This is the benefit of doing a refi as soon as you can.

This is a benefit to an investor but I don't think anyone should ever take advantage of that.

You will discover that after a typical housing boom, it takes about 2 years to reach the bottom and then another 8-10 years for inflation adjusted prices just to reach their previous highs.

There may even be a tax benefit to changing the character of ordinary income to passive income.

There's probably a post about the benefits of land trusts, however, I see people deeding their properties into LLC.

IncomeRent $750ExpensesPITI $815Misc $300Negative cash flow $365.Since taxes vary locally, it’s hard for me to know how much is going toward the principal balance each month, but I’ll assume your initial loan was for 125K and say:Cost to sell this place now (commissions, closing costs $10,000)10 years of carrying costs: $43,800Principal pay down over 10 years: $20,26820 years of carrying costs: $87,600Principal pay down over 20 years: $57,49630 years of carrying costs: $131,400Principal pay down over 30 years: $125,000It seems like the negative cash flow outweighs the benefit of keeping this place, unless you just want to have an extra piece of real estate for your child, parent or whatever.As an investment, it does not seem to make sense.

I prefer to do subject-to transactions because I own the house and get all of the tax benefits, etc.

They will say "as is", and if its obvious the furnace has been ripped out or there is a big hole in the back wall (seen both), they aren't going to give you any adjustment.

If they allowed the assumption, they would benefit by keeping good performing loans versus loosing them if I have to refinance.

There are many benefits to become a licensed real estate agent and being an RE investor.