I'm in the union on long island so I have a decent W2 job to help get started, I think a house hack would be my best bet starting out but, what do you guys think?

Either that will get the tenant to perform - at least for a period of time , or cut short a whole lot of aggravation. 

Respectfully,Zach The best bet is likely to create a new LLC that lays things out in a straightforward but legally strong and standard operating agreement, etc. - LLC doc sets are fairly cheap and easy to create these days (with limited assistance from lawyers) and its much much better to have that cover bases on arrangements like this - it will also fit nicely with financing options - whether you take on debt from a lender in a co-equity situation like your first plan (refinance loan to LLC post rehab?)

It measures investment performance and helps in determining the property’s value.

When I was at Hersha we used this approach for 3rd party hotel management engagements and for service providers who performed services on behalf of the hotels my employer owned/managed.

@Andrew Galloway, if you’re open to a not so saturated STR market that performs strong, I would check out the Tampa Bay Area and reach out to @Josh Green.

Often, units that are sitting on grade will see deterioration of the cooling fins, due to animal urine or other contaminants, and physical damage, both of which affect performance.

Approval for extra pets, yes: I have multiple statements about "and damages by guests, XYZ caused by guests, performed by guests, etc."  

Under IRS rules, you, as the plan holder, are considered a disqualified person, meaning you can’t perform services that benefit you directly, such as acting as the leasing agent for the property. 

@Cosette TrantowThe hardest thing to do in business, in my opinion, is to remove someone when they aren't doing the job, or in your case, performing abysmally.