Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

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cvoege
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by cvoege »

HootingSloth wrote: Wed Sep 04, 2024 12:13 pm
cvoege wrote: Wed Sep 04, 2024 11:14 am
devillif311 wrote: Wed Sep 04, 2024 9:53 am OP, why are you still in the Casino when you have enough? Very risky to assume NVDA will just go up forever. Hasnt hit its high in months now.
Maybe you already know all this, but here's why he's in the casino still. He said in his original coming back post that his expenses had increased and this he was forced to play the slots to get to a higher balance and thus a lower withdrawal rate.

Naturally people responded telling him about lifestyle inflation and how he couldn't rely on lucky stock picks forever, he's need to rein in spending at around 240k per year.

OP then responded that, no no, he hadn't had runaway lifestyle inflation, he just was putting his kids through college and that increased his withdrawal rate to 3.75%, so dangerous and risky that he needed to solve it by making a big leveraged stock play.

Naturally people pointed out that those college expenses were temporary and his current withdrawal rate was perfectly safe with a normal index fund portfolio. Heck, it was even safe if his kids stayed in college forever! And OP agreed! He respected those words of advice and agreed he'd unwind the position via covered calls.

Naturally, people pointed out that that left him exposed to huge downside risk for little gain, and he could close and go back to his normal life, even though he had lost some, his withdrawal rate was safe. It was around then that OP just stopped responding to anything critical and just provided updates on his positions.

So, as a final answer to your question of why he's still in the casino, the reason is there is no logical reason. He just wants to gamble. Though I'm guessing now his reasoning is that he needs to get back what he lost and the only way to do that is to keep gambling. I wonder if there's a term for that... Oh yeah, https://en.m.wikipedia.org/wiki/Gambler%27s_fallacy
I may have missed out on earlier discussion in the thread, but has the OP explained the rationale for simultaneously selling covered calls and holding a 2x daily-leveraged ETF in the same underlying? Doesn't selling covered calls gamble on the price staying relatively flat, which suggests the 2x fund likely would get whacked by volatility drag? What is he even gambling on?

The combination of one early win followed by a series of apparent net losses, a seemingly inconsistent strategy based entirely on positions in "meme" stocks, and not understanding what benchmark should be used to compare performance seems like a grim (but familiar) story.
No he has not really explained his rationale well. He clearly doesn't understand the investments he's holding. I mentioned earlier in the thread, but I think he thinks covered calls are a super secret magic money printing market instrument. He did it with TSLA and it worked well for him since it let him make some passive income while the stock stalled until it became a long term capital gain instead of a short term. That's actually one of the circumstances where selling calls makes sense (though it would have made more sense with a put option to create a collar and eliminate his downside risk, but he was lucky enough with that investment to not end up needing one).

Based on that he seems to think you can sell covered calls and if the stock drops you offset it with the premium. If the stock goes up your position gets closed and you're out of the game. Win-win right? What he missed was the obvious question that people in this thread repeatedly asked him: what happens if the stock goes down more than your premium can offset? What if it just keeps going down? Crickets. People have also pointed out that 2X leveraged ETFs do not work the way he thinks they work, and he's just ignored them.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by rockstar »

Valuethinker wrote: Wed Sep 04, 2024 12:15 pm
rockstar wrote: Wed Sep 04, 2024 12:08 pm
Valuethinker wrote: Wed Sep 04, 2024 12:04 pm
cvoege wrote: Wed Sep 04, 2024 11:14 am
devillif311 wrote: Wed Sep 04, 2024 9:53 am OP, why are you still in the Casino when you have enough? Very risky to assume NVDA will just go up forever. Hasnt hit its high in months now.
Maybe you already know all this, but here's why he's in the casino still. He said in his original coming back post that his expenses had increased and this he was forced to play the slots to get to a higher balance and thus a lower withdrawal rate.

Naturally people responded telling him about lifestyle inflation and how he couldn't rely on lucky stock picks forever, he's need to rein in spending at around 240k per year.

OP then responded that, no no, he hadn't had runaway lifestyle inflation, he just was putting his kids through college and that increased his withdrawal rate to 3.75%, so dangerous and risky that he needed to solve it by making a big leveraged stock play.

Naturally people pointed out that those college expenses were temporary and his current withdrawal rate was perfectly safe with a normal index fund portfolio. Heck, it was even safe if his kids stayed in college forever! And OP agreed! He respected those words of advice and agreed he'd unwind the position via covered calls.

Naturally, people pointed out that that left him exposed to huge downside risk for little gain, and he could close and go back to his normal life, even though he had lost some, his withdrawal rate was safe. It was around then that OP just stopped responding to anything critical and just provided updates on his positions.

So, as a final answer to your question of why he's still in the casino, the reason is there is no logical reason. He just wants to gamble. Though I'm guessing now his reasoning is that he needs to get back what he lost and the only way to do that is to keep gambling. I wonder if there's a term for that... Oh yeah, https://en.m.wikipedia.org/wiki/Gambler%27s_fallacy
I have seen a gambler up close, and it's just this.

In many ways, the worst thing that can happen to someone with a gambling tendency is to win big on an investment early on.

They convince themselves they understand markets, they understand how to make money, they have a hot hand. They bet the ranch again because then they will have "enough" money.

I watched someone win £ millions in gambling (no exaggeration), and lose it all again within about 9 months. Then burned through their inheritance (a couple of £00 k). Each time, they just kept betting to earn back their "winnings" that they had lost.
You could do the same with index funds if you sell every time it goes down. More education is needed about volatility.
I bought index funds in August of 2008 (the market was down, it was "in the price" etc). I lost 50% of my money in the subsequent 6 months. So buying more or less at the worst possible point to take a capital loss subsequently. We'd have to run back to the 1970s to have as bad a bear market.

