This burnout led to me selling off my rentals, dissolving my business with family, and having my mother take over managing her own units.

Hi Myles,I found myself managing about 20 rentals through my brokerage at one point.

I have two options 6.625% 30 year or 6.15% 15 yearI want to invest aggressively in the near future on more propertiesThe loan is only $110k and the monthly payment for 15 year is $563 and $750I will earn 2-3k a month in gross rental revenueThe property is in a declining population areaRecently rennovated, and all major things were relatively recently improved such as plumbing, the roof, a/c, electric, etc.Will require a lot of management as it is rent by the room so I may switch to a normal rental after 10 yearsI'm trying to find what will mathematically net me the most money in the long run.

If you love property management and want to start a business keep looking into it.Otherwise keep buying income producing properties to generate wealth.

CT is 1-2 hour drive from my location depending on the town and is manageable for one project.

So a question, haha, and forgive me if this sounds incredibly naive - how about getting a property manager or someone else with boots on the ground to do the underwriting by visiting in person etc.

We manage 4 Bloomington STRs, one being on Lake Monroe.

The property was rented and generated $160 cash flow after mortgage, taxes, insurance and property management fees were paid.

It will give you one stop calendar management and automated messaging which is a huge time saver. 

With a larger organization like iintoo you'll likely be talking to an account manager that has been assigned to working with you.