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I can't tell you the number of times we'll run into people that are tipping the IRS. I had a new client bring me a tax return and he had made 500k in charity gifts in 2024 all in cash donations when he was sitting on a massive unrealized gain in NVDA stock for example. Clearly would have been better to donate the stock but his professional CPA he paid thousands to never even asked or suggested it.
OK, been there, done that, but let me share the side from an investor who
wasn't told the whole story.
My wife and I have done VERY well in our investments. Further, we are passionate about supporting charities that align with our values. Thank goodness for Schwab Charitable and Fidelity Charitable. We've made use of both.
Couple of years ago, (and about one year prior to my retirement), our Schwab representatives tells me we can donate stock to charities...and that it's a great way to get a tax deduction. So lo and behold, I offload quite a bit of Apple stock, that I'd purchased in 2007. My cost basis was about 7 cents for every dollar I donated.
Fast forward to my retirement. I'm thinking this is pretty neat, and want to continue this. My CPA then tells me I have a carry-over from the previous years because I'm limited to 30% of my Adjusted Gross Income. Of course, my Schwab advisor never told me (btw, that was one of many reasons why I left Schwab and am now at Fidelity).
We're now in calendar 2025 and I've got carryovers for a couple of years. I made the decision to take a Required Minimum Distribution out of my late brother's IRA (Inherited). I took the money and made cash donations to various charities.
Without question, tax laws are confusing. Thankfully, I'm about 15 months from turning 70 1/2.
My point...our Schwab guys were Account Mangers...if they understood tax, they would have enlightened me. I'm now working with a Tax Attorney. Crazy expensive...but at least I feel he has my back.
And I probably could use some advice on how I need to proceed. Thanks for the opportunity to 'vent.'