Much less transactional, but more lucrative and fun long term 

Rather, it will be considered earned income... and if you have losses especially the first year with a bunch of start up costs and depreciation... and if your money is at risk (let's assume Yes), then this business venture can offset (or add) to your W-2 income.This is how short-term rental loophole works.

if you have a long-term tenant, the first question is, how long have they lived in the unit?

Only one Kimberley Smith (note the spelling) licensed in NC, so I probably have the right one. "30-40 deals per month" would put you in the category of higher "closings" ("transactions" may be a better term) than any other broker in the triangle, so I suspect quite a bit of embellishment.

If you are trying to build long-term wealth, you may be more focused on appreciation.

This is the slowest Memorial Day weekend, in terms of occupancy, that we have experienced in 19 years of business.

Long term rental lot?  

You put in the terms of the lease, the tenant name and email and MySmartMove sends out the background check request and the tenant fills in all their information and pays for the check which is now $44/applicant.

This was more about me being able to use residential eligibility for a long term hold rather than pay rent each month.

There are a few options for that -- a duplex, in which you live in one side and rent the other long-term.