In 2000 I had employer stock, it dipped, I held on. It dropped 90% before I sold. There was my first £1m - gone.

See the difference? 50% drop in the worst even since the 1970s & with subsequent recovery. 90% in the other case.
Not really what I’m saying. What I’m saying is that if you panic sell every time the index goes down you’re going to be in as bad a place as if you bought an individual stock. It’s cumulative.

Imagine selling when it dropped 50%, waiting for it to reach a new high before buying again, and then selling the next time it dropped again. Buying high and selling low over and over again will put you in a bad place.
cvoege
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by cvoege »

smithers wrote: Wed Sep 04, 2024 12:25 pm I agree with this and take back what I said about asking the spouse for help. GA is probably much better equipped to provide the kind of support that's needed.
This is a "why not both" situation. He should definitely still go to the wife first. Explain what happened, apologize, tell her he needs help, and she can hold him accountable for getting into counseling and sticking to the program. Given what's currently happening, that's probably the only way the marriage survives.

OP, this is why people get married in the first place. We're better off when we have someone to hold us accountable and support us in self improvement. My partner has done this for me, I've done it for her. I know it feels like the only way to get out is to keep going, but in reality that's the only way to make it worse.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by AZAttorney11 »

OP, I am rooting for you. I cannot imagine betting such a significant portion of my portfolio on an insanely concentrated bet on a single stock and related options, but I sincerely hope it works out for you. Truly, I do.

I don't know why you invest, but I invest for my spouse's financial well-being and to provide a substantial legacy to my kids and, hopefully, grandkids one day. I have taken significant career risk and have done very well earnings wise (and, hopefully, will continue to do so), but I am generally "conservative" with an AA that is anywhere from 80/20 to 100/0, depending on how much cash I am holding for various reasons. But my risk is spread across low-cost index funds that I plan to hold forever. I have enormous faith we'll have multiple market downturns in my life. I also have enormous faith that the markets will almost surely recover over the long run. I have no faith in knowing which stocks will be tomorrow's winners, or when their day in the sun will be over. But let me ask you this - why do you invest? And how is this strategy consistent with your goals?
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queso
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by queso »

Has anybody checked Reddit? He might have a big following on WSB or one of its derivatives and internet "fame" is making him reluctant to stop now.
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HomerJ
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by HomerJ »

rockstar wrote: Wed Sep 04, 2024 12:08 pm
Valuethinker wrote: Wed Sep 04, 2024 12:04 pm
cvoege wrote: Wed Sep 04, 2024 11:14 am
devillif311 wrote: Wed Sep 04, 2024 9:53 am OP, why are you still in the Casino when you have enough? Very risky to assume NVDA will just go up forever. Hasnt hit its high in months now.
Maybe you already know all this, but here's why he's in the casino still. He said in his original coming back post that his expenses had increased and this he was forced to play the slots to get to a higher balance and thus a lower withdrawal rate.

Naturally people responded telling him about lifestyle inflation and how he couldn't rely on lucky stock picks forever, he's need to rein in spending at around 240k per year.

OP then responded that, no no, he hadn't had runaway lifestyle inflation, he just was putting his kids through college and that increased his withdrawal rate to 3.75%, so dangerous and risky that he needed to solve it by making a big leveraged stock play.

Naturally people pointed out that those college expenses were temporary and his current withdrawal rate was perfectly safe with a normal index fund portfolio. Heck, it was even safe if his kids stayed in college forever! And OP agreed! He respected those words of advice and agreed he'd unwind the position via covered calls.

Naturally, people pointed out that that left him exposed to huge downside risk for little gain, and he could close and go back to his normal life, even though he had lost some, his withdrawal rate was safe. It was around then that OP just stopped responding to anything critical and just provided updates on his positions.

So, as a final answer to your question of why he's still in the casino, the reason is there is no logical reason. He just wants to gamble. Though I'm guessing now his reasoning is that he needs to get back what he lost and the only way to do that is to keep gambling. I wonder if there's a term for that... Oh yeah, https://en.m.wikipedia.org/wiki/Gambler%27s_fallacy
I have seen a gambler up close, and it's just this.

In many ways, the worst thing that can happen to someone with a gambling tendency is to win big on an investment early on.

They convince themselves they understand markets, they understand how to make money, they have a hot hand. They bet the ranch again because then they will have "enough" money.

I watched someone win £ millions in gambling (no exaggeration), and lose it all again within about 9 months. Then burned through their inheritance (a couple of £00 k). Each time, they just kept betting to earn back their "winnings" that they had lost.
You could do the same with index funds if you sell every time it goes down. More education is needed about volatility.
Index funds, so far, don't go to zero. Single stocks can, and do, especially with leverage.

But yes, if you sell every time it goes down, you can lose money, but hard to get to zero.

Trick is, so far, holding firm, you still made money in the long run in index funds. The nominal average long-term return of 10% of the stock market INCLUDES all the crashes.

Individual stocks are riskier. Possible greater payout, even immense payout, but also risk of ruin.
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Hot Sauce
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Hot Sauce »

I don’t invest in ways that I don’t understand.

This thread has made me realize it’s to my advantage that I’m completely ignorant and clueless on things such as options, calls, covered calls, puts, strike prices, collars, leaps, etc.
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HomerJ
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by HomerJ »

From "The Gambler" (a pretty bad movie, but the scenes with John Goodman are excellent)

Jim Bennett : I've been up two and a half million dollars.

Frank (John Goodman) : What you got on you?

Jim Bennett : Nothing.

Frank : What you put away?

Jim Bennett : Nothing.

Frank : You get up two and a half million dollars, any jerk in the world knows what to do: you get a house with a 25 year roof, an indestructible Jap-economy crapbox, you put the rest into the system at three to five percent to pay your taxes and that's your base, get me? That's your fortress of fffing solitude.

