It's possible, but it can be tough.

Investment Property - Most banks and credit unions will tell you that a heloc on investment property is not possible.

Hi @Ramsey Doumani,Your strategy is more than possible, self management with the team you already have in place should be a breeze.

BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

Heck, you could possibly JV with one of em during those early months/years of getting going to best mitigate the unknown mistakes, experience leveraging. 

Get a degree in Finance or Engineering and you'll graduate with a world of possibilities. 

I would put not getting paid though Section 8 under "anything is possible, but highly unlikely". 

Quote from @Michael Challenger: I have no qualms with hard money lending, but I need to learn more about the process and structure to these for typical deals so that I am more comfortable and in a position to reduce my personal risk and risk to investors as much as possible.

I just want you to go into your investing as prepared as possible. 

If at all possible find a 4plex.