I've been searching on Zillow to see what's out there and in what condition—targeting Class B in a decent area with a focus on cash flow.

You seem to see more triple net on big national tenants, WalMart, Target, Chevron, or Burger King.

I've shifted my focus from weekend stays to targeting guests who need accommodations for 30+ days.

On the other hand, leverage could allow me to acquire multiple properties faster.Considering my circumstances (unknown target market, family support in Fort Wayne, long-term goals), what approach would you recommend?

I agree with @John Underwood on this @Diana Mulvihill.You should advertise them as hot tubs, but be clear on what you mean.

Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

How can a VA be used to manage the advertisement and rental inquiries. 

Having an experienced agent on your team before the rehab i think is very important because it is during the rehab when they can help add the most value by pointing you in the direction of what adds value to the sale, what finishes to choose and what to avoid, even what color paints are a good choice, insuring that your target sales price is not just realistic, but that it can actually appraise for that amount. 

that is a true private lender.Any other lender that has a website or advertises or is on facebook is a Hard MONEY LENDER HML started to market themselves as Private Money lenders about a decade ago on the guise that folks will think there rates are cheaper and they are easier to work with.. 

This is likely your target market.