Money Rehab with Nicole Lapin
Money Rehab with Nicole Lapin

Trading Options 101 with NFL Linebacker Turned Wall Street MVP Pete Najarian

2d ago55:3610,863 words
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Pete Najarian is an NFL linebacker turned successful options trader and today he joins Money Rehab to break down exactly what's happening in the markets right now, where the big opportunities are hidi...

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You can pass on one question. I don't need to pass on this. FDIC is an NFL line-backer turned options trader, who became one of the most successful and recognizable figures on Wall Street. He and his brother, John Co. found an options education platform option monster and

online brokerage firm rate of monster, which are acquired by E-Trade for $750 million.

If you're watching this on video, you will see that he is like 10 feet tall, has a go-t, a rat tail, the whole thing, and has watches and bracelets that make a jangling sound throughout the interview, he basically comes with his own sound effects. Today, Pete and I get into what's actually happening in the markets and where there are big opportunities for investors.

I've been extremely bullish and continue to be so in some of the precious metals, both gold and silver.

He also breaks down how to invest in options and whether or not you should.

Since my way of buying insurance, you buy insurance on your car, your car is only worth 50 grand, right, or 70 grand, whatever it might be, but your option position or your stock position might be worth millions of dollars, so why wouldn't you protect that by buying the puts that would then protect you? Then we get pretty deep and go into money confessions that most people don't say how loud.

Yeah, that was a tough one, that was brutal, it's still brutal. I'm Nicole Lappin, the only financial expert you don't need a dictionary to understand. It's time for some money ryan. Pete and a gerian, welcome to money rehab. Thanks, it's wonderful beer.

So excited to have you here.

So I don't know if you remember, but a million and a half years ago,

circa 2003, 2004, I was a baby reporter on the floor of the Chicago

Mark and the seabough, and I was at first business network.

first business, yes, absolutely. May it rest in peace. It was naturally sedicated morning business show, and I was a reporter, a technology reporter at the time, like reporting on the advent of Gmail, you know, stuff I should have like really bought back then. And you and your brother were like larger than life characters, but to be fair, like all the men, and really there were like 99.9% men there,

were really larger than life characters. It was such like a locker room situation back then.

And so you won't remember me, I'm sure, but I remembered you and all of the traders there that

really like made that experience for me, my, my 4A into business. You described them perfectly how you, the description of who they are on the trading floor back then, especially, but, you know, I was so buried into the pit that I was in. We had the largest volume pit on the trading floor of the seabee OE at one time. It was micront technology was the

primary stock that people were trading in. At the time, most people had never even heard of them.

They didn't know what they were or anything because it had names like Intel and others that people were familiar with, and now people know more and more about micron because it's become a big deal. But back then, it was just a phenomenal trader. And I just said, "Hey, look, we got to attack this thing and go after." Because we didn't back, there was a point in time in the world where IBM only traded in Chicago. And micron, pretty much, only traded in San Francisco. And stuff

like that. And then, eventually, everything started to come together and everybody could have it on whatever exchange you were on. You could trade those options. It was a wild trading pit, unbelievable. I like it too, to kind of like a Middle Eastern bizarre slash like Frat House. Well said with the Frat House. You're right. If you could take people into that world because it's not that way today. Now, everything is kind of a backdrop for CNBC. But back in the day, I remember I couldn't wear

heels that were over a certain number of inches or skirts that were too short. The women's bathroom

was super teeny tiny. I think they were like two or three other women there. I was in the middle

of the pit one day. And like some guys, I don't think it was you. But like picked me up and moved me out of their way. Like it was that crazy kind of wolf of Wall Street vibe. Yeah, well, when I got done playing football, some of my friends were still playing. And I had one really good friend who was six foot six and about three hundred and forty pound guy. So a very large human being. And when he came to the floor, there were guys offering him money just to be able to hold a spot for them in

the trading pit. So it's amazing. I mean, he was literally, and this is 19 or yeah about 1994 or five, something like that. And he was getting 100, 100 grand. They would pay him just to stand there and hold a spot so that they, when they come back in the trading pit, they can get their spot again because this man's got it. So he didn't do it. But it was, it was an offer that he was looking at. But he ended up being a coach and college football and he's still in college football to this

day. We did that like physical presence because it was like really man to man kind of combat going on there. Well, it's kind of why John and I both looked pretty ridiculous and we both know it.

We've got these, well, we used to have a lot more here here. But we have, we do, I've always had longer here.

And that and then grow your go-ty out a little bit and make people think that you're, you're somebody that you really aren't, but they, they are maybe a little intimidated. So, you know, they see and they're like, well, this guy doesn't have anything to lose if we fight. Because they're a fight till the time. And I don't know how to be over some. But there was a lot of times on the trading floor. People would either fight on the trading floor, which was a big mistake,

because that's going to be a far and a lot of money. Or they bring you, they, they would go outside by this thing called the horse. It was a big horse statue out there. And they would go over there and fight over there. So, I mean, there was a lot of, you know, sort of sports that really kind

of came into this whole thing, maybe boxing if you want to, or wrestling. I mean, there was so much

tough stuff around it. A little too much. But you and your brother always had a vibe. Like you and

your glorious go-ty is hat. Yes. I mean, it's not like a Wall Street vibe. And look at your jewelry. Again. Yeah, still to this day, right? And when somebody thinks Wall Street, they're not thinking, big, clunky, jewelry and long hair. No, they're not. They're looking for the really clean, preppy guy who came from Penn or from Harvard or whatever. And we were pretty big at one time on the trading floor. I think we might have peaked out at about 20 some odd traders that we backed.

