Its nearly impossible to cash flow, expect to lose 1-2k a month.

If I am able to sweep the mortgage, should I consider it or am I losing some benefit from the VA backed loan....does this affect my VA loan eligibility in the future, etc.

You need to think/act fast so that you do not have deeper issues on the construction side to the point that you start to lose on profits or cannot get the deal sold and lose all your money.1.

I'm no fan of wholesaling because of the "if you can't flip it during escrow just walk away" but I don't know how you'd lose $30K on your first wholesaling deal.

I came to understand that if I didn't force roll up before expiration I would lose the initial investment. 

As long as you don't lose all of your capital, throwing yourself in with the sharks could be the best, and quickest teacher.

Each day you're losing rent.

(New roof, paint, etc) and proceeds even if we paid capital gains taxes could pay down other properties debt including adjustable HELOCS which would double our annual income but of course we would lose a door. 1 property is currently vacant and I anticipate at least $10k to refresh including new gutters.

Manually accounting for the split paymentsYou can also get screwed pretty hard if they do something to lose their housing. 

I've seen many PM's who manage rehabs and sell turn-keys and they often lose focus of the property management side of things.