five stocks or own five funds. Five funds. Each one's going to have between maybe 150 to a thousand different companies in it. So you're going to own a lot of different stuff or five individual companies, your portfolio, even if they're all big companies, OG it's going to go up faster, it's going to go down faster in a normal market owning five stocks than owning five funds. Yeah, I think diversification, truly for the average investor who doesn't want to follow five stocks or trust serendipity is going to be the way to go. But I do want to be clear here. A lot of people listen to shows like ours because they want to find ways to get rich more quickly. And you are eliminating some of that serendipity in order to get some more certainty. By all means, you're not buying certainty, but you are buying the economy. You're buying the long term ability to grow your money in exchange for this volatility that is gonna, you know, wipe out most investors.
OG
Well, I, I mean to some degree I think you are buying certainty if you give it enough time. I think this just boils down to a person understanding or being okay with the fact that the power of compounding the power of market returns you can't see in advance. You just have to experience it. And I think that more people try to take bigger risks once or if they feel like they're behind the eight ball. And I want to just preach the message that you're not behind. You have enough time. And if you're 50 and you haven't started, are you going to retire 55?
Joe
Probably not.
OG
You're not going to probably do that unless you make an insane amount of money and change your lifestyle magically. But you still can retire at 65 or 70. 15 years or 20 years is still a long freaking time. You have to do some work. And if you're 30 and all you're seeing are Instagram posts of people on JSX flights and you think that they're all flying private and you're like behind. You're not, bro. Like 30 year olds do not have money. There's a few that do because they got lucky or because they got in at the right job at the right time and did the right stuff all.
Joe
The way, which was pretty much the right thing to do is to buy a ring light and tell everybody how wealthy you are.
OG
Yeah, in some level. But again, it's like if that person from 22 to 30 maxed everything out and lived within their means and like avoided all the temptation of being in your 20s, then yeah, that person probably at 30 has some good money.
Joe
Doug, I've got a question for Og about order of operations, but you had your hand up.
Doug
Yeah, I mean, just, you know, regular guy question over here. What's a JSX flight?
OG
Yeah, that's nothing that you people in Michigan have. Don't worry about it.
Joe
Okay.
Doug
All right.
Joe
I don't even know what a JSX flight is either.
Doug
I'll just slink back into the corner.
OG
Backwoods of Texarkana. Don't have it either?
Joe
No.
OG
JSX is a airline that flies Embraer 175s, I think, and basically they took out every other seat.
Joe
Every seat's first class.
OG
They fly to select destinations out of Dallas and Miami and New York and LA and Vegas and whatever destinations I.
Doug
Probably have never been to nor will never be to.
Joe
I don't know. Sounds fun. Let's set that as a goal. But my goal here, before we finish.
OG
This up, guys, what I was making fun of was not the actual flights themselves, but people who take pictures on the flights going, look, flying private. It's like, no, you're not.
Joe
No, it's even better. Are those people that rent the fake airplane on the set in Los Angeles for X amount of money per hour to pretend they're on that flight? That's who we're making fun of. There are three different big terms that investors are going to hear this year. OG1 is asset allocation. That's how you diversify appropriately toward your goals. Next one is asset selection. Choosing the right actual investment. Right. I saw a post just this last week on social media saying, actually in our basement Facebook group, somebody's saying, hey, I've been buying the total stock market index. Is there something else that's more, quote, popular, I think was the term that I should be buying. Well, and I actually loved it. Our stackers actually helped this person. Saying popular is not something that you. That you really want to use, you know, to get there. So I thought that was really helpful. Shout out to Rebecca, who did that. Is it diversifying correctly first, buying the right investment first, or is it your tax strategy first, like having the right Roth or pre tax or type of investment for taxes? Can you put those three in order about the way we think about them? Which one should we think about first, second, third?
