If it’s to be your primary home until the day you sell it you don’t be affected as long as you don’t hold it long enough for it to rise too much in value. (15 years?).

Multifamily aligns ideally with my values of responsibility, long termism and building wealth and legacyGino

You're being a bit short sighted in a long-term game. $200/month net cash flow today is an 8% CoC return in the scenario you described.

I find that converting the property into a duplex is a lengthy and costly process, and I want to start renting it legally without going through a long process, because I've spent for rehabs and don't want to put in more for now.

This is another area I don't focus my attention on - we buy/hold long term. 

As long as the ratio is 1 to 1, you are good to go.

Fans tend to last a very long time.

I think they call that a long term rental. :)Seriously, it will be treated like a LTR.

My options usually include the all cash/quick close to flip myself, listing it (as an agent) but also offering the seller to do a JV flip together, I could wholesale it, offer to buy it myself for a BRRRR or other long term personal investment, etc. 

Do I even have to disclose that to them as long as I get the loan before I start school and continue to make payments on time?