Class A properties are going to cost you more, have lower cash flow, yet be more attractive to a higher quality tenant base.

Does anyone have any recommendations on property contact programs and software?

@Tyler Koller, we use QBO for all of our Clients but I don't recommend it as a PM software (since it's not that).

My first self-developed software gave me efficiency.  

I think we have enough software in the STR world lolWhat if we made a guide to increase occupancy rates that centers around marketing, guest experience, and ways to stand out in saturated markets that isn't simply "buy more amenities"?  

I'm tempted to do what many have said which is to just use a debit card, but I get 2% back on a CC, which is not insignificant when managing dozens of vendors, and I really hate to change a process that's working because the software I chose is lacking a basic feature.  

What softwares are you using?

It would be tricky to track billable hours accurately but I’m sure there is software to make it easier. 

You can buy a set of five for under $300, subscription for the recording software is $10 a month, then the cost of WiFi or hotspot.If you've already had a couple break-ins, you are obviously in a high-crime area.

Also look at pricing softwares and adjust accordingly.