Options and real estate wedlock - a beginner level trade on a real estate backed asset

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So with jobs data and economic indicators looking poorly, I'm preparing for a rocky next couple of weeks barring any positive trade deal developments or related news (which might be very possible.) I think a lot might hinge on any indication of what Powell might do regarding rate changes in Sept. Definitely lots of pressure for a rate cut. If stocks continue to dip next week, we should have lots of bargain bin deals. These pull backs are the best opportunities to load up on high conviction stocks. I plan on spending the weekend identifying potentials. So far, I think any of these pull backs on AMZN is a no brainer. I'm also watching MSFT. If it dips back more on Monday I may dive back in for a big chunk. I love market corrections!

Exactly.

Though for me it's an opportunity to load up on conservative long calls and spreads on the stocks I already own (since I know them inside and out): TSLA, MSTR, NVDA, and of course IBIT

Bought MSTR calls today, Dec 400c
 
Exactly.

Though for me it's an opportunity to load up on conservative long calls and spreads on the stocks I already own (since I know them inside and out): TSLA, MSTR, NVDA, and of course IBIT

Bought MSTR calls today, Dec 400c

Im officially going to be in for 120k into ibit. Own about 85k worth of ibit and have a cash secured put at $65 currently in the money, that will add 37k more to ibit holding assuming my put gets executed. If it doesnt, ill keep selling at the money puts.

Worst case scenario, i generate 6-8% annualized return from selling far out the money covered calls from my bitcoin holdings.

Best case scenario - bitcoin goes to 1 million in a decade.

My final taxable asset allocation is 50% spy, 35% vxus, 15% ibit
 
Oh man!!! But I don't day trade, I find long positions and hold them. Bummer you sold. If Neutron launches expect it to hit 200 or so over the next few years. That launch platform will put them in direct competition with spaceX, who currently holds a medium lift market monopoly.

22K shares PL. About halfway to goal. Also waiting on '27 calls. Making a ****ing fortune on '27 RKLB calls, PL will do the same for me once the 27 window opens. Revenue from the Germany deal won't be seen until 2026/affect guidance so I think it won't grow much until then, so I've got the rest of the year to shovel enough cash to reach 50k into it before, I believe, it starts to moon ( I could be wrong but I definitely wasn't effing wrong about shoveling cash into RKLB, I posted even a year earlier in this topic before it mooned about my belief that it would).
PL just announced that they will be doing their next earnings report premarket at the NYSE. I don’t think that’s ever been done before, especially from a small cap company. This has to be extremely bullish
 
Yeah i follow PL closely since I'm heavily invested and even I don't know what they could be planning by doing that. Obviously, as others say, it's assuambly bullish since doing it pre opening there of all places only to report you suck is counterintuitive.

But I honestly don't what could be bigger than Germany deal. That was a $250,000,000 contract, their biggest one yet by far, and they didn't wait til earnings to announce it they had a special event for unveiling it premarket a few months back.

So to rival something of that magnitude I'm just not sure. Some delayed cash got pulled into Q1 which pumped them close to profitable but that was a fluke and most don't expect to be same result again.

So it's either just publicity mixed with an okay earnings report or it's something bigger than their last deal, which honestly could only be golden dome by award size.
 
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Coming off nights, groggy as hell. Sold some NVDA. Sold some AMZN after recent dip buy with quick 5% gain.

Bought DOMO, PGY, TTMI, RKLB. Almost bought some GRPN.

Current Portfolio:

ANF
GOOGL
AMZN
BCS
CMCL
CLS
CRDO
DOMO
ISSC
IONQ
LITE
META
MSFT
NVDA
PGY
PLTR
PSIX
PUK
RKLB
STRL
TSM
TTMI
WLDN
IBIT

AI is becoming increasingly useful. I spent awhile last night having it explain all the intricacies of hedge fund profit and revenue and distinguishing their profitability strategies and why underperforming the S&P is often the norm. I also wanted to confirm my thinking in analyzing the pros and cons of monitoring large institutional options orders commonly screened on various websites and services, unusual whales would be one that comes to mind. Some of the concepts I was very familiar with but some I wasn't and it's ability to acquire and condense the information in a way that I can quickly and easily digest is remarkable and something I would have never been able to do very quickly on my own.

