We get to go through peoples situations and find every possible write off / tax savings possible and massively lower their tax bill in many cases 

It's really easy to create stressful and costly problems for yourself in this game, and as an investor, your time is much better spent learning and working on your next deal rather than trying to find a handyman on craigslist who will pump water out of your basement in another state at 3am. 

These are areas where I find I can generate best return on my building Improvements & that’s where I’d recommend you focus any spending. 

How did you find this deal and how did you negotiate it?

When it gets to where things break and you're not sure why or you find you're not recording some information because you don't have the time for it, it might be a good time to look at the CRM's built specifically for real estate investors. 

Normally the tenants understand.If you're having consistent issues with a tenant abusing the HVAC only (if they are abusing other items then it may be helpful to find a new tenant), I know some HVAC companies offer an annual plan with a certain number of visits per year at a flat fee.

If you can find a local multifamily to house hack with FHA loan, do it. 

So yeah, it's an action of weeding out the 199 "bad apples" to find the 1, ONE legitimate person/family. 

If I pull up my market in AirDNA, and scroll down in the comps to find my actual house, the revenue it says I'm making is not very accurate compared to the revenue I'm actually making. 

You could find a partner to help establish an LLC that rents out your property long term, then subleases on a short term basis (master lease is one that is designed for subleasing, it is a way many people pick up STRs without actually purchasing any property, they just find owners who are okay with them subleasing on a STR basis).