You need to work out the closing cost, selling fee, escrow cost of your current home see how much of that $20K equity is left.

I should use this to test my discipline, it will work out way better in the long run.

How did this work out for you?

When you own a minimum of about 30 units you can afford Property Management companies take over the daily routine operation's at work and allows you to do whatever you want to and still make money without your having to be there. 

You have to understand the specifics of the situation and OH law to figure which is likely to work out best for you. 

Yes, no, pretty much, depends on what you and the GC work out.

I have never done house hacking before since i married most of my life, so unsure how well this would work out, currently im single so no more wife issues on this one. 

To me we are just entering into what has always been a fairly normal market in good times.. and for me its always been value add will always be... if folks don't want to do that or have no capacity then its the old buy and hold.. and one can do that but just need to do it for decades to make it all work out given the ups and downs.. and no better time to start then now.. especially at these interest rates.

They routinely apply current building codes to homes built in the 50's that will be required before a tenant can move in.  

as long as things are humming along in 2022 and the dooms day folks don't have us in a recession were the houses are actually worth less than you paid for them or only what you paid for them.. then the scenario should work fine.. regardless worse case is they are rentals.. but I just would not build a business plan around some big upside and promise it to other investors.. as they may be disappointed if it does not work out as you hope..