Gonna go play with my dogs.
 
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View attachment 407643

Coming off nights, groggy as hell. Sold some NVDA. Sold some AMZN after recent dip buy with quick 5% gain.

Bought DOMO, PGY, TTMI, RKLB. Almost bought some GRPN.

Current Portfolio:

ANF
GOOGL
AMZN
BCS
CMCL
CLS
CRDO
DOMO
ISSC
IONQ
LITE
META
MSFT
NVDA
PGY
PLTR
PSIX
PUK
RKLB
STRL
TSM
TTMI
WLDN
IBIT

AI is becoming increasingly useful. I spent awhile last night having it explain all the intricacies of hedge fund profit and revenue and distinguishing their profitability strategies and why underperforming the S&P is often the norm. I also wanted to confirm my thinking in analyzing the pros and cons of monitoring large institutional options orders commonly screened on various websites and services, unusual whales would be one that comes to mind. Some of the concepts I was very familiar with but some I wasn't and it's ability to acquire and condense the information in a way that I can quickly and easily digest is remarkable and something I would have never been able to do very quickly on my own.

Gonna go play with my dogs.

This is such impressive performance this year. Good for you. Continue for 2-3 more years and you’ll make a killing.

My portfolio on the other hand is so basic that i spend several days without even looking at my accounts.

This is such an unusual thing for me. But i kinda like it.
 
I think it’s official. Mentally my brain has accepted the reality that I’m at my financial independence number.

previously i would check emoney several times a week and follow my net worth very closely, now i haven’t looked at it for a month.

Ive officially gone from spending 2-3 hours a day on etrade to now spending 1-3 hours a week on etrade.

Current portfolio:

50% spy with $775 strike june 2026 covered calls sold

35% vxus

10% ibit, trying to get to 15% and have a 11 days to expiration, at the money put for 6 contracts that I’ve sold. So hoping to acquire another 40k of ibit soon through selling short term puts until they execute.

Also i have covered calls on ibit $90 strike for 100 dte.

Then a small number of naked puts on - cnc, unh, elv, crox, pins, hims, gap, lulu, twlo, ups, xsp, rut, upwk, twlo - total premium for all these positions is targeting 0.3% per month extra yield, nothing crazy, all strikes are far far far out of the money.

All in all - the goal is to get market returns that are slightly juiced up by 2-3 percent annually through some very safe naked puts.

Mathematically i think it should guarantee beating the a portfolio that was 50% US, 35% international and 15% Bitcoin.

I feel much more relaxed. Barely open my etrade account. Today i made some trades after a full week of not doing any trading. I’m not feeling the pressure to make more or to get big returns.

Edit: attaching portfolio.
 

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I think it’s official. Mentally my brain has accepted the reality that I’m at my financial independence number.

previously i would check emoney several times a week and follow my net worth very closely, now i haven’t looked at it for a month.

Ive officially gone from spending 2-3 hours a day on etrade to now spending 1-3 hours a week on etrade.

Current portfolio:

50% spy with $775 strike june 2026 covered calls sold

35% vxus

10% ibit, trying to get to 15% and have a 11 days to expiration, at the money put for 6 contracts that I’ve sold. So hoping to acquire another 40k of ibit soon through selling short term puts until they execute.

Also i have covered calls on ibit $90 strike for 100 dte.

Then a small number of naked puts on - cnc, unh, elv, crox, pins, hims, gap, lulu, twlo, ups, xsp, rut, upwk, twlo - total premium for all these positions is targeting 0.3% per month extra yield, nothing crazy, all strikes are far far far out of the money.

All in all - the goal is to get market returns that are slightly juiced up by 2-3 percent annually through some very safe naked puts.

Mathematically i think it should guarantee beating the a portfolio that was 50% US, 35% international and 15% Bitcoin.

I feel much more relaxed. Barely open my etrade account. Today i made some trades after a full week of not doing any trading. I’m not feeling the pressure to make more or to get big returns.

