Hi: Jamie, hope you're doing well.

The same as any refinance, the 1st position debt (subto loan) will be paid off at closing. 

As it was mentioned above, I think using your VA loan and looking into a househack situation may be the best way to go about it either with a single family or a small multifamily. 

Hi @Ken M. how are you getting around the due on sale clause being called when buying them sub to?

A multimember LLC must be a separate income tax return.

Also, make sure you’re familiar with HOA rules if your property is in a community with one.As for vendors, we’ve found that networking with other STR owners or joining local Facebook groups can be a goldmine for handyman, cleaner, and pool service recommendations.

Many reasons, a lot of them could be not knowing, unfamiliarity factor, maybe overestimating the cost in terms of effort and money, or simply just being lazy.

It would be a shame to convert it, and then down the road they tell you that you have to change it back.  

Being asked thousands of dollars by some random stranger online just sounds like a HUGE redflag.

I see you started your own firm as well.