OG
I think that the first thing that you want to do is you need to make sure that your investment goals and your investment return is lined up with what stuff you have. So what I mean by that is when you look at the goal that you're trying to accomplish, if we're just using retirement or financial independence as A goal, let's assume that's out in the future. We need investments that have long term growth potential out in the future. And so that's going to eliminate some things from our selection list.
Joe
Right.
OG
Because we've got a big bucket of all these things that we can pick from. So you're going to remove things like cash and short term fixed income and things that don't behave in a long term or don't belong in a long term investment bucket. So asset allocation, I think is clearly number one, making sure that that's in line with what your expected return is or your needed return for your goal.
Joe
Yeah. Before you go on from asset allocation, I love your way of thinking is it isn't so much about picking the right thing as it is about avoiding the wrong thing. Look at your portfolio. I remember when I was a financial planner just going, this doesn't fit, this doesn't fit, this doesn't fit, this doesn't fit.
OG
Yeah. And how many times, Joe, did you meet with clients and how many times does our team meet with people that have cash sitting in their retirement account or short term fixed income? It's like, well, I wanted to be diversified, so I pick the, whatever, the stable value fund in my 401k. I mean, I guess by definition you're diversified, but you're also using the exact wrong thing for the time horizon. Diversification isn't about like picking one of everything. It's picking between the things that are most appropriate for the time frame of the goal. If you add something that doesn't belong because the timeframe of the goal is incorrect, just flip that around. Think about it the other way. You wouldn't diversify your cash reserve into technology stocks.
Joe
Right.
OG
You wouldn't say like, well, I gotta be diversified, so I mean, I gotta take my emergency fund. It can't all be in cash. I gotta diversify it. Let me get some, I don't know. Let's go Alibaba. Right. You're not gonna diversify that way. Why would you do it the other way?
Joe
Because it's way too volatile. Yeah.
OG
So if the first one is asset allocation, then the second one is definitely going to be of the things that are left from your asset allocation. Now what are you going to, what are you going to use? You know, big companies, small companies, US Based ones, non US Based ones. And I think that for most people you can get away with really kind of four or five buckets at most US Companies, non U. S. So that's kind of two buckets, right? There and then in those buckets. Big companies, small companies, big companies, small companies. That's four buckets. And you get to pick. There's no right or wrong answer. To do this you can use some math, you can use portfolio visualizer to get an efficient frontier calculation. But that's always backward looking, right? So that's just gonna, you know, you can add, well, what about fixed income? Okay, cool. What about real estate? Okay, cool. Like you're, you can add complexity to that or you can look at say, well, my S and P fund has some real estate holdings in it. So you know, I'm kind of getting some exposure there and good enough, you know, fine, easy peasy lemon squeezy.
Joe
I think this is a part people over emphasize is fun selection. Well, it is, it is. But once you get to the fact that you're like, okay, I want to own an exchange traded fund, I want to own a diversified position that some trader is not trading in and out of that I'm just, I'm buying and I'm holding, which says exchange traded fund all over it. That's the type of investment that does that. Once I know that, then people like, oh, do I buy the Vanguard one? Do I buy the Fidelity one? Do I buy the iShares one? Do I buy the pick one, pick one. I think people spend so much time going, do I buy the S&P 500 through this company versus through that company? You can waste a ton of time where figuring out what doesn't meet the goal or what the tax strategy is. To me those are far more important things than whether you choose the iShares IVV versus the Vanguard, you know, version of the S&P 500.
OG
A hundred percent pick the one that suits whatever company you're at.
Joe
I think then OG tech strategy is a little bit like asset allocation where your tech strategy is. It's more make sure that you're not messing this up by having money you can't. Where you can't get at it. Like, oh, I over optimized and now I have got cash in this tax bucket that doesn't really meet my goal.
OG
Well, this one's far down the line in my opinion. I think far too many people will focus on tax stuff when it's completely unnecessary. Famously, Dave Ramsey has this conversation with people about, well, I can't pay off my house because I got to get my tax deduction. And he very astutely points out, you recognize the interest that you're paying to the bank is more than the tax deduction.