Edit: attaching portfolio.
Congratulations! If you are a doctor + who posts on this forum + who says what you said (you've accepted your FI#), then 99% you coming back to the trading life, eventually haha. Congrats again!
 
I think it’s official. Mentally my brain has accepted the reality that I’m at my financial independence number.

previously i would check emoney several times a week and follow my net worth very closely, now i haven’t looked at it for a month.

Ive officially gone from spending 2-3 hours a day on etrade to now spending 1-3 hours a week on etrade.

Current portfolio:

50% spy with $775 strike june 2026 covered calls sold

35% vxus

10% ibit, trying to get to 15% and have a 11 days to expiration, at the money put for 6 contracts that I’ve sold. So hoping to acquire another 40k of ibit soon through selling short term puts until they execute.

Also i have covered calls on ibit $90 strike for 100 dte.

Then a small number of naked puts on - cnc, unh, elv, crox, pins, hims, gap, lulu, twlo, ups, xsp, rut, upwk, twlo - total premium for all these positions is targeting 0.3% per month extra yield, nothing crazy, all strikes are far far far out of the money.

All in all - the goal is to get market returns that are slightly juiced up by 2-3 percent annually through some very safe naked puts.

Mathematically i think it should guarantee beating the a portfolio that was 50% US, 35% international and 15% Bitcoin.

I feel much more relaxed. Barely open my etrade account. Today i made some trades after a full week of not doing any trading. I’m not feeling the pressure to make more or to get big returns.

Edit: attaching portfolio.
Out of curiosity if you don't mind (you may have said elsewhere and I missed it)

What's your number?
 
Paying a little bit more attention to the Pro Quant Portfolio lately on SA. It's only been active a couple of months but the returns are insane. I don't like all the charts but the ones I do like...I'm adding to my watchlists and buying when I see good entries.

Screenshot 2025-08-12 at 1.12.35 PM.png


Keep in mind, that's literally only 2 months of performance.
 
Out of curiosity if you don't mind (you may have said elsewhere and I missed it)

What's your number?

Technically I’m not at 4% of expenses yet, which would be 3-3.5M in investment assets but net worth is sitting at 2.5M with 2.3M of that being investments and not home equity.

This is at age 36 for me and 32 for my wife.

Since i know I’m working for at least 3-5 more years in the ER, even if i cut down to 8 shifts a month, and because my wife who makes about 260-275k loves her job, i can’t imagine a near term situation where we don’t continue growing our net worth.

So basically even if we stopped investing more, there’s no more huge financial incentive to hustle since regardless we’ve gotten to the point of creating generational wealth, assuming our income doesn’t go from 650-700k to $0 soon and we don’t eat up our portfolio.
 
Congratulations! If you are a doctor + who posts on this forum + who says what you said (you've accepted your FI#), then 99% you coming back to the trading life, eventually haha. Congrats again!

I mean…. I’m still trading and have a small number of naked puts. But for context i bought and sold over 85000 contracts last year and paid almost 20k in commissions to etrade last year.

To go from that, to doing nothing, not worrying about optimizing and barely trading 1-2 times a week is a big change.

Doesn’t mean I’m not trading, i am, but not trying to 2X the returns of Spy. Now just trying to get market returns, with a sprinkle of 2-3% extra.

Basically…. I’ve gotten 2X the return of SPY in 5 years as a trader, now I’m getting out while I’m ahead 😁😁😁
 
Good for you man! Enjoy the life away from the screen.

Getting there. Last 2 weeks of etrade usage averaged 19m and 17m of average daily usage.

Used to be 2-3 hours of daily etrade usage. Some days off had become 5-6 hours of anxiously watching the markets on bad days.

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IMG_0393.png
 
Technically I’m not at 4% of expenses yet, which would be 3-3.5M in investment assets but net worth is sitting at 2.5M with 2.3M of that being investments and not home equity.

This is at age 36 for me and 32 for my wife.

Since i know I’m working for at least 3-5 more years in the ER, even if i cut down to 8 shifts a month, and because my wife who makes about 260-275k loves her job, i can’t imagine a near term situation where we don’t continue growing our net worth.

