Yeah basically how I look at my shares - I'm going to keep about 50% forever. Very similar to bitcoin in cold storage.

And the other 50% will be used when I need to buy something big. The nice thing is that the shares are in a tax sheltered account.

I will not be tied to my MSTR shares like I am to bitcoin.

Keep in mind they are also equity so I'm sure we will be able to finance against them in the future without even having to sell.

Reply to this note

Please Login to reply.

Discussion

Good points. So, because you live in Canada and you hodl BTC, what is your long term plan for retirement/spending sats? Will you move to a BTC friendly jurisdiction or just pay the cap gains?

My wife and I talk about this often.

I plan on keeping 95% of my bitcoin forever to hold in the family.

By the time I am ready to start spending, I am quite confident cap gains on bitcoin will be gone.

First El Salvador

Then the United States

Then everyone else

OR, if cap gains remain in Canada, I will just lend against the bitcoin.

My long-term thesis on bitcoin is that banks will prefer bitcoin as collateral. Makes the most sense in every aspect.

So long answer short, I never plan on paying taxes on bitcoin.