Joe
You get like people chasing reward points on their credit cards and carrying balances.
OG
What do you want more of money or. It's like I was having a conversation with somebody, I don't remember who it was now, but they were talking about making a charitable contribution at the end of the year. Last year, right. The end of 20, 25. You're like, I gotta, you know, gotta lower my taxes. And it's like, okay, cool. Are you charitably inclined? Like, I mean, if I donate $20,000, I get a tax deduction. I go absolutely true. Of like 10,000. So do you want 20 grand in your bank account or do you want zero? Well, I don't really want to give money away. I'm not really charitably inclined. It's like, well then pay the taxes like the tax bill. You end up with $17,000 in your bank account instead of zero, you know, by paying taxes. So pay attention to what you're doing from a tax standpoint for sure, but don't let the tax tail wag the dog. Obviously I would look at very easy things to do here. I would make sure, if possible, that my long term growth things are in my Roth ira. There's a downside to that. The downside is, is that there can be long periods of time where the thing that's supposed to grow the fastest doesn't. And that can be really frustrating when you're looking at your IRA and you're looking at your Roth IRA and you're saying, well, I did it right. I put the really aggressive stuff in my Roth, but it's averaging 5%. But my regular IRA is averaging 10. It should be the other way around. I should be getting 10 or 15 in my Roth. So again, when you put specific asset classes, they're not all gonna behave in the same way at the same time. So you gotta be careful with that. I think that you wanna put your things that pay dividends instead of interest in your brokerage account. I like dividends. I think they're spendable, I think they're taxed favorably versus things that have interest, which is taxed at a higher rate. You know, I'm okay with not having that in my taxable account if I need to have cash like returns or interest like returns in my traditional ira. So I think that there's an opportunity there. Far more is made on the strategy of tax deductions and of capital gains and forward thinking brackets than there is, I think, in making sure that my small cat value stocks in my Roth, Yep, that's a piece, but I think it's a very, very, very small piece. Tax planning is well beyond just asset location, which is what we're talking about here and way more on like forward looking. Like how do I qualify for the correct Medicare when I'm 65 and I have all this money and you know, I don't want any surprises that will save you far more money in the future.
Joe
If you want to dive more into topics like this one, our own Kevin Bailey writes our 201 newsletter that takes these 101 ideas dives in deeper with curated links to the best that we find on the Internet. StackBenjamins.com201 gets you our free newsletter comes out every week and you also find out when we're going around the country in 2026. We have just a few things on the calendar right now, but that'll be obviously developing and we generally try to make it to several cities every year to have some fun times celebrating with our community. Speaking of celebrating. Yeah, Doug, Tucson.
Doug
Don't give up on the group in Tucson. I'm coming to you. If you get yourself, get your act together.
Joe
He just wants a burrito.
Doug
He wants 33. That's a, that is a deal breaker. If that's.
Joe
You're being used, you're being used by Doug.
Doug
But I will be there. I will come to a meeting if you guys can get your act together. Now we need at least five people in Tucson to get me there.
Joe
But. Right. And if those five people tell five of their friends and then they tell five of their friends, the original five people get their burritos for free.
Doug
Yeah. It just reduces the amount each one has to contribute to buy me a burrito.
Joe
Well, as we're celebrating, we end every show if you're new here, by celebrating our community. We talk about what's going on in the neighborhood. We've gotten some interesting notes from our our Stacker community. Doug.
Doug
Yeah, Joe, we got some great ones. Stacker Gary shared his Spotify unwrapped results. Just want to provide my unwrapped results. He says Stacking Benjamin's was my number one podcast on the Spotify 2025. Wrapped this year after listening to over seven.
Joe
That's fantastic.
Doug
After listening to over 7914 minutes. I can't believe I haven't learnt anything he says learnt. I never know when to use that. But I'm impressed, Gary. He hasn't learned anything. Thanks for the greatest show in finance. And by the way, I'm a little confused about The Kit Kat. Which side is better? Mine has one side bigger than the other. Does that mean anything or, you know, just for Doug. I corrected him, Gary. He had it wrong. It isn't the kid, Kat. It's the Twix.
