Pro tip: units are always cheaper to delead when vacant because we don't have to deal with tenants belongings.I don't know what state you're in, but let me know if you have any questions, I'd be happy to answer them if I can.Good Luck,Derreck

Sometimes, a more expensive home with lower property taxes can be more affordable than a cheaper home in a high-tax area.

I’m sure I can hire my own VAs for cheaper but am looking for a balance between ease/efficiency and cost.

Debt is not taxable income, so there should be no taxes due.I'm no lender, but you will need an asset-based loan like DSCR (debt service coverage ratio). 

Here is what I know: almost every client who bought a cheaper duplex for their first house hack will buy 100k higher for their second one. 

In a 1031 exchange, you could receive cash that is taxable.

According to memory, He bought the first unit in about 2008 or so, it was a lot cheaper then (obviously).

The process of building a new home is relatively intimidating but I have heard that in Oregon it can be cheaper to build than buy.

Right now it is typically much cheaper to rent than to buy.

Otherwise any cash you keep would be taxable.