It's funny because some of the guys that we had, not one of them actually had an Ivy League background. Most of them barely got out of high school. But it became something where we were looking

For somebody who's aggressive and were they smart enough to be able to figure...

and execute and with the aggressive side, it really makes you a much better trader, right? I mean,

so that's what we did. And by the way, when you're speaking about women, we have the most women

traders of any group on the trading floor. How many? We didn't care if you're, you know, male or female or anything. Can you, can you execute when you're down there? And so I think we peaked out with five girls at one point in time and probably 20 guys, something like that. I'm glad that you

well represented. So let's get into the state of the market right now because it's always

feels like it's kuku chaos. The markets just don't like uncertainty, right? I mean, that really is the big deal about the markets because when there's certainty out there, people are pretty comfortable and they do their thing. But you know, all of a sudden you throw a few things in there, the government shut down or whatever you want to say, it's going to cause the market to have a little bit of a tummy ache for sure. Where are you seeing right now opportunities? There's

so many sectors that feel over high. Like, where are you bullish? Where are you bearish right now?

I've been extremely bullish and continue to be so in some of the precious metals, both gold and silver and copper and copper. Yep, you mentioned that one as well. It's a good one. And shoot, there's a few others out there that hardly get talked about. But a lot of the time, we can just see some of these things kind of playing out because John and I built these algorithms that show us different trades that are happening around the markets. And they've been just spot on. It's just been absolutely

amazing. Just to see coming into by GLD, which is a culture, the gold ETF and the SLV, same type of thing, where we see huge monstrous call by. And when we see that, we really don't listen to anybody on TV. We really don't care what they have to say. We go through all these other things. But that is telling us a lot. And it's been amazing. The run that's been to the upside has been

absolutely incredible. It's not always a perfect line that goes, you know, bottom left to the upper

right. But it oftentimes gets there to the upper right. You know, it pulls back, which is a healthy way to watch something move. You know, generally, you're not going to go straight up. You're going to have these points in time where it pulls back a little bit. Then it starts to springboard again and then then again and again. It's been going on for the better part of it, least a year. And you know, it's interesting because I'll call my brother John up. And I'll go, hey, did you see they just bought

113,000 calls just today on GLD in one trade? Did you see them? We so have to decode that. So, okay, I want to get into a complete cheat sheet around all the options. So, when I was taking the series 65, I remember having like a cheat sheet thing with like buy sell calls and puts and like

which ones are bearish and which ones are bullish. And honestly, like you have to help me because they

can get really, really confusing. But it's so important to talk about what those movements are because it tells you so much. So sorry, I continue and then we'll double click. Well, you know, it's interesting because when we start to see what we consider to be unusual activity and unusual activity is just when you start seeing huge massive size. And if that size is not just somebody with a 100, 100, 100, 100 and all of a sudden you've got a thousand options. I'm talking about somebody who

walks into a trading pit somewhere or now it's, you know, on the internet and they come in and they buy 5,000 of one specific strike in the options world. And that that immediately makes me look at it and go, whoa, hey, now I got to pay attention to this one. And it's interesting because as you start to go into the day, it might start off with just let's just say gold. But all the sudden you start to see a gold minor name starts to pop up and a silver starts to move around and you

start to see all these different things happening. It gives us what we think is an advantage to be able to see. All right, well, there's somebody out there. Doesn't mean they're right. But they're spending a lot of money on what they think is right, which is they think there's going to be movement to the upside. They think that whether it's GLD or SLV or any of the miners or any of anything within that world of gold and silver and copper. So in plain English, if somebody's

buying a lot of calls, they think that it's going to go up and on the flip side puts, they think it's going to go down. Right, exactly right. Yeah. So if they came in and we see that a lot too, on stocks that have maybe made a big run to the upside and if they've gone too fast too quickly, they've made it this giant move to the upside. Some stock, whatever it might be, it could be IBM. Let's just say, and suddenly we see a gigantic amount of puts being bought. There's one of

two things going is the first thing in my head is number one, they're getting pretty bearish. They

Think IBM's going to pull back after a huge run that it's made or it's somebo...

protection. They've been in IBM from 140 and now it's trading 220 and there's somebody's out there

and they decide, you know what, I'm going to buy the 200 puts because I want to protect this. It's my way of buying insurance. You buy insurance on your car, your car's only worth 50 grand, right, or 70 grand. Whatever it might be, but your option position or your stock position might be worth millions of dollars. So why wouldn't you protect that by buying the puts that would then protect you because if it goes fast to the downside, those puts get start to have a lot more value

to them. You might have bought them for $2. Now they're $4. Now they're $8. Whatever it might be because if it was to continue to go to the downside, they're going to just move along with that stock or that entity. So like how do we explain this? If we're just starting Professor Nigerian in the school of options, what do we need to know? So we can be used as protection because the used is insurance. You have let's say you bought 100 shares of Google and you are worried that

it's going to go down. So what would you do? You'd buy one because one option, whether it's a caller, a put represents 100 shares, on the put side, it would be selling shares, and on the call side, it would be buying those shares. Okay, so in my very rudimentary knowledge of options,

call up, put down. Right, right. That's pretty much the best way to do it. Yeah, if you're buying,

in both cases, that's exactly the way to do it. If somebody's options curious and so you have to start and you have to open an account, if you get approved, would you suggest that that is a good

first step? It's a great first step. The next step is how to get educated. I mean, you know,

