And if you are trying to supplement your income with rental property, its gonna take a few units to make much difference.

This would just be a supplement to those funds for a project. 

Here are my two cents:If you stay in Indy you will essentially be walking away from an income which can be good if you know that you will be able to put together a strong deal flow which will supplement the lost income, and the increase which you would have achieved should you have taken the job out here in CA.  

So pretty nice supplemental income.

I am currently an electrician and hope to have a few rentals when I retire to supplement my retirement.  

She sent me a nice excel sheet with her balances, mortgage payment, interest rate, and rents. 

It could be a nice supplemental income and additionally great exposure for a new/advancing investor.

Depending on the scale at which you plan to implement the software, I do recommend for large 3rd party solutions, supplementing some of the current software short-comings such as inspections, and maintenance asset tracking.

With the additional work and time, we exhausted our capital and obtained supplemental funding from one of the private investors.

You can then for the most part, not have to worry about the legal/illegal aspects of the grey areas of wholesaling and you will have the great foundation on which to start.Then it is my opinion that you can supplement from your new found knowledge by reading all the REI books to help you fill in the blanks.