I am interested in wholesaling to gain experience/confidence and some cash then buy and hold. 

I'm looking to gain the knowledge, funding or wisdom on how to get it, to get my start in real estate investing.

I'm thinking of doing a flip to gain the funds. 

You really need to balance the likely gain from investments with the setup cost and annual costs from the custodian.  

Hope this helps to gain perspective from a property management point of view.   

A double closing for instance wouldn't be practical since capital gains and a property tax (6% of sales price) are immediatly due - twice.

Since you are eligible for VA look at buildings up to 4 units, live in one unit, rehab as needed other units, create some equity and a rent roll history, re-fi and move every two years with no capital gains.

Recent events at my current job have led me to trying to learn more about getting my Real Estate license so that, if my income disappears, I could potentially gain income by being a Real Estate Agent (working with an investor-friendly Brokerage, of course) and learn more about the ins and outs of Real Estate through hands on experience. 

I signed up a couple of week ago and I have been reading the BP starter guide and their other real estate books to gain the knowledge that I need before getting into the game. 

Lesson Learned: if it doesn't serve a purpose in your life, let it go early, move forward, and gain ground on purpose.Now, I find myself wanting to get serious and work a wealth-building model that will create wealth through passive income and long term asset growth by solving problems and meeting needs.My high level business model consists of flipping properties (wholesale & rehab) to generate cash down to purchase commercial and MFR properties with reduced financing balances to generate long-term positive cash flows.