This scenario isn't what a VA loan is for, so you have to explore other options.Stephanie 

.), keep working at deal analysis so by the time I'm ready to buy I can run my numbers, and finally explore other options to investing in Chicago.

It's what I am trying to discern for the market I am exploring now (on the Treasure Coast because it is driveable for me- can't afford a shack in Palm Beach either :-)). 

But, what I am drawing as the most important lesson in all of your advice combined is that this is a business, and it needs to be run as such (no kidding Art, duh!)

.- All assets are removed from your name which will normalize your FICO credit score-They will require quarterly updates on your books-5-10 year balloon is the norm but expect prepayment penalties- Lender holds 3 months of reserves Here was my breakdown when first exploring this: https://www.biggerpockets.com/...Properties 20+: PLAY WITH THE BIG BOYS:Flush with cash after the cash refinance and hopefully additional capital the number one priority is acquiring properties.

Hello, Im a young kid and I read the real estate book by bigger pockets.

I have explored multiple creative financing strategies on this one and none have worked for both of us yet.

Just exploring options.

You may want to consider exploring the possibility of working on a larger team, rather than on your own, as they might have the support staff and other team members that can work with you and your clients in order to still provide the same full time/full-service experience customers expect.

Love the BP podcast. finally decided to explore their website and the tools it has.