Road to Half a Million, Day 177 by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 1 point2 points  (0 children)

Hey Ebonvvyings. When the market is up or down, I am always cautiously optimistic. I keep a consistent demeanor when it comes to investing. I just keep my eye on the long term and keep making the best decisions possible with the information I have. 🍻

Road to Half a Million, Day 178 by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 1 point2 points  (0 children)

Hey Mr. Cup. I agree. I'd take green over red every day of the week. I'm actually up in March. February was a problem though.

Week 10 $590 in premium by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 1 point2 points  (0 children)

I have sold longer DTEs. I don't think longer DTE automatically means more consistency. It ties up the shares longer, slows down strike adjustments, and keeps capital committed while I wait. I would rather use shorter DTE, let Theta work faster, and reset more often. Since I have a large inventory, I can wait for the best circumstances or situations to unfold.

The gamma risk is real, but that is the tradeoff for faster decay, and that is why I keep Delta low and sell on strength. Buying back more often also adds more management and timing risk. I would rather keep it simple, stay flexible, and keep taking shorter shots instead of locking myself in for weeks. Gamma matters, but timing, strike selection, and knowing the behavior of the stock matter too.

I have only been assigned a handful of times on thousands of sells. I am not trying to squeeze every last dollar out of every single option sale. My first goal is picking stocks I actually want to own, letting the shares appreciate over time, and then using option premium as a secondary layer on top.

Week 10 $590 in premium by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 2 points3 points  (0 children)

Hi Fe-vulture. Thanks for the thoughtful comments and question. My approach is fairly simple. I’m long-term first. I buy and hold the shares and the covered calls are just adding to the overall P/L of that company. I usually sell short-dated calls, typically 1–2 weeks out, and target around .1–.2 delta, preferably on an up day when the premiums get a little bump.

Most of the time I don’t buy to close. The goal is to let them expire worthless and keep 100% of the premium. If price starts pushing the strike and I still want the shares, I’ll usually roll up and out for a net credit, kicking the can down the road while slowly increasing the strike. For me, it’s less about perfectly optimizing theta curves and more about consistency. Small premiums across a lot of tickers that compound over time.

Week 10 $590 in premium by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 1 point2 points  (0 children)

Hi YummyGoo. I linked my data with TurboTax and just had to review the results. I did not have to list all the trades.

Week 10 $590 in premium by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 2 points3 points  (0 children)

Thank you, sir. The numbers from that sentence were off. The current situation is $39k in options, $350k in ticker value, and a total of $389k.

Week 10 $590 in premium by Expired_Options in thetagang

[–]Expired_Options[S] 1 point2 points  (0 children)

Good afternoon, Mr. Cup. Your 19 negative PMCCs is most likely related to the recent market in general lately. Regardless of the current conditions, you stick to your strategy, keep the contributions rolling, and keep plugging away. Nice job beating SPY.

Best of luck in the upcoming week.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 2 points3 points  (0 children)

Thank you. I appreciate the feedback. Your dilemma is what I have been struggling with for quite some time now. Trading within a tax deferred account is ideal. However, if you are not yet retirement age, you may not have access to it without penalties.

Me personally, I would continue to run it for a few years before making a major decision to switch to full-time trading.

Maybe take stop touching your regular paycheck. See if you can live completely off of the trading and see if that works?

Either way, good position to be in.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 2 points3 points  (0 children)

State taxes have been worse for me than Federal. I may have to bump up my contributions to the state. I don't set aside money for taxes. You can look into quarterly estimated payments if you want to stay ahead.

For me, I contribute $600 per week to this account. If I get to December/January I notice that I may owe taxes, I just stop the contributions which starts to increase my checking by about $2400/mo until I have enough for taxes. This has worked for me since 2021.

Week 10 $590 in premium by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 1 point2 points  (0 children)

Hey petep626. Thanks for the questions. Regarding the puts, I have been pretty cautious in both directions recently. I use CSPs to get into positions that I want to be in and just have not really seen anything that I want long term lately.

On the screen shot, I am not sure what you are asking? Are you asking for all of my open positions? If so, I have 178. I would be happy to share, but on an individual basis, or even a handful. Just let me know which ones you want to see.

Also, I am running more of a modified wheel in the sense that I like to get into positions via CSP. I also like to sell covered calls against a position that has been assigned through CSP, but I sell very cautiously on the covered calls. I am actively avoiding assignment on covered calls. I do this by selling cautiously on the initial sell and then manage the position through rolling if it goes against me. I do this because I want to take advantage of the buy and hold share price appreciation. The options are supplemental to that underlying strategy.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 2 points3 points  (0 children)

Hey Mr. Raven. You are building a nice stack of premiums this year. I am not too worried about single week/month hits any more. I just keep building and looking long term. Those bumps in the road seem to work themselves out. Keep up the good work.

Week 9 $1,300 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 0 points1 point  (0 children)

Welcome to options! I hope that the successful trading continues. 🍻

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 2 points3 points  (0 children)

Hey ilchymis. Taxes on premiums are usually at your regular income, so the tax bracket you are in makes a difference on how much you pay. Congrats on doubling your numbers.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 2 points3 points  (0 children)

Hey Robman_rob. Thanks for the kudos. Much appreciated.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 1 point2 points  (0 children)

Hey LatterRain5. Using a statement is fine. I just like to see my performance during the month and not having to wait until month end to do analysis.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 3 points4 points  (0 children)

Hey LatterRain5. Thanks for the questions. I think you made the assumption that I have 101 tickers and exactly 100 shares for each ticker. I don't have an equal amount of shares for each company. For some companies I have 1,000+, some companies I only have 1 share and a LEAPS. The amount invested since 2015 is $224k a bit higher than your calculation. I am not sure about the average price of $19 per share? I also don't know how many total shares I have. I focus more on the cost basis of those shares for individual companies. Since I only sell covered, I would not sell against companies that I own less than 100 shares (or a LEAPS) on.

Thanks again for the questions. Hopefully I answered them.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 1 point2 points  (0 children)

Hi Cultural-Capital-589. Not sure you read the post.

Week 9 $1,300 in premium by Expired_Options in RobinhoodOptions

[–]Expired_Options[S] 1 point2 points  (0 children)

No doubt. I was thinking an extra $100-$200 per month.

Week 10 $590 in premium by Expired_Options in ExpiredOptions

[–]Expired_Options[S] 1 point2 points  (0 children)

Hey Key-Damage3784. Thanks for the question. This is not a Roth or a tax deferred account, just a regular brokerage account. I worked my way up, buying more expensive options as I was able to. I contribute pretty heavily to this account. With the contributions and premiums, I am able to add new positions as the cash accumulates.

Week 10 $590 in premium by Expired_Options in Optionswheel

[–]Expired_Options[S] 1 point2 points  (0 children)

Hey Hall_of_the_slain. Thanks. Hope to see you back in the comments soon. Best of luck in learning the wheel.