So basically even if we stopped investing more, there’s no more huge financial incentive to hustle since regardless we’ve gotten to the point of creating generational wealth, assuming our income doesn’t go from 650-700k to $0 soon and we don’t eat up our portfolio.
Congrats! You have won the rat race.
 
Technically I’m not at 4% of expenses yet, which would be 3-3.5M in investment assets but net worth is sitting at 2.5M with 2.3M of that being investments and not home equity.

This is at age 36 for me and 32 for my wife.

Since i know I’m working for at least 3-5 more years in the ER, even if i cut down to 8 shifts a month, and because my wife who makes about 260-275k loves her job, i can’t imagine a near term situation where we don’t continue growing our net worth.

So basically even if we stopped investing more, there’s no more huge financial incentive to hustle since regardless we’ve gotten to the point of creating generational wealth, assuming our income doesn’t go from 650-700k to $0 soon and we don’t eat up our portfolio.
That's just such an incredible net worth at your age. I had zero dollars to my name at 36 and wasn't even done with residency. Unreal. You could severely cut back in shifts if you wanted as you'll be worth many many millions by say....age 50. Especially, if your wife is going to continue working with that kind of income. Way to go in saving and investing so much at your age.

In a way...I was forced into higher risk trading since I was a late bloomer and wasn't even pulling an attending pay check until 38. I spent 4.5 years paying off my 400K loans and had zero dollars invested and started from scratch at 43 or so. I felt like I couldn't afford to go typical boglehead route unless I wanted to retire at 75 so I pursued higher risk investing. If I had my current net worth at your age I'd be 100% on board the VOO + chill train like so many others.
 
Paying a little bit more attention to the Pro Quant Portfolio lately on SA. It's only been active a couple of months but the returns are insane. I don't like all the charts but the ones I do like...I'm adding to my watchlists and buying when I see good entries.

View attachment 407687

Keep in mind, that's literally only 2 months of performance.
Do their position exits make sense?

The alpha picks portfolio also seems to do well but commenters in SA specifically point out that they think the portfolio exits positions too slowly.

Is it possible the quant method is good at identifying entry but bad at knowing when to leave?
 
Do their position exits make sense?

The alpha picks portfolio also seems to do well but commenters in SA specifically point out that they think the portfolio exits positions too slowly.

Is it possible the quant method is good at identifying entry but bad at knowing when to leave?
So, there's the Alpha picks portfolio and then the Pro Quant Portfolio which is only available to Pro subscribers. The Alpha picks portfolio makes 2 trades a month. The stock gets dropped if it is marked as a hold in the quant system for more than 90 days. It's a very straightforward and simple system. There seems to always be critics of the quant system and Alpha picks in particular and I really don't know what to tell people other than just try trading it. The performance speaks for itself. The trades are completely transparent. Yes, sometimes the entries and exits are not optimal from my point of view but then again, it usually beats me most years. I certainly don't trade all of them, only the ones that meet my own technical criteria.

The critics always make me laugh because inevitably there's something they don't like. It used to be "The quant system could never be used to make a tradable portfolio." Then Alpha picks came out. Now it's "Alpha picks moves too slow". Now, Pro Quant Portfolio comes out. There's no end to the critics. I used to think the majority of my trading performance was my particular trading system and nowadays I'm mature enough to readily admit that it's probably a minor component and for the most part....I'm riding Steven Cress's tailcoat on the Quant systems success. I just feel really fortunate to have found the service back when I did as it will probably prove to be the single most transformative impact in my investing career.

PQP are more speculative trades and they are inherently volatile so it's not for everyone but so far the success is insane. It's actively traded and rebalanced every Monday.

If you don't have access to Alpha Picks, here's their performance since inception (2023 summer?) and YTD:

Screenshot 2025-08-12 at 4.47.58 PM.png

Screenshot 2025-08-12 at 4.48.15 PM.png
 
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That's just such an incredible net worth at your age. I had zero dollars to my name at 36 and wasn't even done with residency. Unreal. You could severely cut back in shifts if you wanted as you'll be worth many many millions by say....age 50. Especially, if your wife is going to continue working with that kind of income. Way to go in saving and investing so much at your age.

