That guideline is lender specific, so I would suggest shopping it around. 

Perform a deep dive research into all legal aspects of the specific investment.  

Should we pursue the STR strategy and aim to be one of the top-performing properties in the market to increase cash flow, potentially  up to $1,000 a month?

There have been lots of stop and starts with businesses opening for a few months to a year only to close due to rents being too high and not enough people to patronize the shops. 

As well as coffee shops like Bottoms Up Coffee are moving in and small microbreweries like Brew Dog and Land Grant 

Hello Community!
I’d appreciate some guidance on a few matters regarding my investment properties.
I recently purchased several properties in the following locations:

• Ft. Lauderdale, FL
• North Palm Beach, F...

Why should they care about the long-term tenant performance?

The total would’ve exceeded $750 had it all been performed on the same date.

While these contractors are certainly out there, in my experience they also tend to be the ones that work with home owners directly and charge "retail" prices, not "investor" prices.I would shop around with lenders to understand how they work with their loans.  

This is a great strategy and our former primaries have become the best performing rentals in our portfolio.