It is a very difficult timeline, but then again, if it's a really good deal and you are committed, you will find a way to make it happen.2.

I am not an investor, I am a high school educated self made businessman who made the difficult journey and transition from government assistance apartments as a kid to the proverbial country club.  

If it has tenants, this sometimes causes the property to sit since they can make it difficult to set up a time to see all the units. 

There are a lot of properties for sale - if you have the down payment, this should not be so difficult for you. 

Regardless of the area, it will be difficult for you to get any prices without knowing the current condition of the house.

While it is extremely difficult to find rental properties with solid numbers in the Denver market it is not impossible.

Beyond that, I am intrigued by the possibility of building a portfolio of small multifamily properties and generating cash flow to increase my flexibility and time with my two young sons.  

The other part of wholesaling that is a possible red flag is Equity Stripping, AKA Illegal Flipping, this was heavily regulated till a few years ago by lenders, especially M.I. companies, they have relaxed the rules, but was a problem pre and post crash. seeing the increase in this activity seems eerily familiar,  like 2007 all over again. just be careful especially with your license, Disclose Early, Often, and in Writing, My license is too valuable to me to be involved in this type of transaction, so i steer clear. if my entity is on the contract, I am the one closing. period. 

Therefore, you can't sell the home to yourself to increase the tax basis.  

A quick mls search shows the cheapest apartment rented in Framingham that was listed in the last 6 months was rented for 925 and Ashland $975 so it looks like you have room to increase rents if your building is in decent shape.