I've kind of played around with it all, but when it comes to screening and receiving applications I use cozy.co The prospect tenant creates a profile and pays a fee that does the background check.

As an investor, you should be trying to do anything in your power to gain an edge, but by these definitions any one who likes me is now guilty of discrimination, even though thats not true.What are people doing to build rapport with these new laws in play?

How intense and tedious are these inspections? 

@David Shapira House hacking in Boston can be great but its more of an appreciation play then cashflow when you move out. 

(Owner-occupied)You can play with these on your county's tax assessor sight, estimating real property taxes for occupied/rental.If you want to get into the SFH space, and be competitive, I think your best bet is to invest in properties whose assessed value is sub $75k-$90k.

@Robert Vanecek not to play the devil's advocate, but what will the tenant do when a potential buyer brings their family through? 

I'd say make sure you have at least a 10% contingency budget allowed for any unseen freeze damage to play it safe.

Non-qualified use comes into play when the property in question was first a rental before converting it into a personal residence.

More generally, how much does the building play into the appreciation of the condo?

Anything in a coastal market is more of an appreciation plan than a cash flow play.