I am shoppping the property to potential buyers.

I want to place wifi water sensors in all the major potential leak areas around the house.

Thanks for the mention, @Kelly O'Keefe @Jun Lopez I provide specialty tax services such as cost segregation studies, 1031 exchanges, historic tax credits, section 179D, energy tax credits, etc. rather than tax preparation services, but I'd be more than happy to connect you a CPA (or there are great ones here on BP as well).

It's pretty straight forward to analyze the potential if other STRs are nearby.Did into your Airdna.co data and see how the best performers are doing.Let me know if you need help.Best to you

Before the Karens potentially in this thread get self righteous I am not providing legal advice and @Adam M should retain proper legal counsel to prepare all documents associated with this syndication including compliance with SEC regs. 

Brandon's rental property book is really good, definitely an eye-opener for me about the potential of investing in rentals.

Based on my experience with hoarders - Leave it alone.Unless they are causing damage you really don't want to spend your energy chasing that.

The first property was a long term investment but I have a lot more flexibility now and am strongly considering moving there to house hack and potentially start building a portfolio.

I wanted to create a checklist of potential major problems to look out for when considering older properties (pre-1960 build), especially regarding deferred capital expenditures. 

I think a more prudent (and achievable goal, not to mention far less financially risky) would be to start free classes/seminars to teach them how to delay gratification, increase their education and earnings potential, find quality and affordable child care (perhaps creating a "swap group" within your group for free trade-off CC), learn how to properly manage finances, and all of the other tools needed before you can even begin to invest in real estate.