Frank, the foul-mouthed killer loan shark, a secret Boglehead at heart. :)

OP should not be betting it all... $2.5 million at least, according to Frank, should be safe money. Good luck to him... NVDA is still holding steady today.
"The best tools available to us are shovels, not scalpels. Don't get carried away." - vanBogle59
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by devillif311 »

HomerJ wrote: Wed Sep 04, 2024 1:01 pm From "The Gambler" (a pretty bad movie, but the scenes with John Goodman are excellent)

Jim Bennett : I've been up two and a half million dollars.

Frank (John Goodman) : What you got on you?

Jim Bennett : Nothing.

Frank : What you put away?

Jim Bennett : Nothing.

Frank : You get up two and a half million dollars, any jerk in the world knows what to do: you get a house with a 25 year roof, an indestructible Jap-economy crapbox, you put the rest into the system at three to five percent to pay your taxes and that's your base, get me? That's your fortress of fffing solitude.

Frank, the foul-mouthed killer loan shark, a secret Boglehead at heart. :)

OP still has more than $2.5 million. So he's still good. Good luck to him... NVDA is still holding steady today.
Honestly this whole thread was a ride. should be pinned to show bogleheads what NOT to do. I hope this guy doesnt go down to 0 and even below that....a shame how addiction can wipe someone out so fast
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Hot Sauce »

This just posted at CNN: “Nvidia suddenly in trouble.”

https://amp.cnn.com/cnn/2024/09/04/tech ... in-trouble
cvoege
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by cvoege »

Hot Sauce wrote: Wed Sep 04, 2024 1:20 pm This just posted at CNN: “Nvidia suddenly in trouble.”

https://amp.cnn.com/cnn/2024/09/04/tech ... in-trouble
The fact that the earnings report was actually quite good but the stock still declined precipitously is exactly why investing based on "believing in the company" is a bad idea. The optimism that OP had was priced in. When that much optimism is priced in, even great news can be deflating because people were expecting exceptional news.
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Hot Sauce
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Hot Sauce »

HomerJ wrote: Wed Sep 04, 2024 1:01 pm
... NVDA is still holding steady today.
Not anymore. NVDL is down 3.4% at this time. OP lost another 250k.
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queso
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by queso »

Hot Sauce wrote: Wed Sep 04, 2024 1:55 pm
HomerJ wrote: Wed Sep 04, 2024 1:01 pm
... NVDA is still holding steady today.
Not anymore. NVDL is down 3.4% at this time. OP lost another 250k.
"It'll go back up.."
rockstar
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by rockstar »

Hot Sauce wrote: Wed Sep 04, 2024 1:55 pm
HomerJ wrote: Wed Sep 04, 2024 1:01 pm
... NVDA is still holding steady today.
Not anymore. NVDL is down 3.4% at this time. OP lost another 250k.
Beige book came out. Pretty negative overall. Expect more losses. Gotta know when to fold’em.
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Ace300
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Ace300 »

This is definitely an entertaining (and educational) thread. :greedy

As I understand it, NVDL is basically just a single-stock ETF. David Mazza, Head of Product at Direxion Leveraged ETF Funds, was on one of my favorite financial podcasts (Animal Spirits) earlier this year as a guest talking about single stock, leveraged, and inverse ETFs. He basically discusses when to use these things, when to not, and all the risks involved...coming from the guy who makes money the more they're used. I found it pretty interesting...here is the link to the podcast:

https://awealthofcommonsense.com/2022/0 ... tock-etfs/

If the link to the podcast within is dead, you can probably just search for it within your chosen podcast app of choice. Cheers!
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Stinky »

Ace300 wrote: Wed Sep 04, 2024 2:19 pm As I understand it, NVDL is basically just a single-stock ETF. David Mazza, Head of Product at Direxion Leveraged ETF Funds, was on one of my favorite financial podcasts (Animal Spirits) earlier this year as a guest talking about single stock, leveraged, and inverse ETFs. He basically discusses when to use these things, when to not, and all the risks involved...coming from the guy who makes money the more they're used. I found it pretty interesting...here is the link to the podcast:

https://awealthofcommonsense.com/2022/0 ... tock-etfs/

If the link to the podcast within is dead, you can probably just search for it within your chosen podcast app of choice. Cheers!
FWIW, this podcast showed up in my feed dated 9/12/2022. (So not “earlier this year”).

I’ll give it a listen. Thanks for the tip.
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EnjoyIt
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by EnjoyIt »

Roguewarrior (OP) came here asking for help. Some of the responses have been pretty rough. Maybe tough love is the right thing. I don't know. OP wrote that they get it and want to get out cold turkey, but currently dragging their feet. Let's see what happens on 9/9 if OP will really get out. I hope for the best.
A time to EVALUATE your jitters: | viewtopic.php?p=1139732#p1139732
jarjarM
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by jarjarM »

EnjoyIt wrote: Wed Sep 04, 2024 5:04 pm Roguewarrior (OP) came here asking for help. Some of the responses have been pretty rough. Maybe tough love is the right thing. I don't know. OP wrote that they get it and want to get out cold turkey, but currently dragging their feet. Let's see what happens on 9/9 if OP will really get out. I hope for the best.
Looks like his exit plan is to continue selling calls at ~$120/share of NVDA until it gets call away. Given the current market dynamic, I think he'll have sometime before that happens. The next catalyst maybe the next earning in 2+ months.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Hot Sauce »

