There's a few VA specific agents here that would be able to give you insight on their process and perhaps you can execute that plan when you land in WA this year. 

It's a red flag that they are attempting to distract you from your screening process.

The minute you pay off those mortgages then your equity sits there earning 0% a year. 

I have heard from some people, but have not gotten a definitive answer, that going through a deconversion process can substantially lower the yearly property taxes for the property.

Your agents responsibility is to work for you and to guide you through the process.

Many lenders now require you to submit financial statements to see how your business is performing as part of the underwriting process for a loan.

It was during the whole underwriting process.

Lots of information about insurance coverage for lenders within the book I co-authored - Lend to Live: Earn Hassle-Free Passive Income in Real Estate with Private Money Lending published by BiggerPockets.

I have found a contractor I trust should any repairs be needed, secured a cheap month-to-month rental in the area I will be looking for when I start my search in April 2024, and am in the process of interviewing lenders recommended by BP and friends who own property in the area.

If you're planning on taking STRs seriously to maximize cashflow, I would take the time up front to either 1. hire a professional to handhold you through the process or 2. join a mastermind.