Holy shit Phil  I have difficulties imagining how there can be much advantage in tax loss harvesting bitcoin unless you sold and then bought back, and yeah, I understand aspects of the concept... but at the same time, there are guys who may have had bought anywhere between 3 and 5 BTC for around $25k through a lot of the various times of the 2018 price drop and then even at various times in 2019 and 2020 there were similar opportunities to have a variety of buys that might have resulted in average costs per BTC in the ballpark of $4,500 to $9k, and I am not even proclaiming buying of the bottom since the BTC price spent a lot of time between $4,500 and $9k through out that time, including a surely a lot of time around $6k.

A guy of your age and life circumstances (that you have kind of outlined previously) should have had also been able to double or triple the budget that I just mentioned, so let's say $50k and somewhere in the ballpark of 8 BTC...

And, yeah, those 8 BTC are not going to put you at fuck you status for your own overall cost of living, but right now, they would give you pretty decently high abilities to perpetually withdraw right around $41k per year (which is $3.4k per month), and if you don't like that income, after about another two more years of waiting, right around early to mid 2027, that same 8 BTC will likely be able to give you a sustainable withdrawal of $80k per year and $6,666 per month (see my latest fuck you status chart)..

So then my point would be to just pay whatever capital gains taxes for each of the years that you are selling the $80k per year for that largely windfall status of having had been able to accumulate 8 BTC for $50k in a period of around 2.5 years between mid-2018 and late 2020.


Peanuts when we are talking about an ability to have had been able to perpetually withdraw $80k per year based on a $50k investment between 2018 and 2020... and yeah, we cannot turn back the clock now, yet similar kinds of bitcoin price dynamics are continuing to happen, even though the upside might have had become a bit less steep for anyone starting in recent times as compared with someone who had started at various earlier times... but if you keep making the same or similar mistakes, then you are not getting as close to the benefits from bitcoin as you may well could get.


If you have been in since 2013, then your costs for 10-ish BTC would be anywhere between $500 and $10k, and even the highest case situation, you got back your total investment from one sale of the 0.1 BTC.

10% is not that much of a sale in terms of the reduction to your already existing BTC stash, especially if you had not sold any for 12-ish years.. so if you sell 10% and then plan to not sell anymore until you get at least another doubling.. so then maybe around $240k or more you could sell another 10% and you would still have plenty of coin..

which means if you have (or had) 10 BTC at $118k, then that is $1.18 million

But then after your sale, you only have 9 BTC at $118k or whatever.. (about $1,062,000)..  so then if you hold onto the 9 BTC until $240k, then you would have $2.16 million. .and so you sell another slightly less than 1 BTC, and so if you end up waiting for another doubling to sell another BTC so then if the BTC price makes it to $500k and then you have 8 BTC at that time (which would be $4 million).

Your not in a bad place if you start to sell 10% of your stash every time the BTC price doubles, and sure of course, you could choose to sell way less than that and still be o.k.. in terms of either the cash that you withdraw or the balance of your BTC.. and at the same time, I suppose you are protected if the BTC price goes crashing down, which I would not consider to be likely, but still it is a non-zero situation... which means that even the extreme negative scenarios could end up happening.


Seems pretty retarded to announce in advance a market buy of $760million.. ... unless there are desires to front run and then to cash out after they make their $760 million purchase.