For example, if most of the companies will not write a new policy with 1500 ft, 1/2 mile, etc... of the coast, keep that in mind when evaluating properties. 

My question is how do I evaluate a multi unit to make sure I’m making a good investment?

Evaluate any opportunity with an eye toward profit and doable.

If you're targeting young professional no sense in looking in the burbs with good schools.You can always adjust and refine your search as you go but if you try to do everything at once you will have to much noise and it'll be hard to evaluate the deals for what they are on apples to appear basis.

I'm with @Natalie Kolodij - I hate your "system" too.I am guessing that cash leaves your pocket without having been logged as income at some point? 

Keep in mind, that location is outside of the permissible boundaries for BYU undergraduates to live (there are tons of other renters in Provo, but the “golden circle” can raise evaluations for rentals that are within the BYU-approved area).

You must evaluate whether the AC not working justifies taking a hotel room or not.

It's like any company or sports team; the tone is critically important and it is set at the top.Oh and most importantly as a person evaluating such a group you need to know about track record - you can just google Mark Kenney, he's done thousands of doors.

You will typically need to submit quotes for the improvements when you apply for the mortgage and those funds will be held-back until the work is completed.I would suggest that you come to know and understand the process and mathematics behind evaluating a deal and projecting it's "after repair value", then develop your own spreadsheet - or, as we have done, software tools - to facilitate your analysis.  

Evaluate your costs, risks, and make a decision.