Joe
It was the Twix. It was the Twix. You wonder if Gary's got a Twixt as well. Maybe. I don't know.
Doug
Are you a left side or a right side?
Joe
We had a lot of people share their Spotify Unwrapped and it's so thrilling to see some of our Stackers spending so much time with us this year. Thank you so much for trusting us with your time. We know that it's valuable and I love the fact that this year, speaking of Spotify, Spotify really stepped up with the ability for us to talk to people there and chat back and forth. I know we can't do that on Apple, which is really frustrating when somebody leaves us a review and I'm like, I can tell you why. We were thinking that you might not like what we were thinking, which I can appreciate. But I love the fact that we can chat about the show and some of the making of the show and what's going on in the community. I'm going to try in 2026 and I. The keyword here is try, because you never know what's going to happen. But they give us the ability to post polls and so we can put up polls, we can ask questions. Going to try to do that more in 2026 because I really enjoy the back and forth. I love it when we get replies to the stuff that we do here. It makes it really fun to create new episodes. So thanks for that, Gary, and thanks to everybody who shared their Spotify Unwrapped. So, so, so cool. We actually did our own version of unwrapped in the 201 last week as well about some of the crazy statistics and stuff that happened here in Mom's basement.
Doug
Yeah, Joe, I'm hoping you can help me with this next note we got, though. I'm. I don't get it. I'm a little confused by this. I don't know what caused this note, but I need. I need everybody's help.
Joe
Shane.
Doug
Shane sent a very curious note that says, next year, Doug and the Three Ghosts of Diarrhea Past, Diarrhea Present and Diarrhea Future.
Joe
I think he's talking about OG's grandpa and his toilet paper solution. That was kind of GROSS. We ended 2025 on a really shitty topic. I think that's where Shane was going.
Doug
I forgot all about that.
OG
Had nothing to do with diarrhea, as I recall.
Joe
It did not. No. But just imagine how that ruins your grandpa's plan. Just I guess to.
Doug
Thanks, Shane.
Joe
A couple more things about that episode, which is for people that are new here, an annual episode we do around holiday time where we talk about the mistakes of the past and the present and having a better future. Dug in the Three Ghosts. Chris, who apparently lives up the road from me in Little Rock. Chris wrote perfect weather and location for listening to the three Ghosts. He's got a highway sign that says headed toward Texarkana and Dallas near Hot Springs, so not that far from us. And it's gray and it's overcast, and he's listening to it with the perfect weather as he's driving down the road.
Doug
That was a cool post.
Joe
Yeah. And another stacker, Matt, had some commentary. You know, we talked og on that episode about especially when you're in debt and you're just starting out and you want to take a vacation or do something really fun. Prepaying. Yeah, Right. And prepaying for pieces of it makes it so that you don't get into a ton of debt. Like I did the first time I went to Disney. We talked about the second time. I prepaid a piece at a time. I bought my tickets at a time. I bought the hotel rooms. Like, I slowly built up. And then we had a completely prepaid trip. And he talked about how prepaying is so enjoyable for him and it makes everything so much easier since the first time he heard Doug in the Three Ghost a few years ago, which is great. He. He likes the fact that we got to remember.
Doug
Remember that, like, you were playing Scattergories with us, Joe. Because that also came up. The letter was A. And one of the categories was things you sa up for. And I wrote admission to Disneyland.
Joe
And did they vote that one down, too?
Doug
It was controversial.
Joe
It sounds like a mean game of Scattergories you were playing.
Doug
Oh, it was. It was heated. We had to bring in an independent judge. It got heated. We had some. We had some great ones. Here was a great one. I. I think the letter was M and the category was states. My son wrote matter. Oh.
Joe
I would have put mass confusion.
