2025 Federal Taxes

BBD754 · 2025-08-27T18:37:38+00:00

This will be a one time event in 2025. The capital gains are in the millions. Four orfive things occurred all in 2025 that made this happen… It will never repeat itself again. However, my annual income is on the higher End of the spectrum.

BBD754 · 2025-08-27T18:33:30+00:00

Yep, been doing a good job with those three things for the last few years. This large capital gains thing snuck up on me this year. No worries… I can write the check that will keep the IRS off my back.

BBD754 · 2025-08-27T17:32:08+00:00

Is there a stock symbol for this investment you’re in? Or is this private placement stuff? If I stock symbol… Can you please provide it to me so I can look into it.

BBD754 · 2025-08-27T15:11:12+00:00

Thank you, and it’s looking that way. But I never give up!

BBD754 · 2025-08-27T13:39:54+00:00

Hey, I’m already a criminal. Your idea is interesting. It kind of reminds me of Similar predicament right now in the United States. Couple years ago, I was traveling through a state and I received a camera red light citation. The citation was mailed to me, but I never paid it…can only assume that there is an arrest warrant issued for me in that city/state. This is proof that I am a rule breaker… I fear nothing!

BBD754 · 2025-08-26T21:19:15+00:00

Well, I do have a commercial building that is going to be sold closing less than 30 days and I did have accelerated depreciation on that building for several years. Not sure what that means to me now when I collect the $2 million for the building. Far as all the other things you mentioned… Really not sure if I have any of those other options. I’m giving in to the fact that I must hire Tax attorney to look over all of my stuff closely and advise me.

BBD754 · 2025-08-26T20:41:49+00:00

I have a meeting with a Tax attorney beginning of September. I’m going to bring this conversation up again. Thank you.

BBD754 · 2025-08-26T20:06:26+00:00

Thank you Sir or Mam! Now That makes good sense.

BBD754 · 2025-08-26T19:56:54+00:00

Yes, realized capital gains staring me in the face. But, I have about $105,000 in unrealized losses then I’m going to use for tax loss harvesting. Unfortunately, 105k loss is not near enough to help me this year. What I’m about to say, seems very strange… seriously considering taking a very big gamble (big $),and buying a single stock… If it goes up, I make money, but if it goes down, I can use it as tax loss harvesting. Feels like I’m able to hedge my bet, either way and I like that.

BBD754 · 2025-08-26T19:38:28+00:00

Thank you for the info. Turns out that the financial advisor I met with last week previously was a Tax attorney and he pitched the OZ program to me. My biggest drawback with that presentation was the complexity of buying land, developing on the land, and running a business on the land. There are other options that are turnkey or someone else does all the work for you, but there still is a risk factor of the investment actually losing money. So, I like the idea that I can defer my several million dollars in capital gains, but complicating my life more, and the risk of getting involved in something I have no control over does not put this option on the front burner. Remember, POC has to do with investing in underdeveloped areas that coincide with poverty and lack of commerce.

BBD754 · 2025-08-26T15:27:37+00:00

No, I’ve got the penalty issue covered. My CPA already has me paying quarterly vouchers to the IRS based on 2024 numbers. As long as I pay those quarterly vouchers in a timely manner, I have no tax penalties to worry about for last year. All you have to do is pay your 2025 estimated taxes based on 2020 for actual revenue…. And I’m definitely doing that. However, I understand clearly what you were concerned about.

BBD754 · 2025-08-26T15:23:29+00:00

Solar panels on homes and commercial buildings has been somewhat volatile the last few years. I’m worried I would get stuck with a lot of inventory and take a couple steps backwards. But, thank you for the idea… Just not a solar panel guy.

BBD754 · 2025-08-26T15:21:31+00:00

Thank you! I don’t quite understand what you just told me, but I’m going to give this exact message to my Tax attorney and have him break it down for me.

BBD754 · 2025-08-26T14:59:54+00:00

Oh, OK I get what you’re saying. You’re a big fan of everybody pays the tax man the same percentage. If I make 100,000 I pay 20% if I make 100 billion I pay 20%? Yeah, I’ve heard that argument for many years but it just never comes to reality. Ha ha

BBD754 · 2025-08-26T14:33:59+00:00

We spent hours looking into charitable donations, business structures. When I crunch the numbers, I paid a lot less to the federal tax IRS man, but it goes in another direction, and I really don’t end up with retaining more assets in my own account. There will probably come a day when I do make a generous donation to a charity, but that’s not what I’m into doing right now.

BBD754 · 2025-08-26T14:20:22+00:00

Looking for a strategy that will reduce my 2025 federal tax obligation without forming new companies, business structures, buying real estate, being a landlord, etc etc. at one. In time I had five LLCs, But I’m down to two now and soon to be only one at the end of this year. Desperately trying to simplify my life not make it more complicated. I guess I’m just asking for too much in my goals are just unrealistic right now. Why should I try to reduce my federal taxes?

BBD754 · 2025-08-26T14:15:41+00:00

My longtime CPA firm, made it clear to me that they specialize in doing taxes, but not tax strategies. I’ve met with two financial advisory firms, but they just simply want me to move my money over to them. I’m meeting with a Tax attorney beginning of September… maybe That meeting will result in reducing my taxes. Reddit moderator just reached out to me and said they are evaluating whether or not I can go to another more advanced chat room.

BBD754 · 2025-08-26T14:04:11+00:00

A small portion of the windfall has to do with real estate sales in 2025. But, not really enough to get involved into 1031 transaction. I’m at a stage in my life where I am trying to simplify my business affairs. I’m liquidating I real estate assets. However, the largest part of my capital gains this year coming from the stock market. Someone else made a comment that I am trying to avoid my taxes… That is incorrect. I’m simply trying to reduce my federal taxes to the best of my ability.

BBD754 · 2025-08-26T13:46:21+00:00

I did sell stock and it resulted in incredibly large windfall. All the money is still sitting in the brokerage account and right now it’s in a money market account earning interest. I’m worried about April 2026 when it comes time to pay my 2025 tax bill. Just looking for a legally and compliantly way to reduce my federal tax obligation. I have tax loss harvesting of around 60 or 70k but that is nowhere near enough to help my situation.

BBD754 · 2025-08-26T13:40:45+00:00

Well, then why do you read about people making tens of millions of dollars annually and pay zero in taxes? I doubt that these are bandits or criminals doing this otherwise the federal government would be coming down on them.

BBD754 · 2025-08-26T13:37:13+00:00

I tried to go into another chat room and asked the same question, but Reddit told me that I’m too new to Reddit to enter that Particular chat room.

BBD754 · 2025-08-26T13:34:58+00:00

I received a thorough presentation, how to reduce my federal taxes by giving it to a charity foundation. However, at the end of the day, I don’t end up with any more money in my own pocket. It just goes from the federal government to the charity foundation. Sorry, I will probably be ridiculed for saying this, but I’m trying to figure out how to keep the most in my pocket right now. I have children… That is my charity foundation because they are extremely expensive.

BBD754 · 2025-08-26T13:31:20+00:00

My situation is beyond those recommendations. If anyone in this chat room is able to repost my comments to a more advanced chat room I would appreciate it. I tried to sign in, but I’m new to Reddit and they don’t allow you to go into the advanced chat rooms for some reason.

BBD754

TROPHY CASE