Is this type of work even possible to the point it’s worth looking into?

This is where good tax planning really pays off—not only can it help you maximize these benefits and reduce your tax bill, but it can also help determine if paying for cost segregation is even worth it for your individual tax situation.

I’m trying to decide if taking on the sewer repair is worth it or walk away from the deal, as the seller has drastically changed the repairs they’re agreeing to each time a counteroffer comes through.

There are a handful of areas worth avoiding in Macomb County. 

So yeah, worth emphasizing more for them to do nothing at all aside from start the dishwasher.

That might be a market worth targeting.

Keeping this as a rental would not cover the mortgage (we'd have to pay ~1500 a month including utilities) and we can afford the extra payment, but is it worth it when looking at appreciation?

But if tenant stability and needing cash flow are higher priorities for you, then it may be worth re-evaluating or looking at alternative properties that offer more reliable cash flow from day one.

Long story short, my portfolio's equity has grown to the point where the return on equity is so low that it has forced me to consider selling my 14 unit apartment building. 4 years ago when I bought this property for 445k and I dumped in 200k and has performed incredibly well and rents have grown, the building is now worth around 1.1M.

I honestly had no idea what he was talking about, but when he mentioned VA loan"ish" on an investment property for 5% down I figured it was worth a little research.