Some lines of work are seasonal by nature - like snow removal jobs, entertainment industry, etc 

We do also have to remember this is entertainment. 

Inherited property so the situation created the interest, otherwise my wife and I probably would not have even entertained the possibility.

Near entertainment centers, well known eateries and seven minutes (in good traffic) to downtown Dallas.

For example, Would they entertain owning two houses, if the FL one supported itself and even paid for their new primary residence, if it brought them income and they never had to spend a second thinking about it?

He also has videos which are mainly entertaining and funny - mainly his day-to-day stuff -Ken McElroy - Genuine guy who has a lot of good insights, especially in the commercial R.E. space and real estate forecasts.

Not all banks entertain all deals ... for example, Truist has zero interest in investment properties. 

We don't entertain that as an option because it's not scalable in our opinion. 

We would entertain turning the property into a MTR in the off-season, market to previous guests with a lower price than the high season, add off-season amenities according to where the property is located, and other similar ideas.

There are pros (and cons) to every city - Toledo included.I don't beleive that @Bob Stevens is talking about entertainment and things to do.