How much labor and time are required to manage close to 30 STRs (including 7 semi long-distance ones and I have at least 3 setting up by the end of the year)?

Let me know if I can semi-answer any other questions for you haha. https://www.biggerpockets.com/...

Definitely trying to get to that win-win-win, especially since I will likely see him on a semi-regular basis and don’t need any hard feelings between us. 

Going to try to do this at least semi regularly.

Hey guys and gals,I'm looking for some unbiased input on what to do next. Here's the cliff notes to get you up to speed.-Purchased a duplex in 2015 to house Jack-Slowly(quickly?) Discovered that I don't like doing a l...

But for the most part on a non 1% property its way too hard to cash flow with any semi aggressive amount of leverage 

With post graduate students, most are getting big loans which include living expenses, so I also give discounts to have them pay either quarterly or semi-annually and most seem eager to take advantage of that offer. 

Semi Annually, Yearly, Quarterly, etc.?

@Dean Klein,please go to the nearest police station and if they like to talk, check what security firm has best relation with them and the activity in the area surrounding your target block.i think ADT will lock you into a 3 years contract, but they are a few other alternatives, wireless based, which you can move/install yourself. sorry my mind is gone today so no link/name.go to the local church on Sunday or check with the most involved neighbor on the block.maybe they are initiatives on the way like installing a city/semi-private camera  or neighborhood watch committee.maybe check with local police/firestation, maybe a recent rookie/hire needs a place.but on the lines of what @Al Williamson, said you are not a slumlord,you are offering nice affordable housing in a working neighborhood. so show that you belong there, be respectful, and walk with no fear and with a purpose.

Typically they do not own anything of value, make a moderate to low income and change jobs on a semi frequent basis.