In a way...I was forced into higher risk trading since I was a late bloomer and wasn't even pulling an attending pay check until 38. I spent 4.5 years paying off my 400K loans and had zero dollars invested and started from scratch at 43 or so. I felt like I couldn't afford to go typical boglehead route unless I wanted to retire at 75 so I pursued higher risk investing. If I had my current net worth at your age I'd be 100% on board the VOO + chill train like so many others.

My first attending paycheck was at 30 i think, though i was moonlighting throughout 3rd year and essentially made an extra 80k in pgy 3. I paid a total of 195k debt (including interest and both college and med school) i think 50k of that was actually paid as a pgy3 resident.

July 1st 2019, as an attending, i had 145k left. Was debt free by feb 2020, just in time for the March 2020 drop to start buying heavily. Too bad that buying opportunity was short lived.

Wife went to med school in pakistan and had 0 debt. Her med school cost around 100-150 dollars a year.

My first 2 years as attending, our family made 500k, we lived on 50k in probably one of the cheapest cities in the US - toledo Ohio.

July 2022 we hit our first million. Exactly 3 years out for me and 1 year out for my wife.

June 2024 we hit our second million due to 2023 being a block buster year of almost 900k in taxable income (my income, some retention bonus for 3 years, wife’s income, options income).

the way i was playing the game, an enron like event could have wiped me out and set me back 3-4 years. For example - i had 550 cnc $20 strike contracts just last month, one of the largest insurance companies shouldn’t go bust, but if it did, it would have wiped out 1M.

So…. I think it was time to start playing it safer when one could argue that I’ve already won the game.
 
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I have been out of this thread for a little but always enjoyed reading. Options are a little over my head and I am sure if I wanted to understand it in detail, I could but I don't enjoy the technicals that much.

I sold some calls on my Tsla stock a year ago. Made some, lost some, prob ended up about even. I have other hobbies I enjoy more and didn't want to deal with the potential massive swings.

@cyanide, I think you have slowed down on you option plays. How has that turned out.

Currently about 50% of my stock is in tsla and the other 40% in the Mag 7 minus Meta. I have conviction in the massive moats for Tsla/NVDA>Goog/msft>>aapl/Amz>Meta and they seem to lead the AI/Autonomous revolution that will change the world. I really don't understand Meta's advantages so staying out of this one and the run up seems massive. Other than some small bites from other stocks, I plan to have the mag 7 being 90+% of the portfolio for the next 10 yrs.

I plan on putting 50K every month into Tsla/NVDA/Goog/Msft/Apple/Amaz for the next 12 months then reevaluate. Missed out on PLT but may buy on the dip.

It looks like there is conviction for Crypto. Any suggestions on what is best to buy for Crypto? I would be willing to put 100K into this over the next 12 months.
 
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It looks like there is conviction for Crypto. Any suggestions on what is best to buy for Crypto? I would be willing to put 100K into this over the next 12 months.
I am, and have been for years, long on ETH, which is currently exploding and on pace to surpass it's ATH. I'm up over 60k in the past week. I've also dropped my gambling fund (about 10-15k that I dump into things which I'm completely ok with losing) in ETHU a couple of weeks ago which has been doing extremely well for me, but which I would certainly not endorse other people jump onto given the extreme risk with leveraged ETFs. I just bumped up my stop loss order threshold for ETHU but I sure as hell have a stop loss on that thing permanently.

Buying ETH, holding (and staking it if you can) is what I like as a long term play.
 
I have been out of this thread for a little but always enjoyed reading. Options are a little over my head and I am sure if I wanted to understand it in detail, I could but I don't enjoy the technicals that much.

I sold some calls on my Tsla stock a year ago. Made some, lost some, prob ended up about even. I have other hobbies I enjoy more and didn't want to deal with the potential massive swings.

@cyanide, I think you have slowed down on you option plays. How has that turned out.