I can't say it enough. Maybe grab a book, you know, John and I've written for what we emphasize in those books is a little bit different. Each one has been tweaked a little bit, but it all kind of comes right back to you got to be educated and understand. Because there are things that really could cost you a lot of money if you didn't understand it properly. Well, we appreciate you given us the cliff notes. Yeah, this is a day. Thank you so much. But top level, you can protect yourself

or you can earn money. Yeah, the Oracle of Omaha has always said that he thinks that options are what is he call it? They're the entity of mass destruction or whatever he says. Funny as thing is he's the largest trader in the world. So that makes it sort of interesting that he says how negative it is and yet he is his options more than anybody. But it's been interesting over the years and he's very, very smart about how he does he will position into stocks through the options

first, almost always. Because you don't have to report options, but you do have to report stock

when you hit certain levels. You have to report, hey, I own 5% of Apple or whatever it might be.

He's an interesting guy and I've met a lot of the people who have worked for him about his positioning and how he does it, but he starts off buying calls. Then eventually he turns those calls into stock. Then he starts to buy a lot more stock than because the stock's already kind of shifting around a little bit. But then he starts selling calls against his stock positions, which is a way where you're actually generating more capital. You're limiting your upside,

but if you feel like the stock is going to slowly move to the upside and then you want to sell some calls. And worst case, it means that he sold the stock at that level that he's selling those calls at with the premium that comes with that. So it's an interesting strategy. He comes in buying, then he comes out selling and he's got very large positions and he heck of a lot of stocks. So after a while, I've gotten used to seeing him now he's retired, but used to watch exact,

I'd say to John, I go, that's Buffett doing that. You can tell by the style and what he's doing and how he's doing and how he's positioning into it. And it's pretty interesting. And there's so many of the biggest of the big who are in the options world. And that's who we try to follow when we say unusual option activity or you away. For my 25 years covering this crazy crazy crazy

world, I know that even Buffett, you have to be careful and sort of decode what they're saying,

why they're saying it, like talking their book or not or like why do they have this position? And that's why you often disclose what you have and why you're saying something and if you're talking something up because you're long or you're short or whatever, there's like usually a reason that somebody's coming out and talking about it. That way, even the Oracle, the the goat, there's also some weird risque jargon in options. And I get the lure, you know,

it's really, really risky. And sometimes risque, like single leg calls, naked positions,

Straddles, strangle, it's like, what are we doing here?

Well, if you're doing, if you're doing an option naked, it means that there's nothing attached.

Okay. I mean, I'm not trying to be funny or anything. It's somebody who came in and they just bought, let's just say for a number, 50,000 options. 50,000 calls. That's naked because they didn't, they didn't do so anything was stocked, they didn't do anything with puts, they didn't do anything selling options. But had they came in and they bought 50,000 calls at 200 and sold 50,000 at 2, 10. Now they've got on a $10 spread. There's, yeah, they're hedging. Yep, exactly right.

And they're just sort of capping it off and they're trying to put in less money to be able to make a pretty substantial amount of money if they put it on correctly. And that's really,

I think, a really smart trade oftentimes because it's really difficult to project a stock.

It's going to go up $25. But if you put on a $20 spread, like we see all the time in certain names, like a Netflix apple, whatever it might be, they buy the 250 strike calls and they sell the 270 strike calls. So it's a $20 spread. And they buy it for $5. I like that trade a lot. I look at it and I go, well, I like the risk reward. I don't think it's really going to run past $20 in the next couple of weeks. So I kind of liked what this guy's thinking I'm going to follow.

Buying an option doesn't mean you're buying the actual underlying asset. And so there are opportunities. I don't know if I was mentioning this earlier when we were catching up, but I started private wealth collective, which is a wealth management offering for our audience with no minimums. And we were having a client call the other day. And this family has a huge concentrated position in one very buzzy, buzzy stock. And we suggested a covered call strategy. I like that. That's the most popular

option strategy in the world. Explain why that is. And why it could be a good option. I think it's

good. Part of the reason I think that it exists as the number one is it's relatively simplistic. You're buying the stock. And so you own the stock. But you're selling a call usually something that's a little bit further above where the stock price is at that time. I'll say in video. Yeah. So if it's in video and videos trading, let's say at 130 or something like that, just as a number. I don't know. I don't care, but sure. I don't think it's much higher than that. I bought it at 40.

So good for you. Thank you so much. Wow. That's a great buy. But so let's say it's you own in video and you own the stock at 120. If you sell the one 30s, so $10 out of the money, you're not expecting it to get up $10 in a fairly short period of time. And you sell those for a dollar.

