I focus on easy management, so keep my units in a small radius so that my maintenance guys, and various service provider companies such as HVAC, plowing, and plumbers are common to all buildings. 

In my instance, I let them out of a contract but asked them for an additional month's rent and security deposit.  

After additional research I found out that his license has been expired for two years.

I have designed and built several dozen projects from New Construction to whole-house remodels to deep energy retrofits to additions and kitchen and bath remodels.I'm the Owner/President of Boston Architects and Builders, Inc.

My question is, should I expect additional hoops to jump through when refinancing the first rental, even though we'll own it free and clear?

@Tyler HuntingtonI will assume your pro-forma on the expenses is accurate, and there are no common areas where you might need to pay for electric to a light or two; tenants pay for water, sewer, trash, etc.My suggestion is to look hard at your acquisition costs.  

Or is there a deeper mindset that has no desire for the additional "baggage" of owning a home? 

...for a $45 additional fee no doubt :)

Thanks for your help, happy to answer any additional questions.

Or can additional names be included on the deed (joint tenancy) without negatively affecting the banks loan decision?