We're currently looking for ways to streamline supplies for cleaners (toiletries, towels, item replacements) and handle small handyman issues.

@Michelle SharkoAnswering questions in step by step fashion:- Is it a good thing to do or not is a personal finance decision and it depends on the person asking it, their risk tolerance which in part has to do with how this HELOC or line of credit works and how your personality fares relative to taking on new debt (a person more adverse to debt might have sufficient savings and temperament to pay down/back the debt versus a financially liberal person might get in over their skii's as).

We need more supply to do that.

Wish there was a better way than all of these add on automations but this is definitely nicer than the old fashioned hard copy book that gets gross after a couple of guests touch it.

In those two specific states there is just a ton of build-able lots especially SWF so you dont have a supply issue like other areas of the country that are supply constrained and therefore prices are holding or even rising a tad.

Senior Living here is in short supply and high demand - good luck!  

Know the demand and supply in the area. 

For a scope like yours, it typically takes 2-3 months with a solid GC, though sometimes supply issues can stretch that out.

And tons of people are getting into this business and drive the price down (simple supply vs demand curve).

This covers the vacancy time and work supplied to find a new tenant.