You basically take that dollar and put it in your pocket because unless the stock goes flying to the

upside and you don't get a chance to buy what you sold back, now that actually is something you

have to know where it's going to be able to take away your stock if you don't buy it back as it goes 130. Okay. Yes. So slower one more time for the folks in the back. So I own a bunch of in video and I want some income as who doesn't. What do I do? So if you were to sell the options, now you're going to take those and on a percentage basis, you are creating better than almost any dividend you could ever find anywhere, right? Because let's say you just sold it for a dollar and you

did it every two weeks, you'd sell this dollar option. Because the market is a dollar at a dollar 50 and you're like, well, I already own the stock anyway. So I'll sell these for a dollar. So you sell them for a dollar and the stock doesn't go up all the way up there. So you don't have any worries. You put a dollar in your pocket. So you're creating your own dividend stream as you're doing this. And there are so many expiration cycles now. It's absolutely crazy because it used to be

quarterly. There was an expiration cycle of there were quarterly options. Then it became okay. Well, there's monthly. Well, then all of a sudden it became, well, forget the monthly. Let's just do it every Friday. Okay. And now we're starting to see where there's even more throughout the week expiring options. But if you were to do this every two weeks and you took

in a dollar and at the end of the year, you never had to worry about it because when you sold the

options, you were able to buy them back for nothing kind of 10 cents or something like that just to protect yourself. But let's say you put a dollar in your pocket and you were able to do that once a month every month of the year. It's not such a bad return. Yeah. And you've you've created that by just selling something that other people were buying for the hopes that maybe that stock could come running up and go through there. So it's it's a lot more simple than most every other

trade that you put on out there because it's it's very limited risk. The the risk that you have is the

Stock goes shooting up to the upside and then you unfortunately got stuck sel...

and now it's trading 140. But there are risks like you could shoot up. You could have

limited upside but you're not losing all your money. Which is why it's so popular for just creating your own like sort of passive income stream for lots of folks. I would love to give you my phone which I'm kind of scared to do. And see what you do with my options account, which is on public

right now. I have never traded options before personally. You should always do paper first.

Okay, so explain that. That's like when you were in grade school and they did the fake. Yeah, accounts. And actually, you know, when John and I had a brokerage company called trade monster, it was the number one brokerage for a very long period of time. I don't know what our run was, but let's just say it was five years or something like that six years. And eventually it went to E-Trade who then went to Morgan Stanley and whatever. We had a whole set up in there where it was just

to paper trade. So a paper trade meeting a fake trade. So you go in and you say, okay. That's not as fun. Well, there's, there's less risk though. I want to take some risk. Okay. So here's my off. Tell me what you see. So I'm, I'm looking at this. Can you do something like very vanilla like a VOO or a video? Tell you what the one that intrigues me probably most is your Microsoft trades. So tell me what. The stock itself is trading around 404. But you're going all the

way up to the 625. So that's like a really long ways up there. But it is going out to January. So you get a lot of time. So just so everybody understands a little bit more about the options. One of the factors of going into price and option is what we call theta, which theta stands for time.

So that's how much time does it have because is this a two-day trade or is this like it actually

is a nine-month trade because you're going all the way to January of 2027. So that does because that there's that much time that puts a lot more premium into the options that you're going to trade. Well, remember in the tariff situation, there was a one-day options trade that seems suspicious. Yes. And it was suspicious. Was it insidery?

Well, it sure feels that way. And you know, John always tells the story. It's not a pleasant

story, but it's a real story, which was we saw an incredible amount of unusual options in the airline companies, American being one of them right ahead of 9/11. So it just shows you that, you know, there's good bad things that can happen in the market and unfortunately that was something where that was used in a bad way because they were buying puts expecting the stocks to go down like they did. Wow. Yeah, there's insider trade because they were doing terrible things.

So there's so many different factors that go into these things. Who's making the trades?

I mean, you you've probably seen all these notes about all these politicians that are suddenly worth, you know, millions and millions of dollars. It's like, well, how did you do that as a senator?

How did you know worth 40 or 50 million dollars? That seems a little bit ridiculous because you

didn't have that money when you started. But and there are all these apps that you can follow. Yeah. Yeah. The trades, although there's a delay where they report and then it, you know, it shows up much later than they actually put the trade in and so it is probably already. How do they not get in trouble? Like if you're looking at crazy options activity, you know, the 9/11 breaks my heart even thinking about it, you know, or, you know, more innocuous

situation of the tariffs. Like, well, how is somebody who's doing one day option, which is not, can you explain that that's not a normal? It's not normal. Although it's becoming getting closer to being or, but it, but it wasn't normal, especially, you know, if you go back to liberation day a year ago, it was not normal. And now all of a sudden, it's becoming that way because the options world is getting that much more interesting and people are getting more

educated and they're getting now more involved. And the one nice thing for, for some of these people, I think if they're doing a one or two day trade is, and it's not dirty, they are doing it because it costs less. They think the stocks get a hop up because of the fact of whatever the fact is. And it's not something illegal, but they're just saying, hey, earnings are tomorrow. I think they're going to be great. I think the stocks are going to go up. So they buy a one-day option for tomorrow.

