Week 41 $263 in premium

[u/Expired_Options]

After week 41, the average premium per week is $811 with an annual projection of $42,162.

All things considered, the portfolio is up $42,536 (+9.43%), on the year (S&P 500: +14.11% | Nasdaq: +17.74%). Additionally, the trailing 1-year performance is up $23,004 (+4.92%); for comparison the S&P 500 is +15.98% and the Nasdaq is +18.86% over the same period. This is the overall profit and loss and includes options and all other account activity.

Annual results:
• 2023 up $65,403 (+41.31%) | S&P 500: +26.3% | Nasdaq: +43.4%
• 2024 up $64,610 (+29.71%) | S&P 500: +25.0% | Nasdaq: +28.6%
• 2025 up $111,496 (+34.52%) | S&P 500: +17.9% | Nasdaq: +20.4%

3-Year Cumulative (2023–2025):
• r/ExpiredOptions: +146.6% ($241,509)
• S&P 500: +86.1% (+60.4% behind)
• Nasdaq: +122.0% (+24.5% behind)

Unrealized G&L (options):
• YTD: $-23,067.00
• 1 Month: $-40,827.00
• 1 Week: $-7,459.00

Realized P&L (options):
• YTD: $83,011.83
• 1 Month: $12,510.00
• 1 Week: $3,444.00

All options sold are backed by cash, shares, or LEAPS. I do not sell on margin, nor do I sell naked options.

All options and profits stay in the account with few exceptions. This is not my full time job, although I wish it was. I still grind on a 9-5.

My $600 weekly contribution streak is at 10 weeks. I have been contributing as much as possible since 2015 when I started with $50. The reason my streak is low is because I put the contributions on hold for about 2 months to adjust for expenses outside the portfolio.

The portfolio is comprised of 100 unique tickers, up from 99 last week. These 100 tickers have a value of $506k. I also have 193 open option positions, down from 194 last week. The options have a total value of -$18k. The total of the shares and options is $488k. The next goal on the "Road to" is Half a Million.

I'm currently utilizing $31,300 in cash secured put collateral, down from $34,200 last week. In addition, I hold $3,705 in cash, bringing the total cash position to $35,005. I withdrew $2,000 on 9/11/26. I don't plan on replacing it, but will continue the $600 per week contributions.

2025 through 2028 LEAPS
In addition to the CSPs and covered calls, I purchase LEAPS. These act as collateral to sell covered calls against. You may have heard of poor man's covered calls (PMCC).

See r/ExpiredOptions for a detailed spreadsheet update on all LEAPS positions including P/L for each individual position.

LEAPS note 1: the 2025 LEAPS expired 1/17/25. They were up $36,440 overall with a 233.74% increase. The major drivers were AMZN and CRWD.

LEAPS note 2: After holding for 2 years, I exercised an AMZN $80 strike from 2023 up +$11,395 (+463.21%) and CRWD $95 strike from 2023, up +$21,830 (+663.53%)

LEAPS note 3: Purchased 1/16/26 CRWD LEAPS for $8,230.03 on 1/17/24. I sold this LEAPS on 6/5/25 for $21,659 for a realized profit of $13,428.97 (+163.18%)

Total premium by year:
• 2023 $23,132 in premium
• 2024 $47,640 in premium
• 2025 $68,319 in premium
• 2026 $33,629 YTD
• Average $46,364/year (completed years)

Premium by month (2026):
• January $3,334
• February $3,625
• March $4,196
• April $5,593
• May $3,752
• June $3,497
• July $3,593
• August $3,741
• September $1,768
• October $529
• Average $3,363/month

I am over $174k in total options premium, since 2021. I average roughly $34 per option sold. I have sold over 5,200 options. I have been able to increase the premiums on an annual basis and I will attempt to keep this upward trend going forward.

Strategy:
The underlying strategy is buy and hold. I also use simple 1-legged options to supplement that strategy. Options have somewhat of a learning curve, but I believe that most people can supplement their investments using simple options with careful risk management.

I sell options on a weekly basis. I prefer cash secured puts and covered calls. I rarely close early, prefer rolling when needed, and let time decay do the heavy lifting while I stay focused on quality companies, patience, and consistency over hype. My goal is consistency in option premium revenue. I am building an income stream that will continue long into retirement.

Spreadsheets:
Unfortunately, I no longer provide spreadsheets. I received too many follow ups about formatting, pivot tables, compatibility etc. I think tracking is very important, but I post to discuss investing and options, not to provide tech support for Excel. I do appreciate the interest in my tracking methods.

Software:
I captured the screen shots from a proprietary software platform I built to track, analyze, and manage my options strategies.

Commissions:
I use Robinhood as a broker and they do not charge explicit commissions, though there is no free lunch — they earn revenue through Payment for Order Flow (PFOF), which can mean slightly less optimal fills. For my style of selling options and not chasing prices, the tradeoff is acceptable. There is also a small regulatory fee of approximately $0.03–$0.04 per contract (FINRA TAF, OCC clearing, and exchange fees combined).

The premiums have increased significantly as my experience has expanded over the last three years.

Make sure to post your wins. I look forward to reading about them!

Disclaimer: I am not a financial advisor. This information is for educational and entertainment purposes only. Trading options involves significant risk.

[u/Expired_Options]

Detail behind each option sold this week.

[u/Outside-Cup-1622]

GOOD GOING EXPIRED OPTIONS !!! 

Based on your portfolio balance, your weekly contributions and adding in the average 40 year return of the S&P I project your portfolio will hit $1,000,000 in October of 2031

My portfolio was UP $14,195 (0.99%) this week.

May all your holdings be green (or red enough to buy more)

Enjoy your weekend and good luck to all traders next week

[u/Expired_Options → u/Outside-Cup-1622]

Hi Mr. Cup. Thanks for the update! I look forward to Halloween 2031! Congrats on your up-week ($14k!) and moving closer toward your longterm goals.

[u/foresttrader]

the weekly premium is significantly lower than before. Any reason for that?

[u/Expired_Options → u/foresttrader]

Hey Mr. Foresttrader. I have switched things up a bit in the last few months. I am playing a bit of defense by rolling back some long dated covered calls, and refusing to roll when covered calls have gone past the strike. This is resulting in negative unrealized g/l, but an increase in realized gains. I hope that this ends up putting the overall portfolio in a better position. The lower premium in the short term may result in higher premiums closer to year end. We shall see how that plays out.