Of course the loan programs are constantly changing, so what's best for you will depend on the rules when you go to buy, and your specific situation.In this area real estate agents should be decently experienced with VA loans.

We actually have 4 revenue streams; management, leasing, project management, and market analysis.  

As I am in the early stages of my real estate career, I also want to build a strong investment portfolio as an additional stream of income.

Should I actively seek to find a property I can "afford" now and house hack it considering I'm paying $800/mo in rent to someone else, or should I just be patient and finish my studies and then jump in with a steady income stream?

I'm a wholesaler as well and I've heard of prop stream a few times but have never used it.

There are tons of wholesalers there who constantly mention their "deals" and ask you to sign up for their buyers' lists.Hope this helps,GlenPS - I know it's obvious but beware of wholesaler deals. 

Analyze the tenant payment streams even if only two of the continued to pay you would be in the money.

Your rental income from your one property should help as well as any other streams of income such as interest and dividends from stocks, investments, part time employment/side job/gig income (must be reported on your taxes obviously and the longer and more consistent the better), social security, disability, alimony, etc (not saying any of this applies to you just naming some forms of income that lenders consider).

I am a program manager for a large aerospace company and we are constantly looking for good finance majors and always short good supply chain folks.

WiscoREIA covers the entire state wit 7 different meetings and they also Live stream all of them as well.