@Glenn Cross yes, PMCs handle this type of stuff - if an owner is willing to budget & pay for it.You can also try using TaskRabbit or other services to handle yourself.Just be sure to ask for before & after pics to make sure you don't get scammed.

Where can you make connections quicker, in order to start seeing deals sooner?

Thanks,Hey Joel,If you are tight on PITI, then I usually recommend looking into an interest only loan, maybe on a 5-10 year IO plan, to lower your payment and see if you can squeeze it in.Plus, rates are starting to dip a little bit, so it makes it a little more doable, especially if you just do a rate and term refinance to help keep your rate lower.

I have an eviction in process in Madison county IL (southern IL).

When I initially purchased these properties, the mortgage was based solely on the real estate, with the business value being incidental.I am currently in the process of acquiring a $2 million, 5 bedroom bed and breakfast located in a downtown area in PA.

This makes sense to me and seems very logical.

We've come to realize that the Boston market is too tough and the numbers don't make sense (to even house hack), so just recently, we decided to hone in on Plymouth, MA... with the idea that it could be a good tertiary market to do furnished rentals (thinking short-term/AirBnB in the summer, and mid-term in the offseasons).

Making only $4000 a month for a capital outlay of $900,000+ is poor investment and so you would have to take a large discount in order for most note investors to get involved especially if these are second liens.  

Make sure to walk the neighborhood and property before you close on deals 3.

I would definitely make the drive and network.