OP- you have received a lot of good and consistent advice here. What are your thoughts on it?
cvoege
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by cvoege »

jarjarM wrote: Wed Sep 04, 2024 5:28 pm
EnjoyIt wrote: Wed Sep 04, 2024 5:04 pm Roguewarrior (OP) came here asking for help. Some of the responses have been pretty rough. Maybe tough love is the right thing. I don't know. OP wrote that they get it and want to get out cold turkey, but currently dragging their feet. Let's see what happens on 9/9 if OP will really get out. I hope for the best.
Looks like his exit plan is to continue selling calls at ~$120/share of NVDA until it gets call away. Given the current market dynamic, I think he'll have sometime before that happens. The next catalyst maybe the next earning in 2+ months.
It should be noted that it's covered calls on NVDL at around $65, not on NVDA. Even if NVDA rallies NVDL might never make it back there. The weird underlying machinations to create the 2X daily leverage plus the expense ratio create all sorts of weird drag on the price. For example NVDA is up 24% on the last 6 months while NVDL is only up 20%. So there's a lot of headwinds to get back to that $65 price.
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investorpeter
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by investorpeter »

From the information page for NVDL on the GraniteShares website:

“The fund should not be expected to provide 2 times the cumulative return of NVDA for periods greater than a day.”

https://graniteshares.com/institutional ... etfs/nvdl/

More info here on NVDL : https://www.valuethemarkets.com/analysi ... raged-etfs

And here: https://www.morningstar.com/funds/most ... left-alone
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by nulka »

EnjoyIt wrote: Wed Sep 04, 2024 5:04 pm Roguewarrior (OP) came here asking for help. Some of the responses have been pretty rough. Maybe tough love is the right thing. I don't know.
Unless OP has already had a change of heart, I think the best thing that could happen for OP would be for OP to share this thread with his wife so that his wife understands that she's married to a gambling addict with and understanding of markets that rivals that of an overconfident 13 year old who spent a week reading wallstreetbets. Worst case, the wife could demand control of half their funds and, best case, the wife knows how to get through to OP and they'll go get some help.

People have offered every kind of help, tough or otherwise, and OP has said they'd change but stayed the course and continues to make moves that demonstrate they don't understand the instruments they're buying and selling. I don't think more help from this forum is going to do it regardless of the form.

Lots of people have said they're rooting for OP. I'm not rooting against OP, but the person I'm really rooting for is OP's wife. If OP's gamble doesn't pay off, at least OP is responsible for his own problems. Not so for the wife, who doesn't appear to realize she's married to a gambling addict who's betting her life savings on a game that he doesn't understand.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by investlikebogle »

cvoege wrote: Wed Sep 04, 2024 12:35 pm
HootingSloth wrote: Wed Sep 04, 2024 12:13 pm
cvoege wrote: Wed Sep 04, 2024 11:14 am
devillif311 wrote: Wed Sep 04, 2024 9:53 am OP, why are you still in the Casino when you have enough? Very risky to assume NVDA will just go up forever. Hasnt hit its high in months now.
Maybe you already know all this, but here's why he's in the casino still. He said in his original coming back post that his expenses had increased and this he was forced to play the slots to get to a higher balance and thus a lower withdrawal rate.

Naturally people responded telling him about lifestyle inflation and how he couldn't rely on lucky stock picks forever, he's need to rein in spending at around 240k per year.

OP then responded that, no no, he hadn't had runaway lifestyle inflation, he just was putting his kids through college and that increased his withdrawal rate to 3.75%, so dangerous and risky that he needed to solve it by making a big leveraged stock play.

Naturally people pointed out that those college expenses were temporary and his current withdrawal rate was perfectly safe with a normal index fund portfolio. Heck, it was even safe if his kids stayed in college forever! And OP agreed! He respected those words of advice and agreed he'd unwind the position via covered calls.

Naturally, people pointed out that that left him exposed to huge downside risk for little gain, and he could close and go back to his normal life, even though he had lost some, his withdrawal rate was safe. It was around then that OP just stopped responding to anything critical and just provided updates on his positions.

So, as a final answer to your question of why he's still in the casino, the reason is there is no logical reason. He just wants to gamble. Though I'm guessing now his reasoning is that he needs to get back what he lost and the only way to do that is to keep gambling. I wonder if there's a term for that... Oh yeah, https://en.m.wikipedia.org/wiki/Gambler%27s_fallacy
I may have missed out on earlier discussion in the thread, but has the OP explained the rationale for simultaneously selling covered calls and holding a 2x daily-leveraged ETF in the same underlying? Doesn't selling covered calls gamble on the price staying relatively flat, which suggests the 2x fund likely would get whacked by volatility drag? What is he even gambling on?

The combination of one early win followed by a series of apparent net losses, a seemingly inconsistent strategy based entirely on positions in "meme" stocks, and not understanding what benchmark should be used to compare performance seems like a grim (but familiar) story.
No he has not really explained his rationale well. He clearly doesn't understand the investments he's holding. I mentioned earlier in the thread, but I think he thinks covered calls are a super secret magic money printing market instrument. He did it with TSLA and it worked well for him since it let him make some passive income while the stock stalled until it became a long term capital gain instead of a short term. That's actually one of the circumstances where selling calls makes sense (though it would have made more sense with a put option to create a collar and eliminate his downside risk, but he was lucky enough with that investment to not end up needing one).

Based on that he seems to think you can sell covered calls and if the stock drops you offset it with the premium. If the stock goes up your position gets closed and you're out of the game. Win-win right? What he missed was the obvious question that people in this thread repeatedly asked him: what happens if the stock goes down more than your premium can offset? What if it just keeps going down? Crickets. People have also pointed out that 2X leveraged ETFs do not work the way he thinks they work, and he's just ignored them.
Selling covered calls solely for the purpose for converting short term gains to long-term is disallowed in certain cases by IRS. There are rules pertaining to Qualified Covered Calls (QCC) in terms of strike price, duration etc. If the covered call is not QCC, then holding period of underlying stock may be suspended during the time option is in existence.

https://www.fidelity.com/learning-cente ... ered-calls
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by tj »

I think some people in this thread have been unnecessarily harsh and mean spirited.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by muffins14 »

tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
I can understand the frustration though.

