Then if you still 100K off, I would start dropping the price in a big way to get to an even playing field. 

I would try not to tie up any of the principal in down payments.Personally, I had a family member do this same thing, but they used an investment portfolio as the collateral instead of real estate.If you play your cards right, this might be the only short-term money you ever need.Please let us know what you end up doing.

Most times when evaluating a DSCR mortgage, market rent will come into play.

It was pretty interesting watching this all play out..

I'm not wasting time on dead leads or playing phone tag all day.Honestly, it’s taken so much of the busy work off my plate, so I can just focus on closing. 

As comparison SF got my southern VT 3BR/2BA STR covered at < $1k/yr for 2k/500k + umbrella (albeit with bundled discounts in play).

A VA loan is a good play, but it needs to be considered a residential property, unless someone understands more than me on the commercial side and knows a way to use a VA loan for a commercial property. 

Be honest—are you waking up early and controlling your day, or are you rolling out of bed and playing catch-up?

Also the strategy you are implementing plays a huge part with how to proceed. 

I was hired to get things back on track, but she wouldn't play ball, so I filed for eviction.