We have one property already as our primary home with a plan to buy another house and rent out this one.

Brookline: Solid throughout city neighborhood with its own business district.

(b) Is it okay to talk to multiple realtors at the same time (I'm thinking it would be better to have a separate realtor with lots of market knowledge and experience in each of the mentioned locations) or should I only plan to use one?

If so they may have a real estate license or they may work with an agent that relies on repeat business rather than a one-off purchase. 

If you're planning on doing out of state investing, I would recommend a condo/townhouse.

While the mobile app was not perfect, it was much easier to engage, post, and digest content on mobile.Is BP planning to bring it back?

.: Quote from @Chad Hale: I used QB when first starting my property management business.

Quote from @John Paul Palace: Our plan was to invest locally, however our market here is tough.

I have a 3BR, 2BA, 1380 sq. ft. home in the Villas neighborhood of Ft Myers that I plan on short term renting via AirBnB. 

For example I don't see much of a difference between a business traveler and a digital nomad, and the business traveler would still appreciate a washer/dryer.