It’s like making a thanksgiving turkey.

“ the oven is hot, 450, so you should probably not turn it on more than it is now”

“But if I turn it to 900 it will be done in half the time. And I am really hungry”

“That is a bad idea, you will burn the turkey, you’re being foolish”

“What does your wife think?”

“She thinks 350 is good, but is OK if I want to push it to 400 to brown it a little”

” OK final plan, I will begin at 900 and then slowly reduce to 450 after 20 minutes, and I will carefully baste every 2 minutes to ensure it doesn’t burn”

“Guys I burnt the turkey, but my family likes cranberries and stuffing more anyway.”
Last edited by muffins14 on Wed Sep 04, 2024 10:08 pm, edited 1 time in total.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by 9Iron »

muffins14 wrote: Wed Sep 04, 2024 9:27 pm
tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
I can understand the frustration though.

It’s like making a thanksgiving turkey.

“ the oven is hot, 450, so you should probably not turn it on more than it is now”

“But if I turn it to 900 it I’ll be done in half the time. And I am really hungry”

“That is a bad idea, you will burn the turkey, you’re being foolish”

“What does your wife think?”

“She thinks 350 is good, but is OK if I want to push it to 400 to brown it a little”

” OK final plan, I will begin at 900 and then slowly reduce to 450 after 20 minutes, and I will carefully baste every 2 minutes to ensure it doesn’t burn”

“Guys I burnt the turkey, but my family likes cranberries and stuffing more anyway.”
Well.. that was Brilliant!

I will continue to hope that this turns around, and he can escape with minimal damage.
Hopefully, this can be filed under ‘lessons learned’ and he can construct a reasonable portfolio and enjoy his retirement.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by cvoege »

tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
I'll admit to being very harsh here, but don't be fooled here by the act OP is putting on. He has repeatedly changed his story to garner sympathy. See my message above recapping the thread. He keeps acting like there's a gun to his head and when people point out there isn't, he comes up with a new gun to justify his gamble. First his expenses had increased so he needed more. Then people pointed out lifestyle inflation wasn't sustainable. Then the expenses were for college, not some frivolous lifestyle inflation! Then people pointed out that college is temporary and he's fine. Then he said he would bend to the opinion of the crowd and close with covered calls. When people pointed out that doesn't actually close the position unless the stock goes up, well at that point he just started ignoring people.

He's being intentionally manipulative. He doesn't deserve a ginger touch nor the benefit of the doubt for that reason. And let's not forget here, he's gambling his wife's money. Including his wife's IRA, and has already lost 2-3 million dollars.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by MoonOrb »

I fear that the sad reality is that we're witnessing behavior driven by addiction and OP gets a high from both the gambling and the drama stoked on this board by posting about this saga here. I don't imagine any type of harsh talk or tough love will change OP's behavior: only hitting rock bottom will. OP my biggest fear for you is not that you'll lose the money you've been fortunate enough to make (you will) but that you'll irreparably damage your family relationships.

OP-you can get help.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by EnjoyIt »

I’m making a guess here. OP made it big on TSLA and after that believed he is pretty good at this investing stuff. I bet OP is a bright guy who was able to amass a chunk of cash and then get lucky. Being such a bright guy he is now being told that he has no idea what he is doing using covered calls on a 2x leveraged ETF. There must be some cognitive dissonance here. Being human I’m sure I would have it if this happened to me. Especially with all the harsh comments that have been posted recently.

OP said they will continue selling covered calls till 9/9 and if that doesn’t pan out he will get out then. At least that was the game plan. I hope he sticks with the plan. I would like to think OP is realizes that he can’t outsmart the market and maybe he is not some brilliant investor. It’s not easy to admit to yourself that maybe you are not great at something you once believed you were brilliant at.

I wonder, why come to an index fund, buy and hold forum to then post such shenanigans. Is it a cry for help? I’m pretty sure he knew that he would get no love here from his investment strategy. So what was the point? To watch us disagree and then proven wrong if it all worked out? I don’t want to believe that. I think it was asking for advice and then having cognitive dissonance on the advice given.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Beensabu »

tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
No.

OP has way more than enough. OP is set for life were it not for excessive risk taking. OP is squandering his good fortune.

It's infuriating.

Quite frankly, if he doesn't get his crap together, he deserves to lose it all.

The only person I feel sorry for is his wife.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by tj »

Beensabu wrote: Wed Sep 04, 2024 11:08 pm
tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
No.

OP has way more than enough. OP is set for life were it not for excessive risk taking. OP is squandering his good fortune.

It's infuriating.

Quite frankly, if he doesn't get his crap together, he deserves to lose it all.

The only person I feel sorry for is his wife.
What about his kids?
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Beensabu »

tj wrote: Wed Sep 04, 2024 11:31 pm
Beensabu wrote: Wed Sep 04, 2024 11:08 pm
tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
No.

OP has way more than enough. OP is set for life were it not for excessive risk taking. OP is squandering his good fortune.

It's infuriating.

Quite frankly, if he doesn't get his crap together, he deserves to lose it all.

The only person I feel sorry for is his wife.
What about his kids?
They're adults whose education is already mostly paid for. It's not their money. He didn't gamble their IRA.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by retireIn2020 »

cvoege wrote: Wed Sep 04, 2024 10:07 pm
tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
I'll admit to being very harsh here, but don't be fooled here by the act OP is putting on. He has repeatedly changed his story to garner sympathy. See my message above recapping the thread. He keeps acting like there's a gun to his head and when people point out there isn't, he comes up with a new gun to justify his gamble. First his expenses had increased so he needed more. Then people pointed out lifestyle inflation wasn't sustainable. Then the expenses were for college, not some frivolous lifestyle inflation! Then people pointed out that college is temporary and he's fine. Then he said he would bend to the opinion of the crowd and close with covered calls. When people pointed out that doesn't actually close the position unless the stock goes up, well at that point he just started ignoring people.