I mean, the volume has increased and also the access, the access, not access, we'll both, access is increasing because of access that didn't exist when you and I were just running the halls of the sea boat. Okay, wait, so are we putting in a trade? Or what? I'm so intimidated to do that. I don't really want to do this. I don't really want to do this. And I feel like this is the habitation. I just don't like the responsibility. I appreciate it. Well, if you give people a sense

Though of what could happen to the upside, what's an example of the biggest r...

from an option trade? Yeah, the craziest ones, probably some of the crazier ones that we've seen of late have been in, and I mentioned those metals earlier, but if you look at silver, I mean,

silver itself, just silver was up like 170% last year, right? I mean, so in a year. So pretty amazing.

Now, it's pulled back significantly from that when it made that huge run, but I think following

along and seeing that, that was amazing. And I think that a lot of people for a long time didn't understand that it wasn't being bought for the same reason you buy gold. Because you buy gold because you're looking for an asset that that's something more, I guess you'd almost call it reliable or whatever word you want to use. Whereas silver, yeah, it's a precious metal, but that's really not why people buy it. They buy it because it goes in everything. It goes in

your phones. It goes in your computer. It goes into EV cars. It goes into, I mean, take your pick where it goes. It's everywhere. So there's a lot of use for that. And you look at all of these various, I mean, when we say that it's in the semiconductors with the chips and all of that, just give that a little thought of. What are the stocks that we talked the most about over the last two years? Chips talks. AMD in Nvidia and all these things and all these other companies are all making their own

chips now even and stuff like that. So the demand is there for silver. And it's just absolutely

been an incredible run. Now, I think it needs to take pauses now and again and pullbacks now and again,

but I don't see a slow down yet anyway because AI, everybody was saying, well, it's the biggest bubble ever and this at the other and then all of a sudden it kind of runs back up again, right? And then it pulls back a little bit and then it runs back up against. I think that there's a lot of reasons to be interested in a lot of different parts of the market. Whether that means the software stuff that everybody talks about and everything going on with data centers with AI and those kinds of

things, but it's also energy. I mean, look at what just happened in the last few days based upon what's been going on with some of the military things that have been happening, right? I mean, all of a sudden,

you see crude oil, which can't get out of its own way. Finally, starts to springboard back up again in a

big way. And I noticed it out here with your cost of your gas, by the way. They must have jumped it up right away as soon as the oil prices jumped because you guys are paying about 550. I think again. Well, I have a Tesla out here, but so I don't know what the prices are. Well, when I was writing over here, I did see a lot of 550s and five and a quarters and stuff like that in Minnesota. It's three and a quarter. So I just sit there going, that's pretty interesting, but it's pretty quick. And we were 275,

just a couple of days ago. So do you think we missed if we didn't jump into buying gold or silver or copper or any of these metals, is it too late? I can tell you that I'm on a very consistent basis. We still keep seeing what we call unusual option activity. We still continue to see buyers of options that are indicating to me that they think they're still more upside. Yeah. I'll give you a

crazy example of one. Yes, just a couple of days ago, last Friday, Netflix. They finally made the

decisions that they weren't going to make this move, right? Yeah. And so I'm sitting there looking and all of a sudden, I see some huge unusual options being bought, right? 50,000 of these, 30,000 of these, 30,000 of these. I mean, just very, very rapidly, bang, bang, bang, bang, bang. And I was looking at that trade and I'm thinking stocks actually down right now. So why are they buying that? And as I'm thinking about why they're buying it, I got a little bit smarter for myself and I

said, you know, they're buying it because they think that the way it's going to unfold, it actually is much more, it's a better deal for Netflix. So somebody made that sort of decision, doesn't mean

they're right, but that's what they did. And the stock's getting hit, so it doesn't look like that's

right. Well, the one thing that I was sitting there, I was thinking back to my days on the trading floor because I was thinking, wow, when a trade like that comes in, I have to hedge it somehow, right? I'm on the bad side. I was a market maker, you sell and you buy based upon whatever year, the numbers are. So somebody now is extremely short. Well, that's who the professionals are, guys supposedly like me. How am I going to hedge it? I can't, I can't get enough stock to hedge.

So I just started looking and I said, well, they're going to have to buy options themselves to kind of get out of this mess that they're in and loaned behold all of a sudden, these things were moving all over the place because they needed to hedge this because their bosses at the end of the

Day on a Friday, especially are not going to be happy if their short Netflix ...

because they sold all these calls and couldn't find a way to hedge it. Can't be naked on a Friday night.

Yeah, you do not want to go home naked, naked like that. Yeah, that's for sure. That would be bad.

But it's really been interesting to watch that one because it was all happening all at once and it was, and I'm just sitting there going, they can't possibly hedge this. They got to either buy the world out of stock, which they don't want to do, or buy other options to kind of cover what they needed to cover. So it was an interesting, great Friday afternoon of trading that was going on because you know, you had the people who were happy to be sellers, but you also had the

people who were kind of frowning to be buying to try to hedge what they've sold. They was naked

it on Friday. I'm also bad news and stuff. What do you think? We're on to you. They do that, right?

