It makes it easier when faced with repairs, knowing that it will offset your taxable income.

It should not decrease in value.But, the value of his account will rise as BlockFI and Celsius pay 8-12% annually on any USD Coin you have with them.

That should not create a taxable event.another option that keeps more flexibility for you is to stay Tenants in common and form a mm LLC that has a contract to manage the property - run it, maintain it, collect rents and distribute profits to the members (the same two people.But keeping the property held in tenants in common you retain the ability to later sell and each of you go your separate ways in 1031s. 

Pulling out the equity helps drive up your return on effort but could decrease your margins and profits for the foreseeable 2-3 years until you could maybe refi again in a buy and hold.Yet I agree, if it doesn't work one way, look for another.

And for those who say "but mortgage is getting paid down" as an argument that risk goes down over time, I understand where one would think that decreases risk but in the analysis and entire picture it is like a drip into a swimming pool.

It all boils down to increasing the rents (or decreasing expenses). 

Not sure if a rate hike would decrease prices though in the short term if demand increased with expectations for higher rates coming.  

At the same time the cash flow you already have effectively decreases the nest egg amount needed by an equivalent rate. 

We don't know your projected taxable income for 2021, your marginal tax bracket, the amount of the gain, the character of the gain, etc.You may pay some underpayment penalties if you don't pay in an estimate, you may not. 

And with depreciation (aprx 80% of $290k times 3.6%  ), ($8350 give or take) you have a taxable income of NEGATIVE $1100.