He's being intentionally manipulative. He doesn't deserve a ginger touch nor the benefit of the doubt for that reason. And let's not forget here, he's gambling his wife's money. Including his wife's IRA, and has already lost 2-3 million dollars.
Well, that was definitely harsh.

As far as wives are concerned. Most all these days are pretty shrewd.
I can say that for myself, there's no way hell I can touch her stack of coin. We are way past the days of barefoot and etc.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by investlikebogle »

Beensabu wrote: Wed Sep 04, 2024 11:43 pm
tj wrote: Wed Sep 04, 2024 11:31 pm
Beensabu wrote: Wed Sep 04, 2024 11:08 pm
tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
No.

OP has way more than enough. OP is set for life were it not for excessive risk taking. OP is squandering his good fortune.

It's infuriating.

Quite frankly, if he doesn't get his crap together, he deserves to lose it all.

The only person I feel sorry for is his wife.
What about his kids?
They're adults whose education is already mostly paid for. It's not their money. He didn't gamble their IRA.
Very illuminating post...

OP started this post on Feb 11, 2021 with "Current portfolio: $8.5m, Target portfolio @ retirement: ~$9.7m",

On Jun 17, 2021 OP posted "Current portfolio: $9.63m, Target portfolio @ retirement in 2022: ~$11.1m". So apparently he was still short $70K (~0.7%) to keep playing...
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Beensabu »

retireIn2020 wrote: Thu Sep 05, 2024 12:20 am As far as wives are concerned. Most all these days are pretty shrewd.
I can say that for myself, there's no way hell I can touch her stack of coin.
She trusts him. And this is what he's doing with that.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by retireIn2020 »

Beensabu wrote: Thu Sep 05, 2024 12:49 am
retireIn2020 wrote: Thu Sep 05, 2024 12:20 am As far as wives are concerned. Most all these days are pretty shrewd.
I can say that for myself, there's no way hell I can touch her stack of coin.
She trusts him. And this is what he's doing with that.
That is "You're assumption" based on "his posts"
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by DoctorE »

investlikebogle wrote: Thu Sep 05, 2024 12:27 am
Beensabu wrote: Wed Sep 04, 2024 11:43 pm
tj wrote: Wed Sep 04, 2024 11:31 pm
Beensabu wrote: Wed Sep 04, 2024 11:08 pm
tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
No.

OP has way more than enough. OP is set for life were it not for excessive risk taking. OP is squandering his good fortune.

It's infuriating.

Quite frankly, if he doesn't get his crap together, he deserves to lose it all.

The only person I feel sorry for is his wife.
What about his kids?
They're adults whose education is already mostly paid for. It's not their money. He didn't gamble their IRA.
Very illuminating post...

OP started this post on Feb 11, 2021 with "Current portfolio: $8.5m, Target portfolio @ retirement: ~$9.7m",

On Jun 17, 2021 OP posted "Current portfolio: $9.63m, Target portfolio @ retirement in 2022: ~$11.1m". So apparently he was still short $70K (~0.7%) to keep playing...
Ironically putting $8.5M in an "aggressive" asset allocation on Feb 11, 2021 would be worth between $11-12.3M today... so all that fiddling, risk and stress for what... He probably has half this today after the recent NVDA rout.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Valuethinker »

rockstar wrote: Wed Sep 04, 2024 12:40 pm

Not really what I’m saying. What I’m saying is that if you panic sell every time the index goes down you’re going to be in as bad a place as if you bought an individual stock. It’s cumulative.

Imagine selling when it dropped 50%, waiting for it to reach a new high before buying again, and then selling the next time it dropped again. Buying high and selling low over and over again will put you in a bad place.
Oh, I get you now. Thank you.

Yes, I agree.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Valuethinker »

tj wrote: Wed Sep 04, 2024 9:17 pm I think some people in this thread have been unnecessarily harsh and mean spirited.
If that is true of me, then it was not meant that way.

It's meant be realistic. I have lived this in someone close to me. It's awful to watch - people make their "big break" and then gamble it away again.

"I think you have a problem" is meant to be a kind of "tough love". But I hate that expression. What it is meant to be is clear-sighted and honest, about the behaviour we are seeing, and our own experience of the psychology in it.

I have (almost) given up drinking alcohol. Having had a much more British level of consumption (read: large by North American middle aged adult standards) for much of my life. This was incidental to another medical issue (chronic) so it was not intentional. Now of course I read stuff about how damaging alcohol consumption is (at any level, there's no "safe dose").

But what I have found, on occasion, is it makes other people defensive. Either
1. "I only drink socially" or "I only drink a bit"
or
2. "I've seen you drink at the ... company Xmas party, etc"

They project. I've made them feel bad about their drinking. They see my choice as a criticism of them. (That's why I stress it was a purely medical situation - that doesn't make them feel as bad about their drinking. Although I would now say that I had also become psychologically dependent upon alcohol in certain situations and was drinking far too much).

I was in denial about my drinking -- yet by no standard was I an alcoholic. But it was undoubtedly damaging.

With the person close to us, we have not been able to get them to admit that they were behaving as an addictive gambler. And that this has made the problem worse and worse. I cannot go into more detail than that, here.

With the Original Poster all we can be is similarly clear sighted & honest. This is what we see is going on. All the patterns of a problem: excessive risk taking, trying to "make back" gains, moving target (higher and higher "and I'm done"), hiding from spouse etc.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by HootingSloth »

I agree that honesty is warranted, although there is no need to be harsh. The OP made a bet with TSLA that turned out very well. Everything he has done since has turned out quite poorly, especially if honestly measured relative to a total market benchmark that is leveraged up to the same amount of overall risk that OP has been taking on.