Doug
Yeah, I know. Slow clap. People wanted to argue it, but we're like, damn, that's good.
Joe
Yeah. Yeah.
Doug
Or we had another one, Wireless things. And the letter was elephant or the letter was E and somebody wrote elephant. Oh, there's no wires in an elephant.
Joe
No, no. That's so good. Well, thank you for the notes, everybody. Please keep those coming whether it's on Spotify. Notes to me, Joe, stackybenjmans.com or in Mom's basement, our Facebook group, where our friends who hang out together share good money tips, some dad jokes, and thoughts about the episodes. All right, that's going to do it for today. Except this. If you want to start off 2026 with a bang, what a better way to do it than spending time here with us today. But if you need more help and you need good people in your corner to help you out, OG and his team of Anna and the rest of the team at OG's firm, they're taking clients. So head to stackingbenjamins.com OG to get on their calendar. You want to do that early this year. So 2026, you're kicking it off on the right foot. All right, we end each episode by asking Doug, of all people, we asked Doug, Doug, Doug. What should we have learned on today's show?
Doug
Not the direction most people would go.
Joe
In may not be what we should have learned, but, Doug, what do you think?
Doug
What did I learn? Well, Joe, first, take some advice from today's headlines. 2026, different year, but the same basic rules will still apply. Second, did you hear my first letter lesson? But still think you want to peek at an IPO or invest in some hot real estate scheme? Get your hand out of that cookie jar or Joe's mom's gonna whack it with a wooden spoon.
Joe
Ouch.
Doug
Probably that one that has the nail through it anyway. But the big loud. It's there, dude.
Joe
It feels like it, but I don't think so. That would be cruelty.
Doug
She's a ninja with that spoon. But the big, big lesson. I can't believe I compared you to Bruce Springsteen earlier. I mean, you're way better looking than the Boss. Maybe. I mean, pretty much everybody is, but maybe, like, Taylor Swift is your spirit celebrity or. Or.
Joe
No, no, no. I got it.
Doug
I got it. Ryan Gosling. Oh, you think you're more handsome than Ryan Gosling? Okay, maybe. Jonathan Bailey. Beyonce. That's it. That's it. You're the Beyonce of personal finance. You even Joe's mom can get behind that one. Now go tell all your friends. Thanks for kicking off this year with us stackers. Come join us and our first mentor of 2026. On Wednesday, when the Laura Vandercam joins us, she'll share her time management secrets to help you accomplish more and enjoy more free time. All year long. This show is the property of SP Pot LLC, Copyright 2026 and is created by Josal Sehai. You'll find out about our awesome team@stackingbenjamins.com along with the show notes and how you can find us on YouTube and all the usual social media spots. Come say hello and oh yeah, before I go, not only should you not take advice from these nerds, don't take advice from people you don't know. This show is for entertainment purposes only. Before making any financial decisions, speak with a real financial advisor. I'm Joe's mom's neighbor, Doug, and we'll see you next time back here at the Stacking Benjamin show.
Joe
Sam. Well, I went and saw one of the movies, guys. That was is supposedly when the movie's up for Oscars this year, and I like seeing all of those before the Oscars come out. This is a movie starring Timil Timothy. I pronounce his name wrong all the time. Doug. How do you say it?
Doug
I love this. It's shilly zay is Timothy.
Joe
Absolutely. Also I call him Timothy Chamalier. But it's. It's just Shalom.
Doug
Just shalom. Like Shalimar.
Joe
Timothy Shalom. Great group from the Gwyneth Paltrow. And we're going to talk about another guy who's in this movie here in a minute. But this is Marty Supreme. I have a purpose. Okay.
OG
Let me ask you something.
Joe
Do you make money at this little table tennis thing? Not yet.
Sponsor Voice
Do you have a job?
Joe
No. Backhead. Backhead forehead.
OG
How do you live?
Joe
Well, I live with the confidence.
OG
If I believe in myself, the money will follow.
Joe
And what do you plan to do.
