I'm still in the learning phase and have read about a hundred different books on FI and personal finance.Looking for any resources that might help me on my way.

Questions they will have is who is the owner, what experience do they have, is their key person insurance against them etc. 

For my personal portfolio I use a modified spreadsheet amortization by VERTEX, available in Google Docs.  

Insurance- personal property.  

I also always keep my rent increases in line with the local market, so sometimes I'll have tenants threaten to leave sometimes, and once they do their research they realize that it wouldn't make sense at all to find another property and end up paying the same thing.

.: I'd be tempted into doing an STR (maybe with a higher down payment to ensure cashflow, just run ROI numbers) or an apartment complex - I personally wouldn't mess w/ small stuff.

ALSO, You can buy your personal home that is a rehab, fix it up then live there for 2 years.

I would recommend anyone lending in this environment to fix and flippers or any type of investment to be careful and get a personal guaranty and make sure person has a long track record.

Explore my personal favorites, Set For Life by Scott Trench or The Total Money Makeover by Dave Ramsey, for invaluable financial insights.3.

i think this is a decision only you can make. im in a similar boat (house hacking my primary) and considering renting the whole thing out to get a solo home for myself. certainly a lot of appeal in that, given how much work goes into the house hack. but whether or not the numbers on cash flow align is up to you. personally i dont think $150 (seems like about 12%?)