The point is not to excoriate OP over his decisions. Many have made similar decisions before and few are immune to the kinds of temptation that a past "big win" can bring on. These are classic psychological patterns and pitfalls for a reason. They are also exactly the kind of thing this forum is meant to help with. Rather than to excoriate, the point is to make sure that OP sees with open eyes how this is going and how much worse it could go if he continues in the same vein, based on the experiences of many people that have come before him. It is generally much better to learn from the mistakes of others than from one's own mistakes.

Honesty about "exit plans" also seems important. OP has expressed that he does not think the current strategy is suitable in the long run and that "cold turkey" is the best approach for him, given his own self knowledge. But the only way anyone has ever stopped doing something cold turkey is to simply stop doing it. Saying "I will stop, but only next week and only if xyz happens" does not seem to honestly reflect the OP's own assessment of his priorities and personality.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by LukeHeinz57 »

I believe there has been a tremendous amount of solid advice given and though it may read harshley given the stakes it is not too harsh by any stretch.

Since the utter futility of using NVDL over periods of time longer than a day to achieve 2x leverage has been pointed out, it has yet to be responded to by the OP. That is rather telling...quite clear the OP is not interested in any advice at this point or too embarassed to admit this basic mistake.

I sincerely wish him and his family all the best. Utterly maddening that even today he could liquidate all of the options and single stock risk, convert to any kind of reasonable Boglehead portfolio and still set his family up with a top few % lifestyle, but does not.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by jarjarM »

cvoege wrote: Wed Sep 04, 2024 7:00 pm
jarjarM wrote: Wed Sep 04, 2024 5:28 pm
EnjoyIt wrote: Wed Sep 04, 2024 5:04 pm Roguewarrior (OP) came here asking for help. Some of the responses have been pretty rough. Maybe tough love is the right thing. I don't know. OP wrote that they get it and want to get out cold turkey, but currently dragging their feet. Let's see what happens on 9/9 if OP will really get out. I hope for the best.
Looks like his exit plan is to continue selling calls at ~$120/share of NVDA until it gets call away. Given the current market dynamic, I think he'll have sometime before that happens. The next catalyst maybe the next earning in 2+ months.
It should be noted that it's covered calls on NVDL at around $65, not on NVDA. Even if NVDA rallies NVDL might never make it back there. The weird underlying machinations to create the 2X daily leverage plus the expense ratio create all sorts of weird drag on the price. For example NVDA is up 24% on the last 6 months while NVDL is only up 20%. So there's a lot of headwinds to get back to that $65 price.
True, the recent volatility on NVDA definitely dampened NVDL performance but I'm sure OP can make the appropriate adjustment on his call strike.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by jarjarM »

HootingSloth wrote: Thu Sep 05, 2024 5:52 am I agree that honesty is warranted, although there is no need to be harsh. The OP made a bet with TSLA that turned out very well. Everything he has done since has turned out quite poorly, especially if honestly measured relative to a total market benchmark that is leveraged up to the same amount of overall risk that OP has been taking on.

The point is not to excoriate OP over his decisions. Many have made similar decisions before and few are immune to the kinds of temptation that a past "big win" can bring on. These are classic psychological patterns and pitfalls for a reason. They are also exactly the kind of thing this forum is meant to help with. Rather than to excoriate, the point is to make sure that OP sees with open eyes how this is going and how much worse it could go if he continues in the same vein, based on the experiences of many people that have come before him. It is generally much better to learn from the mistakes of others than from one's own mistakes.

Honesty about "exit plans" also seems important. OP has expressed that he does not think the current strategy is suitable in the long run and that "cold turkey" is the best approach for him, given his own self knowledge. But the only way anyone has ever stopped doing something cold turkey is to simply stop doing it. Saying "I will stop, but only next week and only if xyz happens" does not seem to honestly reflect the OP's own assessment of his priorities and personality.
+100 on this. BH tends to forget that most of retail investors aren't BH and tends to behave more like OP than BH. The fact that OP is posting in this forum and express approval for the BH investing philosophy is a big step forward already. Rather being so harsh on him, showing him the best risk adjusted path forward is where we should extend our hand and help. :beer
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by market timer »

This is already an interesting thread and NVDA is only down about 20%. Imagine a 90% drop like Cisco Systems had in 2000-2, after it briefly became the most valuable company in the world.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by 9-5 Suited »

What is OP's current portfolio size and size of NVDL position? And is there any real downside insurance purchased or just covered call income to soften the blow?
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Beensabu »

9-5 Suited wrote: Thu Sep 05, 2024 9:40 pm What is OP's current portfolio size and size of NVDL position? And is there any real downside insurance purchased or just covered call income to soften the blow?
He literally hasn't covered the downside risk at all.

It's terrible.

As of 8/29/24:
Current Situation:
$8.3m Portfolio
108,400 NVDL sh ($6.2m)
5,500 NVDA sh ($625k
1,40 NVDA 65 12/18/26 Call Contracts ($925k)
$550k Cash
As of 8/31/24: Portfolio is $8.598
NVDL down 20% since then. NVDA down 10%. He's lost $1.3m week to date.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by random_walker_77 »

HootingSloth wrote: Thu Sep 05, 2024 5:52 am I agree that honesty is warranted, although there is no need to be harsh. The OP made a bet with TSLA that turned out very well. Everything he has done since has turned out quite poorly, especially if honestly measured relative to a total market benchmark that is leveraged up to the same amount of overall risk that OP has been taking on.

The point is not to excoriate OP over his decisions. Many have made similar decisions before and few are immune to the kinds of temptation that a past "big win" can bring on. These are classic psychological patterns and pitfalls for a reason. They are also exactly the kind of thing this forum is meant to help with. Rather than to excoriate, the point is to make sure that OP sees with open eyes how this is going and how much worse it could go if he continues in the same vein, based on the experiences of many people that have come before him. It is generally much better to learn from the mistakes of others than from one's own mistakes.

