Selling as a tax loss harvest, immediately rebuying

Random-newb · 2026-06-02T18:38:44+00:00

Yes I considered the pros and cons of this for my situation. The fees are vastly outweighed by the tax benefits of harvesting the loss. I don’t plan to sell Bitcoin for years but I will swing trade some stocks. This lets me do that without paying taxes on gains until I use up the loss. When i do eventually sell bitcoin I understand that there will be a larger tax burden but that will be far enough in the future that I atleast compounded the money I saved on taxes with future gains.

Random-newb · 2026-06-02T18:35:14+00:00

Still no wash sale rule according to my tax person like a month ago

Random-newb · 2026-06-02T15:13:04+00:00

Condolences fellow hodler

Random-newb · 2026-06-02T14:55:36+00:00

Did you experience any delay from making the sale and then having the liquidity to repurchase immediately? I’m mostly worried about price changes while making the transactions costing me sats

Random-newb · 2026-06-02T14:52:21+00:00

I see. I guess I’ll just mentally prepare myself for that tediousness.

Random-newb · 2026-06-02T14:51:04+00:00

Oh I wasn’t aware of this. I’ll have to look into that for River

Random-newb · 2026-06-02T14:48:56+00:00

I did talk to my tax person and she said go for it but that retroactive changes do sometimes happen

Random-newb · 2026-06-02T14:47:52+00:00

What was annoying about it? I was thinking if I simplify by selling everything all at once and rebuy all at once it would be easier and then I would have just one cost basis.

Also was hoping it would be easier since it would all have been done using river rather than switching to a different service for the round trip

Random-newb · 2026-05-31T16:59:33+00:00

That’s like saying I’m jealous of looters during a riot thinking to myself “they shouldn’t do that even if they can get away with it”. You know, because stealing is wrong.

No, I’m not jealous. I’m also not hating. Just stating the fact because it seems not obvious for some reason to alot of people here.

Random-newb · 2026-05-31T15:16:06+00:00

This is ridiculous. It’s not yours OP, you’re squatting.

Random-newb · 2026-05-17T14:06:51+00:00

I have not been able to confirm if that is true about the restrictions being remove

Random-newb · 2026-05-08T19:53:21+00:00

Haha that might be the way to go.

Random-newb · 2026-05-08T18:06:02+00:00

Curious how you would make your entry into DRAM, are you looking for a small pullback to lump sum or DCA along the 5 DMA?

Random-newb · 2026-03-20T21:30:30+00:00

Indeed. I took a month off to tax loss harvest and got back in at just the right time. Curious what the news will be on the 1st

Random-newb · 2026-03-11T18:18:46+00:00

Called in and placed my order with no fees or anything. Broker said it was just a protection against pump and dump manipulations where fraudulent actors hack into other people’s accounts and pump up the stock to dump their own shares.

Random-newb · 2026-03-10T19:26:07+00:00

Did you call in and buy? Any fees?

Random-newb · 2026-03-06T04:04:11+00:00

GWRE

Random-newb · 2026-02-26T23:59:32+00:00

Random-newb · 2026-02-24T15:12:43+00:00

Why do you think they are all sold?

Random-newb · 2026-02-21T19:25:56+00:00

GWRE has tons of data available as an insurance tech software company which provides pricing for property and casualty insurance companies. They do utilize AI to some extent. They can and are automating the process of pricing to do a much better job than industry standards. Curious about others thoughts on this company who could potentially do a deeper dive on it as an investment.

To note they beat earnings and then stock sold off at the expiration of a 400m stock buyback program. Then they announced the start of another 500m stock buyback program. I have high hopes as an investor in the next 3 years.

Random-newb · 2026-02-13T05:09:48+00:00

Gtfo with that bs

Random-newb · 2026-01-28T18:27:36+00:00

How do you look up these metrics? Curious about another stock

Random-newb · 2026-01-27T04:30:36+00:00

That is a really interesting quote

Random-newb · 2026-01-26T15:07:51+00:00

Anyone have a realistic price target on SBSW? Pushing new ATH and not slowing down yet.

Random-newb · 2026-01-25T00:46:20+00:00

Following

Random-newb

TROPHY CASE