Currently about 50% of my stock is in tsla and the other 40% in the Mag 7 minus Meta. I have conviction in the massive moats for Tsla/NVDA>Goog/msft>>aapl/Amz>Meta and they seem to lead the AI/Autonomous revolution that will change the world. I really don't understand Meta's advantages so staying out of this one and the run up seems massive. Other than some small bites from other stocks, I plan to have the mag 7 being 90+% of the portfolio for the next 10 yrs.

I plan on putting 50K every month into Tsla/NVDA/Goog/Msft/Apple/Amaz for the next 12 months then reevaluate. Missed out on PLT but may buy on the dip.

It looks like there is conviction for Crypto. Any suggestions on what is best to buy for Crypto? I would be willing to put 100K into this over the next 12 months.

I personally feel ibit is the safest way to own bitcoin. Unlikely to get hacked, can do covered calls to start yielding income from that position as well.

I’ve only slowed down on the trading for 1 month now. So far so good. I’m also embracing funds like spyi that do covered calls and create yield. I still have my account on public.com that’s 100% options, but it’s a smaller account with 50k instead of 730k, so position sizes feel so small compared to the main account that i basically go 1-2 weeks without looking at that account.

The sad part is im up 20% ytd on my public.com account. Totally killing it there while the larger account Is barely at 1-2% ytd gain.
 
I will look into IBIT and some research. Does Ibit actually hold the coins?

I have a paypal account that I can Bit/Eth at strike price but will a buy/sell cost of about $30 which is not bad at all. This seems like the cleanest way to directly own crypto. I am just curious how secure my bitcoin would be in IBIT and paypal. One reason I never thought about owning crypto in my wallet is I just don't want to spend time to figuring out how to hold or someone hacking my wallet.
 
I will look into IBIT and some research. Does Ibit actually hold the coins?

I have a paypal account that I can Bit/Eth at strike price but will a buy/sell cost of about $30 which is not bad at all. This seems like the cleanest way to directly own crypto. I am just curious how secure my bitcoin would be in IBIT and paypal. One reason I never thought about owning crypto in my wallet is I just don't want to spend time to figuring out how to hold or someone hacking my wallet.

Yeah i didn’t want to figure out the logistics of holding crypto in a cold storage wallet either.

Ibit which is an ishares fund owned by Blackrock owns 740000+ bitcoins, especially about 3% of the entire supply. The fund holdings is basically 99% bitcoin. The fund holds 89 billion worth of bitcoin.
 
Yeah i didn’t want to figure out the logistics of holding crypto in a cold storage wallet either.

Ibit which is an ishares fund owned by Blackrock owns 740000+ bitcoins, especially about 3% of the entire supply. The fund holdings is basically 99% bitcoin. The fund holds 89 billion worth of bitcoin.
Thanks for the reply. So essentially the fund essentially mirrors Bitcoin's price accounting for whatever fees they charge?
 
Thanks for the reply. So essentially the fund essentially mirrors Bitcoin's price accounting for whatever fees they charge?

And since its ishares, the fee isnt terrible either. I think the existence of bitcoin etfs makes it ridiculously easy to get into bitcoin through mainstream brokerages like the vanguards of the world. The fact that harvard is allocating some of their endowment towards bitcoin might mean other endowment funds might follow. Bitcoin is also so popular internationally, it is far easier to buy bitcoin sitting in pakistan vs buying a US company like AAPL. So the buyer pool is huge.

Im late to the game, but im looking to own 1 bitcoin equivalent ibit by the end of the year.

My cash covered puts at some point of life will execute lol. Basically getting 1.5% per 10-14 days return until i finally get assigned shares.
 
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And since its ishares, the fee isnt terrible either. I think the existence of bitcoin etfs makes it ridiculously easy to get into bitcoin through mainstream brokerages like the vanguards of the world. The fact that harvard is allocating some of their endowment towards bitcoin might mean other endowment funds might follow. Bitcoin is also so popular internationally, it is far easier to buy bitcoin sitting in pakistan vs buying a US company like AAPL. So the buyer pool is huge.

Im late to the game, but im looking to own 1 bitcoin equivalent ibit by the end of the year.

