WE are doing a den to Room conversion in North Scottsdale, In this regard do we need permit from City of Scottsdale  ?

Don’t approach the sales agent or person.

If you can't keep control of your personal finances, you are highly unlikely to succeed in real estate investing.

I have one LRT and one STR which are both under our personal names. 

First qualified person that give a deposit gets the place. 

Currently my hot tub maintenance person says I need to schedule her to come out to the property after every turnover to poor chemicals in and clean the tub.

Hi Nina.If I were not experienced in land lording and property manager, I would look personally to the extent you want to learn or experience property management versus hiring someone else that you trust to do the job.Yes, the cost for a property manager is important but not essential- the cost between property managers are not double or triple the cost of others (say like attorneys in some areas of law or cars). 

and include my tenant's name and this unknown person? 

If you decide to entertain this, due diligence will involve digging deep into the business financials to understand cashflow, solvency, and liquidity, his personal finances, and searching for any liens or UCCs in place. 

@John Guillory I personally believe that its the way in which you are presenting yourself when you talk directly with the homeowners that gives the "shady" terminology.