Just a quick comment and recommendation about Roth conversion: Never convert cash into Roth; if you do - 100% of the cash converted is taxable.

Do you have a plan to eventually be able to afford the home with let’s say one roommate so you don’t have 5 roommates when you are 30?

It took me over a year of learning and analyzing deals before I got my first multi-family, but I eventually did it and I'm very glad I did.

If somebody wants to get an FHA loan, then eventually turn that into a rental (short term or long term TBD), how would that typically work?

Landlords eventually evicted and then this units were trashed so they ungraded them and increased them up to market rents.THEY are causing the problem

Also, what niche jobs in real estate (Agents, appraisers, house inspectors, lendors, ect.) are going to be replaced eventually?

You won't be forced to de-convert unless you have violations...eventually the city will start fining you.Very critical terms are non-conforming (no violations - grandfathered in) vs. illegal (violations)...

- Our goal: Learn the ropes and eventually build a portfolio.Looking to connect:- Are you a non-US citizen/ non-green card holder investing in the US?

I have yet to see one of these when underwriting to today's real costs, but I think it'll happen eventually. 

My challenge is that I don't know when exactly I will be able to obtain the STR permit from the city, so I don't want to convert guests too prematurely.