OG
If this whole dream of yours doesn't work out?
Joe
That doesn't even enter my consciousness.
Doug
Maybe it should.
Joe
That sounds like people who start a podcast want to make a living off it. I have this belief that if I start up. It's always funny when people podcast for three weeks and they're like, hey, so how do I monetize? It's crazy. This is a fictionalized account of actually a real life person who is a table tennis star and a hustler. First name of Marty, played by Timothy, Timothy Shamstilize and also starring one of the people. He actually is as much of a hustler as he is a table tennis player. He does think he has a purpose, which is to be the top table tennis player in the world. He gets shocked the first time that he goes to a table tennis event that he's expected to win. And The Japanese who recently had not been allowed to compete after World War II in all these different competitions, that ban was lifted. And now they have a table tennis star who kicks the crap out of him. And he's angry and he's frustrated and his goal is to get back to number one, to face this Japanese table tennis star. Gwyneth Paltrow plays one of the people that he takes advantage of during the movie. She had been a movie star. This, this gentleman, Marty. The entire movie's taken advantage of people. In fact, he has a run in with a character played by Penn Jillette. So there's all kinds of people in this movie.
OG
Wow.
Joe
Gwyneth Paltrow's husband in the film and who has a major role in the film is Kevin o'. Leary. The guy who's the Shark Tank dude, who's not even an actor. I've never seen him in a movie. He's incredible. He plays himself. He's a total. He's just a complete, complete jerk. Like he is a lot of the time on Shark Tank. Kevin o' Leary does a really nice job.
Doug
I hear you saying OG has an acting future.
Joe
Yeah, I think he does. I think OG we can. It isn't a leap forward. This is the new you in 2026. Hollywood agents, if you need a star, get them ahead of time. Oh, geez.
OG
This is all an act, by the way.
Joe
Well, it's been beautiful. You played this part now since 2012. Like it's amazing. Well, 2011, if we go with the earlier shows that we had so strongly acted. Timothy what's his name is amazing. Gwyneth Paltrow is incredible. Kevin o' Leary is. Is also great. This movie couldn't have sucked more. It could not have sucked more. It was all over the place. I like watching movies with empathetic characters that I want to follow. I hate this Marty dude. I hated him from the beginning. He's scamming everybody. He's trying to get a free lunch the entire time. I want to get out of the movie theater. Every cringe worthy scene. Take Ricky Gervais humor, which is very much. Oh God, this is a train wreck in slow motion. But make it not funny. Make it schizophrenic. Put it all over the place. This movie was such garbage. And I think this is one of those things, Doug, that you and I have talked about in the past with like the studio where, where Hollywood insiders have these great actors and it's like they know too much about film and they're too much Inside baseball. And they're like, oh my God. Well, the visuals great and the acting was great. Yes. All that is a yes. But the story is script was horrible. And who in middle America wants to go spend two hours with a bunch of jerks that I don't want to support or believe in. One critic even called this I, Cheryl and I looked up the Rotten Tomatoes for this movie. One critic called it a feelgood movie. Feel good. Somebody ripping people off the entire movie. There's a feel good moment. And I'm gonna trust that you're not going to go see this film because I wouldn't go see it. I wouldn't waste any time on this movie. But the last two minutes of the movie are feel good. The last two minutes of the film, the other two hours are complete. Feel bad about humanity, about yourself, about the fact that you've been taken advantage of.
Doug
Oh God. We watched Flight recently, the old Denzel Washington movie where he's an alcoholic pilot.
Joe
Upside down plane.
Doug
He's upside down. And, and I mean an amazing performance. You can't call that a feel good movie except for the last 90 seconds where he reconciles with his son right at the end. Or his son chooses to come to him in prison and learn about his dad. But up until then, it's a pretty rough ride.
Joe
Did you like the movie though?