I mean, they really do. It's Fridays is when they do it, or it's over the weekend. Who do you think should be trading options? Or who shouldn't be? Oh, that's a really good question. I would say this. The people that are curious and interested should definitely dig into it. But I would also say the people who shouldn't are the ones that aren't willing to get a full understanding of how the

options work because the worst thing that can happen to somebody is they didn't understand that,

oh, if I sell the call, then that means that if this thing gets taken out, what if the stock gets, what if it's a biotech stock? And they just willy-nilly sell an option, sell a call option. And the stock gets bought out at $50, but it was trading at $20, and they've cured cancer in blah, blah, blah, and so people are pretty excited about this biotech stock. And now you all of a sudden wake up and you're like, wait a minute, I sold those for a dollar and now they're

trading at $30, and I sold 10 of them. So, you know, I've just lost a lot of money, right? So, it's, you know, that you really have to do diligent work to understand it. And if you don't do that, I would say don't trade options. Do you think it's true when people say it's gambling? Yes. That's the easy one for me. It is a gambling. So it attracts dopamine chasers. It does. To some degree, for sure. You know, it's funny because they hate when you say that.

No one ever would, whatever want to hear me say that. But it's true. There's a lot of truth to it,

because, you know, you can stack it up however you want, and it's never going to be perfect.

But you can stack it up, stack it up, stack it up, and then say, all right, how much am I willing to lose on this trade? I hear guys say stuff like that. And you know, those, that tells me that it's a bit of a gambling thing. And it is. I mean, it's, it's a gamble to decide because there's a time frame, obviously, for options that you don't have with stock. With stock, the stock's generally going to be there unless something crazy happens or whatever, whatever, they get bought or they go bankrupt

or whatever. But, you know, if it's, if it's options, well, they expire this coming Friday, or they expire the following Friday, or, you know, however, but there's a time frame for the options to do end. So it's, yeah, I mean, there's a lot of reasons why I do think that there is a bit of a gambling feel for it. And I, long ago, I thought that we should put in a place in Las Vegas where people could walk in there and they could buy a call, a call on Microsoft or something like that.

I mean, I, I would go to that table a lot. Honestly, I do have a hot take when it comes to this

gambling idea because people say trading is like gambling as if it's financial blasphemy. The odds are right on the wall. Show me a blackjack table where the odds are right there on the wall. And I will be sitting there day and night. It is just not the same. Right. Yeah. As going to Vegas. Yeah. It could be considered gambling, but it's very educated. Right. Gambling in terms of what are the risks? You have all the information.

There is risk and people have to know that. But I think quite frankly, isn't buying a stock risky, too? Right. I mean, selling a stock is risky. Buying a stock is risky. There's no promise it's going to go up. Walking outside your door is risky. Right. Yes. So I know I answered that very quickly and I surprised you with that, but it's, I do think that there is something to be said for it's, it's educated gambling. And it, it just is whether somebody likes to agree with it or not or

whatever it's, it is. There is something to it. Do you have rules that people should put in place to protect themselves? Like, you know, don't put x percent of your portfolio into one trade.

That's one.

talked about for a long, long, long time. When I pay a dollar for an option, okay. If that option goes to two sometime between, you know, a very short time frame or whatever, but whatever time frame it is, suddenly it's trading at $2. I take off half. Let's say I bought 20 of them. I'll take 10 off. I'll sell it at 10 of them. Now I have, I got no risk, right? But I still have some sitting there. So it's like, if you bought a stock and it goes up, if you're, yeah, you're selling what the

spread is and you're keeping your cost basis. You're not like, you're taking money off. I'm taking money off the table. And now I still, um, I still have something on the table, but it's basically free money now. Yeah, it's house money. I like that. Um, on the negative side, because you

always have to have the negative side too. You started off and you bought something for $2 and

now all of a sudden it's a dollar. I, I, I tend to think that that's time to say I'm wrong on this trade. I'm going to get out and I'll just try it another time. It's not a good feeling. I have to learn. You know, because I'm always like, you can do it. It's going to come back. Well, you know, and you never know, I'm not saying it's perfect. There's no way that I don't think there is a

perfect answer. But I think that, um, if you do that strategy, you know, it gives you a really good

opportunity to have some success. I think. So it's easy for you to cut, pet bait. It's not easy. But you do it. I'm like you or anybody else. I mean, honestly, I paid $3 for an option and now it's trading for a little over a dollar. I got to make a decision about what went wrong. And just have to kind of, but you're lip a little bit and say, all right, I, I would just wrong on this one. The worst thing that happens is you do that and then the stock goes, I know, which is a terrible feeling. But,

you know, there's every decision has some sort of outcome, right? And, you know, it's not always

perfect. Well, there's a sunk cost fellacy, right? You're like, how do you talk yourself out of that? What goes on in your brain? Tell me, Pete, I know it's a scary place. I think the the greatest thing that football taught me was that somebody's going to lose, right? At the end of the game, somebody loses. It's just the way it is. And you're hopeful that you're fortunate enough to win a lot

more of those than losing. I think I learned in a lot of the discipline that I have in trading really

did come from my sports background. I got to come back another day for that one or whatever. You know, whatever it might be, you just have to be disciplined and understand. All right, I turned out to have been wrong on this trade. I got to clean it up and I got to move on and not think about it again. I personally won't even look at the stock again until there's a reason for me to look at it to make another trade in that stock. I won't look at it. And I see people who will stare at it all day

long. I have a son and law. I love him to death. But when he has a bad trade, he will look at it all. He did everything right. He got out of the trade. Now all of a sudden it went back up. And I'm like, well, how did you know that? Don't look at it. Yeah, if you're like your ex, delete their photos. Absolutely. I mean, as an options trader, do you feel like it's more offensive? My, my sports analogy. It was fun, but do you think you're

more in like an offensive posture or defensive posture when you're trading? I think more offensive.

