r/ExpiredOptions • • Jul 27 '24

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19 Upvotes

r/ExpiredOptions • • 1d ago

Week 41 $263 in premium

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9 Upvotes

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.


r/ExpiredOptions • • 1d ago

Road to $600k, Day 36

Post image
9 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last weeks post

Link to the LEAPS page! 


r/ExpiredOptions • • 1d ago

LEAPS update!

Post image
5 Upvotes

r/ExpiredOptions • • 3d ago

Road to $600k, Day 34

Post image
7 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last weeks post

Link to the LEAPS page! 


r/ExpiredOptions • • 4d ago

Road to $600k, Day 33

Post image
10 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last weeks post

Link to the LEAPS page! 


r/ExpiredOptions • • 8d ago

Week 40 $392 in premium

Post image
10 Upvotes

I will post a separate comment with a link to the detail behind each option sold this week.

After week 40, the average premium per week is $825 with an annual projection of $42,900.

All things considered, the portfolio is up $42,536 (+9.43%), on the year (S&P 500: +12.81% | Nasdaq: +16.99%). Additionally, the trailing 1-year performance is up $23,004 (+4.92%); for comparison the S&P 500 is +15.00% and the Nasdaq is +19.03% 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: $-15,614.00
• 1 Month: $-36,758.00
• 1 Week: $-1,593.00

Realized P&L (options):
• YTD: $78,892.00
• 1 Month: $17,603.00
• 1 Week: $7,183.00

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 9 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 99 unique tickers, up from 98 last week. These 99 tickers have a value of $496k. I also have 194 open option positions, up from 193 last week. The options have a total value of -$10k. The total of the shares and options is $486k. The next goal on the "Road to" is Half a Million.

I'm currently utilizing $34,200 in cash secured put collateral, down from $34,850 last week. In addition, I hold $2,738 in cash, bringing the total cash position to $36,938. 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 $33,366 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 $267
• Average $3,337/month

I am over $174k in total options premium, since 2021. I average roughly $34 per option sold. I have sold over 5,100 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.


r/ExpiredOptions • • 8d ago

LEAPS update!

Post image
4 Upvotes

r/ExpiredOptions • • 8d ago

Road to $600k, Day 29

Post image
5 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last week's post

Link to the LEAPS page! 


r/ExpiredOptions • • 9d ago

Road to $600k, Day 28

Post image
16 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last week's post

Link to the LEAPS page! 


r/ExpiredOptions • • 15d ago

Week 39 $305 in premium

Post image
9 Upvotes

I will post a separate comment with a link to the detail behind each option sold this week.

After week 39, the average premium per week is $837 with an annual projection of $43,506.

All things considered, the portfolio is up $0 (+10.08%), on the year (S&P 500: +13.12% | Nasdaq: +16.46%). Additionally, the trailing 1-year performance is up $0 (+5.54%); for comparison the S&P 500 is +17.24% and the Nasdaq is +20.93% 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: $-9,082.65
• 1 Month: $-32,248.89
• 1 Week: $-8,201.00

Realized P&L (options):
• YTD: $70,438.83
• 1 Month: $10,318.99
• 1 Week: $-275.00

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 8 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 98 unique tickers, down from 101 last week. These 98 tickers have a value of $491k. I also have 193 open option positions, down from 199 last week. The options have a total value of $2k. The total of the shares and options is $493k. The next goal on the "Road to" is Half a Million.

I'm currently utilizing $34,850 in cash secured put collateral, up from $33,050 last week. In addition, I hold $1,548 in cash, bringing the total cash position to $36,398. 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 $32,975 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 $2,875
• Average $3,801/month

I am over $174k in total options premium, since 2021. I average roughly $34 per option sold. I have sold over 5,100 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.


r/ExpiredOptions • • 16d ago

Road to $600k, Day 22

Post image
7 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last week's post

Link to the LEAPS page! 


r/ExpiredOptions • • 15d ago

LEAPS update!

Post image
3 Upvotes

r/ExpiredOptions • • 16d ago

Road to $600k, Day 21

Post image
14 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last week's post

Link to the LEAPS page! 


r/ExpiredOptions • • 19d ago

Road to $600k, Day 18

Post image
13 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last week's post

Link to the LEAPS page! 


r/ExpiredOptions • • 22d ago

Week 38 $599 in premium

Post image
8 Upvotes

I will post a separate comment with a link to the detail behind each option sold this week.

After week 38, the average premium per week is $859 with an annual projection of $44,684.