My cash covered puts at some point of life will execute lol. Basically getting 1.5% per 10-14 days return until i finally get assigned shares.
I saw a post on RDDT where the guy was asking for financial advice. I think it was the WCI forum. Anyway, he was a dermatologist if memory serves who bought a bunch of bitcoins when young and forgot about them and accessed the wallet to discover they were worth 9 figures. He hired a lawyer and a financial consultant, etc.. Some guys have all the luck.

Edit: Here we go. I'm not sure I believe it but if so...damn.
 
I am curious on why you sold NVDA.
I had about 5500 shares and have seen a 30% gain over the past few months. I'm very happy with how it's performed but doubt I'll get the kind of performance from it over the next 6 months that I would hope and it's very overbought on the weekly stochastic RSI. I'll never let go of all my shares and have utter and complete faith in the company long term but I'm looking for higher performing stocks in the medium term.

NVDA was a no brainer at sub $100 but I don't see another 30% gain again in the next 6 months. I want to lock in some profits at this price.
 
Sold OSCR and took a small position in DLO. Plan to increase my position substantially.

DLO has the potential to be 10X in the next 2-3 yrs.
 
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Just to update my strategy of selling puts and covered calls when assigned to pay off my remaining low 6 figure student loans before graduation from residency.

I sold puts on RDDT and was assigned just before March 2025(??) when the initial tariffs were announced and with the drop in the market, my RDDT holdings dropped nearly 60%. Fortunately or unfortunately, I learned a lesson from PLTR when I was assigned 6500 shares at $19.XX per shares last June - July 2024 and sold near the money covered calls then which ended up being exercised with a small $3000+ profit. In hindsight I should have rolled over the in the money calls of PLTR and if I had done so, I would be sitting at over $1m dollars today of unrealized gains from the 6500 shares. :dead: Live and learn.

So I have been rolling my in the money RDDT and have recovered my basis and have more than enough in unrealized gains to pay off the rest of my loans and still have my initial principle. However, I have rolled the RDDT covered calls out to Jan 2026 with a strike price of $230 while my student loans continue to accrue interest at 5% which comes out to roughly $130+ per day.

I just hate paying interest on the loans. Should I just wait until the calls, hopefully, get exercise at $230 before Jan 2026 if RDDT continues to go up or should I do a limit credit spread at a lower strike price at say $210 or $220 for an earlier month in 2025 with the hopes that the holder(s) exercise and my shares are assigned away to just pay off the student loans? My basis of each RDDT share is $196ish.

I am torn between wanting the euphoria of reaching my goal of paying off my remaining loans, selling credit limit spreads at at lower strike price in 2025, or rolling out RDDT covered calls into subsequent months in 2026 because I still think RDDT can go higher.
 
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Just to update my strategy of selling puts and covered calls when assigned to pay off my remaining low 6 figure student loans before graduation from residency.

I sold puts on RDDT and was assigned just before March 2025(??) when the initial tariffs were announced and with the drop in the market, my RDDT holdings dropped nearly 60%. Fortunately or unfortunately, I learned a lesson from PLTR when I was assigned 6500 shares at $19.XX per shares last June - July 2024 and sold near the money covered calls then which ended up being exercised with a small $3000+ profit. In hindsight I should have rolled over the in the money calls of PLTR and if I had done so, I would be sitting at over $1m dollars today of unrealized gains from the 6500 shares. :dead: Live and learn.

So I have been rolling my in the money RDDT and have recovered my basis and have more than enough in unrealized gains to pay off the rest of my loans and still have my initial principle. However, I have rolled the RDDT covered calls out to Jan 2026 with a strike price of $230 while my student loans continue to accrue interest at 5% which comes out to roughly $130+ per day.

I just hate paying interest on the loans. Should I just wait until the calls, hopefully, get exercise at $230 before Jan 2026 if RDDT continues to go up or should I do a limit credit spread at a lower strike price at say $210 or $220 for an earlier month in 2025 with the hopes that the holder(s) exercise and my shares are assigned away to just pay off the student loans? My basis of each RDDT share is $196ish.

