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Understanding Tax-Loss Harvesting (In the USA)
Purpose: Tax-loss harvesting involves selling investments that have declined in value to realize a loss. This loss can then be used to offset capital gains from other investments that have been sold for a profit. By strategically managing these losses, investors can LOWER their taxable income and potentially REDUCE their tax bill. Using my LULU investment as an example. I have 200 shares; 100 shares were purchased (via csp assignment) on 3/25/24 at a $425 strike. Another 100 shares were purchased (via csp assignment) on 9/5/25 at a $240 strike. At Charles Schwab, they offer a feature called “Tax Lot Optimizer,” which is managed as follows: 1) Short-term (1 year and less) first, then long-term (longer than 1 year), 2) From the biggest losses to the biggest gains. I sold a covered call @$187.50 strike, which was assigned on 12/19/25. I have pre-set “Tax Lot Optimizer” methodology for my account, which I later realized was not the best approach because it applies the short-term loss first, which wasn’t my biggest loss; it only reported short-term loss of $5,250 ($187.50 - $240 = $52.50 per share x 100 shares). I spoke with the Schwab Tax Department to clarify my understanding. Consequently, it was redirected to report long-term loss of $23,750 ($187.50 - $425 = $237.50/share x 100 shares). For tax-loss harvesting, our goal is to minimize our loss (in terms of tax liability & giving up as few shares as necessary), so I need to harvest the bigger loss to offset my YTD capital gain. Ultimately, minimize my 2025 tax liability. Tip1: Remember to call your brokerage firm asap and before it settles if you have any questions or changes to be made. In the USA, it is “T+1” which means it settles 1 day after the transaction date. Once the settlement is complete, it is set for tax purposes. Tip2: Long-term capital gain has the lowest tax rate, so I always strategize in a way that will help me to yield more long-term capital gains. In this example, I have a higher probability of capital gain from the $240 than the $425 unit cost. And by 9/5/26, my $240 unit cost shares will become long-term capital gain if I sell them for more than $240.
2 likes • 13h
@Sukhwinder Dhanoa correct
$1,000 per Month via LULU
I collected $1,010 premium this morning 3/11/24 by selling put on LULU with 3/22/24 expiration. Why: 1). @Eric Seto had posted that indicating he Forecast earning will be positive (earning call is around the corner 3/26/24) 2). $425 is below 11/27/23, support level of $427.73. Market is at $459ish. WOW already achieved the goal. Thanks Eric!
2 likes • 2d
On 12/19/25, my LULU covered call at $187.50 strike was assigned as I couldn’t collect decent premium to continue rolling it.
2 likes • 2d
As I shared previous, I will use LULU as my tax loss harvesting strategy. Hence, I have requested Schwab, my brokerage firm to apply the assignment against the 100 shares which I bought at $425 per share. Consequently, I now have 100 shares at $240 unit cost. I will use this example to provide you detailed example how I apply the tax-loss harvesting strategy.
How to make "high probability" trades
Friends, I want to share my learnings on how to enter into high probability trades based on technical analysis and trade selection criteria. This is what I personally try to follow myself. Stock Selection: From the top 30 SPY stocks (based on market capital), set a filter to identify stocks that are: a) oversold on RSI: Which means their RSI is below 30 (you can choose below 35 to get more) b) MACD Bullish Crossover: The MACD indicator of the stock is showing a bullish crossover (MACD line crosses the signal line). Showing a reversal c) Stock's business and fundamentals are still intact d) There is a strong accumulation of the stock (i.e., even though stock is falling it is being accumulated or bought more) Trade Entry: When all the above filters are met you can make any of the below trades a) Sell a 365DTE put on the stock at 50 delta setting a 25% profit target (my favorite and has 90%+ chance of success) b) Sell a 30-45DTE put at 30 delta with a 50% profit target c) Sell a 30-45DTE put spread with the short leg at 16 delta and long leg 5 or 10 points below. 50% profit target
4 likes • 14d
Thank you for taking the time to share your knowledge & criteria for consistent profitable trade. It is valuable with these tips!
4 likes • 14d
I think continue to refine the criteria is good as well.
Congrats to the Top 10 Contributors for November 2025 and announcing December 2025 Prize
In Investing Accelerator, we are starting a new monthly prize pool for top 10 most active members Congratulations to the following 10 people for being the most contributing members of the community: 1) @Sharon Yuen 2) @Sa L 3) @Rong Zhou 4) @Lindsay Talbot 5) @Kim Huynh 6) @Monica Bernard 7) @Kevin Esmati 8) @Sandra Van Den Ham 9) @Cris Bob 10) @Velle SG I (Michael) will contact you in the chat to provide you with the gifts. You will receive: -- 1 share of IBIT $49.10 USD To show proof of purchase, you must post in the community that you received the share. For next month December, the prizes will be: - 1 share of NFLX NFLX is a streaming giant which is currently at a discount. The bottom is still early so it is a good opportunity to consider in the coming months As the overall market is correcting, we will likely see the bottom near end of September You can be the next top contributor for the next 30 days (https://www.skool.com/investing-accelerator/-/leaderboards) Investing Accelerator Incentives: Get Richer by Helping Others Succeed 1. 🎁 Join Investing Accelerator for Free: Share the "How to Join Investing Accelerator for Free" guide with a friend. If they join, you both earn the referral fee. Learn More (https://www.skool.com/invest-retire-community-1699/how-to-join-investing-accelerator-for-free) 2. ⏱️ Speed & Success Bonus: Complete the program within 90 days and pay off the remaining balance to get 10% off the balance. 3. 📈 Trading Milestone Rewards:
4 likes • 21d
@Eric Seto & @Michael Leung. I want to let you know that I received the Amazon gift card. Thanks
2 likes • 14d
Here is my purchase of IBIT @$49!
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Monica Bernard
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Love to learn and explore the possibilities in financial freedom.

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