It sounds like they have multiple complex issues going on they cant solve to move it.

You can get a blanket loan for all the 4 units if they are separate owners.Even if they're purchased in separate transactions with multiple owners, you still should underwrite the whole portfolio as one for future projections, depending on your exit strategy.How you present the proforma and executive summary to the lender will depend on how you purchase the assets.

My end goal is acquiring multiple properties as mentioned in the Bigger Pockets article “A Slow, Boring, Incredibly Awesome Strategy...Real Estate Investing”.

A Blue Ray player and a selection of G, PG, PG13, R, and other movies that would appeal to adults. 

So multiple obstacles, but I am determined.

Since they are turned multiple times every day, you don't want to go cheap on a door knob.

Did you call around for local contractors and have them come see the property and compare multiple estimates?

He has multiple LLCs registered and has hundreds of properties under them.

Am I getting myself into trouble with refinancing having multiple properties on one lot?

To my knowledge, it's primarily a single-annual indicator meaning the cash flow is annualized and only for one year, whereas IRR takes values over several years (5-10 on average in my experience).I use CoC all the time, rarely ever use IRR because it can be hard to predict income multiple years out but I recently met someone who is religious about NPV & IRR.