Honesty about "exit plans" also seems important. OP has expressed that he does not think the current strategy is suitable in the long run and that "cold turkey" is the best approach for him, given his own self knowledge. But the only way anyone has ever stopped doing something cold turkey is to simply stop doing it. Saying "I will stop, but only next week and only if xyz happens" does not seem to honestly reflect the OP's own assessment of his priorities and personality.
That's very well written.

OP said on Sept 1:
roguewarrior0 wrote: Sun Sep 01, 2024 12:26 pm
EnjoyIt wrote: Sat Aug 31, 2024 9:13 pm The fact that you would have been at over $10 million if you never thought you could out smart the market should be telling. Something doing nothing is very hard, but it is precisely what you should be doing. NOTHING!

You want to slowly wind down your NVDA position, that’s on you. I’m sure the majority here would disagree, but at least you’re moving in the right direction. Once out, how do you keep yourself from thinking you can outsmart the market? So far you have been correct once and wrong now 5 or 6 times. How do you keep yourself from trying again? Serious question. What steps will you take to keep away?
Your 2nd point is a tough one. My personal assessment is I should go BH and do "NOTHING". I believe I want to....but will be fighting what history says about me. Will need to tackle this one separately. Cold turkey? Do nothing except rebalance? Keep small play fund? Leaning small play fund....wife suggests no more than $100k.

First wind down NVDA/NVDL.
Then on Sept 3 shared his plan to (slowly) unwind:
roguewarrior0 wrote: Tue Sep 03, 2024 12:17 pm FYI, I did a "Buy to Close" on my NVDL 9/6/24 $66.5 Calls for $0.10. The Call has already captured 90% of value so I closed them out. I will sell further Calls on Monday (9/9/24) or when NVDA is back to $120, whichever is first.
Personally, I think this reflects an anchoring bias. If he sold everything "cold turkey" right now, he'd have millions in cash. Would he buy back into his current position and then make this same bet to exit via calls depending on NVDL bouncing back 30+% (NVDL is at 46, and it sounds like he's targetting $60+)? It's an awfully risky bet. Maybe it will bounce back, maybe it won't. It seems closer to roulette.

If going cold turkey is too far a stretch, why not at least go halfway? Sell half and put it into anything that's diversified (even 100% VTI). Better yet, take the other half and put it into straight NVDA rather than NVDL, if exiting this single stock is too hard of a pill to swallow.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by cvoege »

Beensabu wrote: Thu Sep 05, 2024 11:10 pm
9-5 Suited wrote: Thu Sep 05, 2024 9:40 pm What is OP's current portfolio size and size of NVDL position? And is there any real downside insurance purchased or just covered call income to soften the blow?
He literally hasn't covered the downside risk at all.

It's terrible.

As of 8/29/24:
Current Situation:
$8.3m Portfolio
108,400 NVDL sh ($6.2m)
5,500 NVDA sh ($625k
1,40 NVDA 65 12/18/26 Call Contracts ($925k)
$550k Cash
As of 8/31/24: Portfolio is $8.598
NVDL down 20% since then. NVDA down 10%. He's lost $1.3m week to date.
108,400 * 45.75 = 4,959,300
5500 * 106.35 = 584925
550k cash
I can't tell exactly what his option position is. I guess 140 12/18/16 calls at $65 strike? If so I think that's at 800k right now, but as a true boglehead I do not understand options pricing very well because I've never used one.

Total = 6,894,225
Losses: 1.7M.

Probably has some more cash thanks to the covered calls sales but not a big difference since they're out of the money weeklies. They'll do almost nothing to help his downside.

The crazy thing is that even with that hit, he can get out now and be just fine. 200k with inflation adjustment for life at an extremely safe 3% SWR is enough for even spendy people to live out an luxurious retirement. That is, assuming he can kick the habit forever and get back to a reasonable portfolio.
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by Valuethinker »

cvoege wrote: Thu Sep 05, 2024 11:30 pm
The crazy thing is that even with that hit, he can get out now and be just fine. 200k with inflation adjustment for life at an extremely safe 3% SWR is enough for even spendy people to live out an luxurious retirement. That is, assuming he can kick the habit forever and get back to a reasonable portfolio.
From close experience I saw someone make low £m's, which would have set them up for life. I wrote to them and suggested how to structure a portfolio that would provide an income in perpetuity.* A far more comfortable living than most ever have.

They gambled the lot, trying to get 10x. Because that would have allowed them to make everyone in their immediate circle set for life.

They wound up losing 90% of it, then gambling away the remaining 10% trying to make it back. They live one step ahead of the bailiff, now, and dependent upon the charity of others.

Gambler's mentality. They can always "make back" any losses.

So the OP's situation is just ... difficult to watch (but fascinating).

EDIT: the tricky bit is, not to be bitter, at "lost" opportunity.

* we are, here, against dividend yield portfolios. Nonetheless in a situation where the individual can be trusted to spend 100% of their income, but may be constrained from actually spending capital, they fit an important behavioural niche. Such individuals often will not "deplete their capital" eg by buying an annuity (the obvious solution to this sort of problem).
DoctorE
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Re: Retiring in 6 months (off TSLA options); Plan Review; 08/24 Update - NVDA All-In

Post by DoctorE »

by DoctorE » Fri Aug 30, 2024 4:30 am
OP down probably -25% since that post to $6.6M including today's movements around market open. -$2M in a week. Thread should be pinned in the wiki as a warning on speculating/gambling vs. investing and file it under "being sure and not taking advice" from others' experience. This feels like the very drunk guy leaving the restaurant getting into the car to drive home (with his family) and everyone trying to take his keys away....
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