When you are looking to move into the commercial side, first define which asset class you want to target. 

I targeted people who either were in foreclosure (it's public record) for sub to or even short sales. 

STR's are becoming increasingly targeted for legislation, especially in Minnesota.

Who is going to identify the target areas?

You want to safeguard yourself against any frivolous lawsuits if she thinks she is being targeted.

Discuss with multiple agents, planners, and advisors before making a decision. i think a company like wfg that makes the IUL business a bad name, not just for mlm method but they're targeting low-income/low-financial-educated group with this stuff. 

That will answer a lot of your questions on how to zero in on a target market, then find your REALTOR, Property Manager, Contractor, and Lender.

If you know your target market and you are looking to hire a property management company, I’d suggest vetting them throughly early on as they will ultimately lead to the successful performance of the asset.

I am targeting professionals' "work & Play", most of my bookings are at least 2 weeks, if not longer. 

And What CAP rate would you target?