Doug
Yeah, it's not my first time seeing it. I do like it. Don't love it. He's amazing. It's really it. You made me think of it because great performances in that movie. Kelly Reilly, I've forgotten. It's an early Kelly Reilly appearance from, you know, Yellowstone fame. She's quite good in it. There's a, there's a few other really good. And Denzel is just Denzel. Unbelievable. But it's just not a feel good movie. It's the great scene at the beginning where he's saving the plane and cool scenes in the trial at. Towards the end. But just rough, like leaving Las Vegas. Right. Amazing performances. But you're like, oh my God, this is killing me. Can we get out of here?
Joe
If you've watched Marty supreme and you liked it, I would love to hear from you, like you fight me on this. What, what did you see in this film? I, I generally, as you guys know, I agree with the critics a lot. People like, oh, I can't stand that. I, I kind of follow the critics and like what the critics do say and do and, and generally enjoy those movies. This one I was so excited to see and halfway through the movie I'm like, when does this end? Does this end anytime soon? Because, oh, Lord.
Hosts: Joe Saul-Sehy, OG, and Doug
Theme: “2026: New Year, Old Rules – Ignore the Hype, Build Real Wealth”
The Stacking Benjamins crew rings in the new year by debunking popular financial fads like hot IPOs and “engineered” real estate schemes, reminding listeners that building wealth isn’t about chasing trends—but sticking to time-tested principles. Joe, OG, and Doug use real-life examples, personal stories, and their signature humor to show why the “old rules” of investing still rule.
Time Stamp: 05:25 – 07:06
"The theme today is it's a new year, but the old rules still apply...the same rules can apply in 2026 that applied in 2025 and before." — Joe (05:25)
Time Stamp: 09:05 – 16:30
"If I put five grand into a slot machine or five grand into a penny stock, you know, I probably have the same outcome potential." — OG (12:14)
Time Stamp: 20:16 – 26:11
"There is no way to have stock returns without stock volatility. It doesn't exist...If there was a better thing than stocks, the universe would do that." — OG (25:04)
Time Stamp: 26:51 – 29:26
"That's the same thing, Joe, as what you're talking about in terms of volatility, standard deviation...you can build out that bet. What do you think the math wizards at DraftKings have figured out..." (27:58)
Time Stamp: 20:16 – 24:01; 38:18 – 42:50
Time Stamp: 44:18 – 60:06
“You have a luck bucket and an experience bucket, and your goal is to fill up your experience bucket before you run out of your luck bucket.” (44:18)
“A lot of people listen to shows like ours because they want to find ways to get rich more quickly. And you are eliminating some of that serendipity in order to get some more certainty.” (47:09)
Time Stamp: 50:49 – 60:06
“Asset allocation…isn’t so much about picking the right thing as it is about avoiding the wrong thing.” — Joe (52:54)
“Pick the one that suits whatever company you’re at.” — OG (56:20)
“Don’t let the tax tail wag the dog.” — OG (57:11)
| Segment | Start | End | |---------------------------------------------------------|---------|---------| | Banter & Salute to Troops, New Year’s Reflections | 01:00 | 07:06 | | IPO Scams & Penny Stock Lessons | 09:05 | 16:30 | | Real Estate Schemes (Yieldstreet, Fundrise) | 20:16 | 24:01 | | Gambling Parallel, Volatility, & Luck vs. Skill | 26:51 | 29:26 | | Real Estate Tax TikTok Minute | 39:53 | 42:50 | | Practical Wealth-Building vs. Chasing Trends | 44:18 | 48:52 | | Investing Order of Operations: Allocation/Selection/Tax | 50:49 | 60:06 | | Listener Community Notes & Wrap Up | 61:17 | 69:06 |
2026 may be a “new year,” but no matter what’s trending—real estate schemes, risky IPOs, or whatever TikTok pitches next—building wealth comes down to the basics: patience, broad diversification, and avoiding shortcuts. The “same old rules” are still your best bet.
Next Episode:
Time management expert Laura Vanderkam joins the show Wednesday with strategies to help you make the most of your time all year long.