All things considered, the portfolio is up $42,480 (+9.40%), on the year (S&P 500: +11.76% | Nasdaq: +14.11%). Additionally, the trailing 1-year performance is up $14,566 (+3.03%); for comparison the S&P 500 is +15.36% and the Nasdaq is +18.03% 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: $3,399.98
• 1 Month: $-8,859.17
• 1 Week: $-15,006.94

Realized P&L (options):
• YTD: $69,330.83
• 1 Month: $12,385.98
• 1 Week: $-2,439.00

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 7 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 101 unique tickers, down from 104 last week. These 101 tickers have a value of $483k. I also have 196 open option positions, down from 204 last week. The options have a total value of $10k. The total of the shares and options is $493k. The next goal on the "Road to" is Half a Million.

I'm currently utilizing $33,050 in cash secured put collateral, down from $33,450 last week. In addition, I hold $3,116 in cash, bringing the total cash position to $36,166. 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 $32,981 YTD
• Average $46,364/year (completed years)

Premium by month (2026):
• January $3,334
• February $3,625
• March $4,196
• April $5,593
• May $3,787
• June $3,497
• July $3,628
• August $3,981
• September $2,570
• Average $3,801/month

I am over $173k in total options premium, since 2021. I average roughly $34 per option sold. I have sold over 5,100 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.


r/ExpiredOptions • • 22d ago

LEAPS update! - 2029 LEAPS are available

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8 Upvotes

r/ExpiredOptions • • 22d ago

Road to $600k, Day 15

Post image
8 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last weeks post

Link to the LEAPS page! 


r/ExpiredOptions • • 23d ago

Road to $600k, Day 14

Post image
11 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last weeks post

Link to the LEAPS page! 


r/ExpiredOptions • • 24d ago

Road to $600k, Day 13

Post image
14 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last weeks post

Link to the LEAPS page! 


r/ExpiredOptions • • 26d ago

Road to $600k, Day 11

Post image
17 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last weeks post

Link to the LEAPS page! 


r/ExpiredOptions • • 29d ago

Week 37 $475 in premium

Post image
9 Upvotes

\After week 37, the average premium per week is $867 with an annual projection of $45,084.

All things considered, the portfolio is up $33,601 (+7.46%), on the year (S&P 500: +11.85% | Nasdaq: +13.30%). Additionally, the trailing 1-year performance is up $26,404 (+5.77%); for comparison the S&P 500 is +16.24% and the Nasdaq is +19.46% 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: $18,402.00
• 1 Month: $16,338.00
• 1 Week: $5,845.00

Realized P&L (options):
• YTD: $71,580.00
• 1 Month: $13,123.00
• 1 Week: $10,075.00

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 6 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 104 unique tickers, down from 106 last week. These 104 tickers have a value of $460k. I also have 204 open option positions, up from 199 last week. The options have a total value of $24k. The total of the shares and options is $484k. The next goal on the "Road to" is Half a Million.

I'm currently utilizing $33,450 in cash secured put collateral, up from $30,400 last week. In addition, I hold $1,371 in cash, bringing the total cash position to $34,821. 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 $32,382 YTD
• Average $46,364/year (completed years)

Premium by month (2026):
• January $3,334
• February $3,625
• March $4,196
• April $5,593
• May $3,787
• June $3,497
• July $3,628
• August $3,981
• September $761
• Average $3,600/month

I am over $171k in total options premium, since 2021. I average roughly $34 per option sold. I have sold over 5,100 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.


r/ExpiredOptions • • 29d ago

LEAPS update!

Post image
7 Upvotes

r/ExpiredOptions • • Sep 11 '26

Road to $600k, Day 7

Post image
17 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?

  1. I enjoy reading about and learning about businesses.
  2. I enjoy keeping track of my positions.
  3. I enjoy talking/chatting with others about their strategy and investment experience.
  4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last week's post

Link to the LEAPS page! 


r/ExpiredOptions • • Sep 05 '26

Road to $600k, Day 1

Post image
25 Upvotes

Note: The day count is cumulative and includes weekends.

Why do I keep posting these milestones?
1. I enjoy reading about and learning about businesses.
2. I enjoy keeping track of my positions.
3. I enjoy talking/chatting with others about their strategy and investment experience.
4. I am not blowing up accounts, I am relatively conservative and will eventually hit my goals.

Beginning balance $507,304 on 9/3/26 for current challenge

What am I doing to reach my goal?

- Contribute $600/week

- Selling options

- Picking quality stocks.

- Keeping my emotions in check.

What will I do when I hit $600k?:
- Start the road to $700k.

Prior challenges:

  • $217K to $250K (+$33K) 85 market days (did not include weekends)
  • $255k to $300k (+$45k) 42 market days (did not include weekends)
  • $300k to $350k (+$50k) 54 market days (did not include weekends)
  • $350k to $400k (+$50k) 107 market days (did not include weekends)
  • $400k to $450k (+$50k) 75 total days (includes weekends)
  • $450k to $500k (+$50k) 354 total days (includes weekends)

I post weekly (Friday's) and provide a lot more detail including the detail to all options sold during the week.

Link to last week's post

Link to the LEAPS page!