BTW, been doing software development for ~30 years. 

It's a good place to learn more about servicing software and meet vendors, too.

I use Hospitable and a number of other softwares for automation and efficiency.

Here are some things to consider:Most investors don't need software until they have 5-10 rentals.

My profession is software / web design and I am interested in property management and using a property management type software.

You can do a lot of the projections you're talking about in financial planning software, like estimating RMDs. 

This generally includes anything with a useful life of 20 years or less such as software and computers, equipment, specific building improvements and office furniture.When to consider bonus depreciation?

How much is your annual spend on 3rd party software and apps?

My team also developed software that scans national MLS listings to identify the most profitable STR properties which may be of some value for your search.

Most offer amazing benefits of tech, software, support and only charge $495-$695 per closing.