If I were you (and you meet the items listed above), I would definitely still move forward with licensing since you already have the property.

I also completley share his advice on a bias for action.If you are interested in a good book reference with checklist like models, check out "The Perfect Investment" by Paul Moore and "The Book on Investing in Real Estate with No and Low Money Down" by Brandon Turner, both also available in audio versions.

It's also important to remember that low maintenance costs don't last forever, and that will an increase expense item as time passes. 

@Anna Thanopoulou the "short-year" in IRS guidelines (eg publication 946 on Property Depreciation) isn't referring to Bonus Depreciation. ...

This is what can go wrong when you have beginners wholesaling who have no training in real estate, no experienced managing broker to go to for advice, no license, no E&O insurance, no knowledge of how to avoid scams, no regulatory body to answer to, no relationships with other quality people in the industry like title companies, lenders, contractors that they can refer to help people, etc. 

@Andre Jones Hey, feel free to DM me I'll share a few references, 

I was referred to the lender by numerous agents and and investors in the area.

I am going to put this feedback in my notes to refer back to.

Covering most of the routine maintenance items here. 

A STR is both a business and a real estate investment.Having little oversight on a newly formed business would make me anxious also.As others have suggested, you should consider going to the area for the initial items(Purchase, renovation, etc).Once you buy 1-2 properties, you can look to unload these items to someone else.Best of luck