Ben Contact Birdy Rentals and PM, they do both short and long term PM, they can help guide you of the what, where, why and how 

Look for "[city name] landlord laws" or "[state name] landlord laws]" and you'll find plenty: https://www.mass.gov/guides/landlord-responsibilitiesBuy "Every Landlord's Legal Guide" by NOLO.

Last 3 trips for me  Paris ,  Tel Aviv and lisbon  since I had premier status I got upgraded for free to suites still while using my points..

Have him work up the solution while guiding him to what you want which is obtaining the property.

Start with BiggerPockets Ultimate Beginners Guide (free).

Multis feel more like a house and you have one person living with you (or 2 or 3 depending on duplex, trip, or quad), whereas an apartment complex has more amenities, but people sharing walls everywhere.

From my research the template seems to be a packet including: Developer Credentials Personal Statement (Available Upon Request) List of RE Owned Current Property packet with Pro-Forma, Rent Roll, Comps, Budget, Projected Returns - similar to an OM on most CRE packets.This was a good guide, Commercial real estate finance: A basic guide for an effective loan request package - Buffalo Business First (bizjournals.com)Commercial real estate finance: A basic guide for an effective loan request package - Buffalo Business First (bizjournals.com)

Get the go-to guide for thorough interviewsSeeyou around the site!!!

I don't know how complicated that process is.For single family, I have looked at loan assumptions, and currently, what the new home builders in CFL area are offering seems like the best bet, if one can do a primary residence.I would love to attend a CFRI meeting, I will reach out when I am closer to returning back to Orlando from my current trip.

I would recommend listening to the BiggerPockets podcast, reading the guides and blogs, or even checking out some of the books they offer there.