I mean, I, you know, I see what I see at our market rebellion stuff that's unusual option activity. I see it. I'll stare at it and think about it and then think, what is a catalyst? What could happen? What does this make sense? And if everything sort of lines up, and I do the trade, I'm okay with it. And I think that's more offensive. I think defensive is what you play when, when you were wrong about it. Right. And you've got to have that strong defense that says, let's just get out of here and

we're done with this one and then move on to the next one. Okay, last analogy, who is your investing MVP? You know what? This will sound sappy. It's probably my brother. I knew you were going to say that. Well, he's my older brother, you know, and he literally, when I got to the trading floor in Chicago, he started in '81 after he was with the bears. And when I got there, he was considered by heck of a lot of people on the floor as a big, tough, mean, smart guy who was king of the IBM pit.

And so watching him as a guy who's background was in graphic arts have success on the trading

floor is absolutely amazing to me, right? So if you guys, yeah, and I was, I was pre-med, so I did have

a lot more financial type things going on, like, you know, biology and chemistry. There's a lot of, you know, numbers that really do come into play and a lot of that stuff. But it's, it's just interesting that he was so far away from it, you know, graphic arts guy. I mean, literally,

He was a guy painting things and stuff, and then yeah, I do too.

success that he had and has or whatever, but that he had when he stood on the trading floor, he literally just left the trading floor when I got there in 1992. He kind of went upstairs and sort of looked over everything. And, and I became the guy on the floor who kind of was like the risk manager for the whole firm. But, yeah, a lot of fun, a lot of fun. It's fun to work with my brother. Can I be adopted? You can be a younger sister. Thank you so much. Do we have a new game that I'd love

to play with you? Speaking of games I'll never play football, but this is a game that I hopefully

can play called "Secure the Bag." Okay. So, I have this bag of money questions for you. Okay.

And answer them. I'll answer with you if you want. Okay. Have you ever hidden a purchase from a partner?

You can pass on one question. I don't need to pass on this. No. I haven't. No. We don't have to expand on this. That could be too dangerous there. All right. So, I'm grabbing another one. Have you ever cried over money? Oh. I haven't seen these. I've never cried over money. I've gotten angry over money. I've never cried over. I think I've cried over money, but not in investing sense. Like in a more personal sense or what the money represented. Like,

you know, my house was for close-on when I was a kid. That type of stuff. I think is money related.

It falls me to cry. I always knew there was another day. So, I didn't, you know, I try to be in my

wife always has been amazed by my even keel side of me or whatever, because if I have a great day, it's a great day, but it's the end of the day. So, so what? Right? What about happy tears? No. I try not to go too high, too low. I really don't really go low, ever. And I go a little warm, but not too high. I remember on the floor one day, the guy was so upset. Again, this was like 25 years ago. Took a bunch of cash and just like threw it out. And it was kind of a weird vibe because

I was, you know, 18 at the time. And so I was like, "Can I grab this?" I was like, "I'll grab it." But also it's kind of taboo. Like, don't pick it out. He's really upset. It's you're going to come back and get it, but also that's a hundred bucks. So, because this is true. I don't know. That's classic. But that's like that was what that era was. Yeah. With a lot of big emotions, but more on the anger side than the tear side.

What's your biggest money fear? Wow. That one's hard for me just because I'm not really sure I even understand. You don't understand fear, Pete. I don't mean that in a cocky way or whatever. I just don't give me some of whatever you're taking. It is, buddy. I got so used to, you know, that my background of like where I went to school for junior high and high school

definitely turned who I was into who I am. And I never even thought about it. So, I didn't

ever really think about fear and that kind of thing and whatever. I don't know if you want to

share any of this. Of course, feel free to pass, but you lost your home in Florida. That made me cry. No, I didn't cry, but it sure made me angry. Yeah, I had to hurt. We had two hurricanes back to back came through, took our house that we had just finished. It was the last touches of the house in April and then in October. Custom, custom, everything, 20 feet from the Gulf of Mexico. I mean, you know, how do you, it was our dream home from my wife and I. And she was the general

contractor. She did it all. She made sure the guys were there because she didn't like the way it was getting run the way it was. Girl, that's for my heart. Oh, my goodness. I mean, she had to go and go, okay. Let's get going, guys. But yeah, that was, that was a tough one. That was brutal. It's still

brutal because it's just going on and I think I told you, but August of 2027, I think is when we're

supposed to go to court with the insurance people. This happened two years ago. It's kind of like, well, what in the world, how long can you stretch it out? But yeah, that one's pretty. That one's that one bugged me pretty good. But more angry than, you know, not, I don't know, a big sad guy. I mean, every other answer is like a bunch of laughing, which I love. Sorry about that. You're amazing. Infectious cackle. I love it. Sorry. No, it's an experience. So you're not fearful

of rebuilding, or maybe, you know, your wife would have a different answer. No, I think she's in the same boat with me. I mean, we basically, we made a decision as we're going to, you know, get this