I am torn between wanting the euphoria of reaching my goal of paying off my remaining loans, selling credit limit spreads at at lower strike price in 2025, or rolling out RDDT covered calls into subsequent months in 2026 because I still think RDDT can go higher.
I am so mad at myself for not making a tons in PLTR. I had ~6300 at $15+ and sold for a small profit of ~14k in less than 2 weeks later. Had I held for over a year and sell it now, that would have put me close to coast FIRE.
 
I am so mad at myself for not making a tons in PLTR. I had ~6300 at $15+ and sold for a small profit of ~14k in less than 2 weeks later. Had I held for over a year and sell it now, that would have put me close to coast FIRE.
You could have lost it too. Enjoy the $14k.
 
Just to update my strategy of selling puts and covered calls when assigned to pay off my remaining low 6 figure student loans before graduation from residency.

I sold puts on RDDT and was assigned just before March 2025(??) when the initial tariffs were announced and with the drop in the market, my RDDT holdings dropped nearly 60%. Fortunately or unfortunately, I learned a lesson from PLTR when I was assigned 6500 shares at $19.XX per shares last June - July 2024 and sold near the money covered calls then which ended up being exercised with a small $3000+ profit. In hindsight I should have rolled over the in the money calls of PLTR and if I had done so, I would be sitting at over $1m dollars today of unrealized gains from the 6500 shares. :dead: Live and learn.

So I have been rolling my in the money RDDT and have recovered my basis and have more than enough in unrealized gains to pay off the rest of my loans and still have my initial principle. However, I have rolled the RDDT covered calls out to Jan 2026 with a strike price of $230 while my student loans continue to accrue interest at 5% which comes out to roughly $130+ per day.

I just hate paying interest on the loans. Should I just wait until the calls, hopefully, get exercise at $230 before Jan 2026 if RDDT continues to go up or should I do a limit credit spread at a lower strike price at say $210 or $220 for an earlier month in 2025 with the hopes that the holder(s) exercise and my shares are assigned away to just pay off the student loans? My basis of each RDDT share is $196ish.

I am torn between wanting the euphoria of reaching my goal of paying off my remaining loans, selling credit limit spreads at at lower strike price in 2025, or rolling out RDDT covered calls into subsequent months in 2026 because I still think RDDT can go higher.

If you're a medial student, you're killing it. When I was a medical student, I was too focused on dating and then entrepreneurship but looking back, I should have focused more on investing. What's your options trading strategy? How did you come up with the seed money for trading options? What has been your after-tax CAGR?

5% interest is really nothing. My student loan is at 6+% interest and I've been paying it off as slowly as I can. Last year, I bought something that made me about 80% CAGR. And since it is something I'm not going to sell in the foreseeable future, it'll keep on compounding way more than the interest without me have to pay taxes on it.

Personally, I don't know much about RDDT equity. However, seasonality means that stocks are likely to be higher (possibly much higher) in January 2026 than now. The question is: will the increase in value of options due to higher prices of underlying outrun theta decay?

And you should have plan in place for downside protection. What is your downside protection? When will you exit the trade?

Personally, if there is good downside protection plan, I would hold. I like to max risk assuming asymmetric upside. But if you're really not sure of the questions from the line above, then I would hedge.
 
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I paid off all my student loans within 5 years. Best feeling in the world. I am not a fan of living a life of leveraged networth. It is just not for me and causes too much anxiety. It might mean that I have to work harder and longer to get the same outcome and that is ok with me.
 
@AD04 I use the simple Wheel Method of options trading and only sell puts on stocks I want to be in my portfolio so if the stock falls after assignment, I don't panic and end up selling for a loss. Then I sell covered calls until I recover my basis or get exercised.

I've been successful with capital gains every year since MS3. Seed money are from combination of savings and taking out extra student loans with the goal of investing while there was 0% interest on the loans in medschool.

I'm in the camp of paying my loans before I graduate from my residency program regardless of how "low" my interest is. When I started residency I had that as a goal and I am nearly able to accomplish it. I made mid 5 figures in capital gains the first year after medschool graduation and low 6 figures capital gains the following year with the Wheel Method and put 80% of that into reducing my loans.

I just need to figure out how to get out of these Jan 2026 covered calls with the minimal "damage" and retire the loans.
 
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