For overnight rentals, functionally it is a bedroom.

As for liablity for a mom and pop landlord I agree do the best you can and have proper insurance..

So you can really get an idea for the market and if a property you are looking at is properly priced!

Now if it was definitely a single unit and only she could do it and it was properly labled it would be on her.

A lot of tenants might not know how to use it properly. 

While not every mentor is a guaranteed path to success, proper vetting through referrals, review of a mentor’s track record, and alignment between the mentee and the mentor can shine some light on whether or not this relationship is a good fit.

but working with someone who is local to your market, who can show you their legal documents that they have used, introduce you to a proper title/attorney office for drafting documents...I mean, nothing is foolproof...but that route will have a significantly higher success rate. 

Sounds like its time to sell since the HOA fee just doubled which usually means the HOA has not been managed properly and failed to build a strong reserve account.

For house hacking, ensure rental and personal use are properly allocated for deductions.

One city near me is checking all garage enclosures, giving nice notice to get them permitted, which they may or may not grant, and if you don't get it properly permitted by December 31, says they will start fining people.