Win-win.Unless you have a whole lot of personal debt I would not worry about the car loan.Once you take care of the cash reserves I would move on to #2 and acquire your next property.  

I am a Veteran and have used the VA loan product myself with no issues personally. 

The repair service person did not show up Monday - so I told the tenant I was rescheduling for Tuesday.

So I definitely think understanding the big picture and how your situation aligns with your personal goals should be taken into consideration.

Regardless of the bonus depreciation phase out, it continues to be a favorable strategy that creates significant tax savings.ReclassificationDuring a cost segregation study, the real property is reclassified into new categories of personal property based on its useful life.

Generally people do not have agendas and usually keep thier personal belief and views out of things generally.

On the presumption it is a personal house, I would say to do it as soon as you can afford it, presuming you are looking to stay in the same area you are at for at least several years.  

I also reached out to loanPro.io to see if they had an offering geared towards the person with a single loan that they  need managed.  

-Jake I would have someone set you up with a personalized MLS search for whatever city you are looking in

KY seems to be giving out grants for this, but I don't know anyone personally who has done it and didn't know if this was a good route to check into.