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.

Keep in mind this is a business not a charity, supplementing a tenants rent to avoid a turnover is a clear indication of a inefficiently operated business.

I currently have an entire separate website, FB page, email, etc. simply as a means to supplement my bookings along side the major platforms.

You have to ask yourself, do you want to be some real estate mogul with 100+ rentals or are you just looking for something simple to supplement your retirement?  

Grandmother had dementia/Alzheimer's, we had power of attorney, deeded the house over to our name, and now the rental income is supplementing her medical bills. 

It's basically seller financing as a second mortgage to supplement the first.

I have recently decided that I must supplement my current government income through passive means so that I can set myself up for a great position to "escape the rat race" when I transition to civilian life in a few years.  

Hello Bigger Pockets community!A while back I posted a question about how to get my start in REI, specifically regarding the impact of a real estate license.  I got a lot of great feedback!  As I sit on the topic some...