I met up with an out of state investor last year who narrowed his list to 3 cities and then visited each of the cities for 2-3 days and looked at properties, explored the city, and met with investors.  

Once you can narrow down your question to something more specific, people can answer it better.

At this point I'm regretting just not giving both Tenants B and C 30-60 days notice to vacate with no option to sign a new month-to-month Rental Agreement.

I would just narrow down where you want to invest to start off & learn all you can about that area & meet the right people. 

Sellers financed the bundle of Property A, Property B, and Business.

., pretty much anywhere.My wife is starting to get impatient about the condition of the exterior of our personal residence, so I may tend towards doing some quick flips and pulling some of the profits out for that (it's a 2-family, so I can at least write off part of the work).I guess that leaves me narrowing down to BRRRR, flips, or storage units somewhere far enough away from Boston as to still be profitable.

If the cracks aren't too bad you could potentially add some band-aid fixes by filling the cracks and improving the site drainage to keep water away.

I have worked with people buying a big list for their investment business then really narrowed in criteri to fit just the house they personally want.As for the letter, I think that it is creepy and risky to put in an asking price.

As me and my Fiance will be working in North Dallas we will narrow it down to cities like Carrollton, Addison, Farmers Branch, Far North Dallas, Richardson, Plano, Garland.

We narrowed it down and found a good group of renters for $1,850/month.