You will need to continue filing a MO tax return even in loss years.Given the complexity of passive losses and state tax credits, consulting a CPA can help optimize deductions and ensure long-term tax efficiency.This post does not create a CPA-Client relationship.

So that's what I'm trying to do.I will never sell my entire bitcoin holdings because I am long term bullish on the technology.

What should I be aware of in terms of fees, timelines, and potential compliance issues?

A trust transfer allows for smoother estate planning, and if inherited after their passing, the land receives a step-up in basis, reducing future capital gains tax.Each method has pros and cons depending on their estate plans and your long-term goals.

If you want to remain a landlord I'd hate to take a tax hit and lose out on a property with a long term tenant that is cash flowing.

Although most of them are longer-term tenants, I just had a midterm in my guest bedroom.

Maybe lease a mid term rental and rent out your unit, then look to buy another place.

I worked exclusively in STVR property management on the island and currently work in long-term property management servicing the West Metro (Minneapolis).

But yes long term I am interested in buy and hold single and multifamily. 

The strategies I'm most interested in are Flips, BRRRRs, small multifamily as well as short/medium term rentals.