Thing taken care of one way or the other.

supposed to do. But we, we want to Airbnb. I mean, like, for instance, I'll tell you, I'm,

I grew up early in life in the Bay Area, California. I still love it up there. I love it down

here. I have friends in Manhattan Beach. I'm going to be with them tonight, actually. So I love it there. And I really love Manhattan Beach. So, you know, between those places and Tahoe and different parts of Utah and Arizona and stuff, I would much rather Wyoming and Montana. I literally would love to just do an Airbnb for two months or three months and then go back to Minnesota where we kind of

want to always stay with our house that we've got there. But we love it. We really, we really do love it

up in Minnesota. It's, it's a great spot. It's not for everybody because the winters are long. But it's a great city. I mean, you know, the Twin Cities are, are really pretty fun. We've got all the major sports and all that kind of stuff. So it's pretty killer. Yeah, we like it. And two big clear because one of the most searched questions about you, you're not twins. You're, you and your brother are not twins. But I don't know which one that's you know, good or bad for, right? Because

he's six years older and I'm six years younger, obviously. But it's like, well, either that's a

compliment to him or a slap to me. I don't know. I don't know how to take it. I think it's the

guys just are, you know, so simple to call. Yeah, you know, we've never had a fight, never had an

argument in our lives. He was kind of a mean guy when he was a kid. But, you know, past past like 16, he's been pretty good. Oh, I'm so happy that I'm part of the family now. Yeah, you're part of the great part of it. When you were a kid, did you think you would be rich when you grew up? I never cared. I really, I don't know that I, even to this day, like, I'll give you an example like if you said, well, what do you mean? Don't care. I drive a 2013 F-150 pickup truck with 290,000 miles

on it. I really don't care. I'm my wife and other people try to get me to buy a new car or whatever. I'm like, why? This thing's great. So the money part is you and Warren. It's just not who I am, I guess. I'm rolling around in your old gelapis. How about you? You didn't answer this one.

I definitely didn't think I would be rich when I was young. No way. Absolutely not.

What's your biggest money regret? What's your biggest money regret? I don't know. No regrets, like not even because you move on so quickly from a trade. You have such a healthy mindset. Again, you guys need to bottle that. The only money regrets I probably over time probably have ever thought about was certain houses that when we were looking, we should have maybe bought this one versus that one or whatever. But my wife does a very good job of making a house-a-home type thing.

So it's pretty easy. We could live almost anywhere really. Again, woman after my own heart. Oh my gosh, the show is not long enough for all my money regrets. But the biggest one is you know, I wish I started earlier. I wish I started an investing earlier. I don't think anyone. We had like a billboard campaign for a minute. That said, I'm glad I didn't invest earlier. I said no one ever. And what is next for you? There's a lot of pressure to be in politics.

Minnesota, famous sports, turned political. A lot of people in Minnesota would love for me to explore the whole governor thing. So there's groups of very wealthy people who have reached out to me who asked me to to potentially think it over at least if nothing else. And I've thought about it a little bit. And I've heard from, and I'll say Jesse Ventura because he's a neighbor and a friend and I've known him since he got back from Vietnam and all that type of thing. So he's he's been a friend forever.

And he really would love the idea if I would do that. I don't know enough about, I don't think I'm a political guy. It's not really my deal. Would you be a Republican? Yes, I would. He was an independent when he won. And so he would prefer that I did something like that. But I'm not sure I'm going to take his advice on that. No, you're out. It's a no for you dog. Yeah, I don't think I'm. But yeah, that and the football stuff is interesting to me. There's there's a couple of different

things going on that are really, really intriguing to me. And I've got some friends, you know, the

financial friends who have bought different franchisees and stuff over the years and are always

kind of asking me about what would I do? Would I ever consider it? And I definitely have interest in considering it. So we'll see. By a team, be part of a syndicate. I mean, there's so many finance guys that we're such nerds growing up that they're buying a team and they're bringing in. Right. Yeah, they need somebody in there. They would some more on the football side.

If you look around the NFL, you can see which ones have more success than the...

is the owners that actually do bring around the right types of people. We end all over episodes

by asking our guests for a final tip that listeners can take straight to the bank.

Find the area in the market that you like best, that you think you know the best and increase

that knowledge and take a shot. I mean, I think a lot of people just

willy-nilly sort of, you know, sometimes we'll put money into some. It's like give it a lot of thought.

Give something that you know about it. Like I'll give you a crazy one real quick for me Walmart.

Everybody goes, how did you know to buy Walmart? And I'm like, well, you love shopping there?

I go there more than any. I mean, I go there and I see what's going on and I see, you know, especially during the pandemic where there was a big change in its sticking. And the big change

was people trading down. They're still there and they're still at TJMX. So those those two places

TJX and Walmart are I feel like I know them really, really well. And so I feel like I have a pretty good comfort, but everybody's going to have something different, right? So find that. If you can find what you think you know and you do know, you probably have a good chance of having success with it.

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