There is definitely an art to finding comps that the automated valuation systems fail at.Need to look at age, lot size, etc as well as other contributing factors like unique location issues like busy road, etc....not just simply home square footage.You also need to dig in to the details and filter the comp data for condition to essentially have 2 sets of comps.

I will dig deeper online.

Don't invest in "education"- All of the good info is out there for free, and digging for it will take less time then a lot of programs.Australia has a great market, New Zealand as well.

However, when I come across something that I find interesting or that seems wrong, I do enjoy digging around and seeing what other information is out there.

@Chris Ranch  Burien has treated us well for the past couple years but we have goals of finding a SFR that we can turn into a 2-unit or finding a small multi-family, but they're hard to come by from White Center to West Seattle where we've primarily been digging.  

Not all Property Managers service all areas.Bigger Pockets is great for so many things but if you want to tap into a Market and understand it like the locals then join some of the Pittsburgh Real Estate Investor groups on Facebook and you will have all the answers you are seeking but I first suggest you dig a couple layers deep on what exactly you want and expect. 

The demolition itself can be expensive, as well as digging a new foundation and hauling away the dirt that is excavated.

Dig into the rental demographic and market directly to them.

You should be able to get a ball park estimate on repairs by first finding out what you intend on repairing and then do some digging, Google "How much does it cost to fix ____ in whatever town you're looking in".

If it’s more than that, The best waterproofing is to dig down from the outside, add waterproof membrane to the exterior of the foundation, then add some drain pipes on the exterior as it’s back filled.