I think you need to ask yourself if the multiple inspection issues is something you want to tackle or not.

Within a year my wife and I acquired four multi-families properties with a total of 20 units, and eventually another building to rent out (currently a bait and tackle shop) as well as an Ice House.

And as @Jay Hinrichs says, the market needs to be right for this strategy and you need a little "jingle in your pocket" ;) Most the time you are bringing a seller current on payments, providing moving expenses, and tackling deferred maintenance/updates - or all three on sub to.

I've never tackled a deal quite like this before, and wanted an outside opinion to see if I am on the right track or completely overcomplicating this deal. 

Hey there, it's awesome that you've got 20k saved up, but tackling that 155k gap might feel a bit overwhelming.

You're going to have to do a lot of blocking and tackling to find good vendors.

I don't have much add here other than I hope you're not tackling this alone.

The program offers many of the items I want to tackle: overall tax strategy, review of past 3 tax returns, etc. 

I’m needing advice how to tackle this problem.

Idea on cost to tackle this?