He has considerable experience working with wholesalers And their contracts

So from there on, the whole thing could snowball into a considerable portfolio of income properties as the profit margin/ build-in-equity could be used for the next one.I know, I know... it sounds easy in theory and I know that I will face many challenges along the way.

I have been telling those tenants these types of expenses they try to put on me will come into consideration when their leases are up for renewal.  

What are some key considerations and differences that I have to account for using this type of strategy?

I work a great job but it is at a considerable less salary but in a low cost of living area.)

I know that I can develop my own manual system of finding sellers and buyers, but if these 2 software actually do what I hope they will, it should save me a considerable amount of time, and time for me is very valuable, since I am working a full-time day job (unrelated to real estate) as well as trying to keep 2 toddlers healthy and happy - my other full-time job.  

We will also be affected by the loan maturities coming due in the next few years and that will trigger more involvement from the banks.

Pull the trigger!

Yet it was enough to trigger an obsessive interest in real estate investment, something I studied in college but never practiced. 

@Jeremy Davis These numbers and timelines makes sense to me.  10-15yrs is what I calculate as well for myself, but that's taking into consideration of holding a fulltime job in addition to investing.