Ducting through an exterior wall is easy, as is going up through the roof on a single level home.

Unless you have definitive evidence that an oil tank was removed in the past or was never underground, it's worth the money to get a company to do an oil tank sweep--an abandoned underground oil tank is usually a deal breaker if the seller is refusing to remove it, mostly due to the fact that the liability arising from it can be in the 10s or even 100s of thousands of dollars depending on the extent, if any, of oil leaks/contamination.A lot of these things, though, are issues you can address after going under contract in your inspection process, and your inspector will look at lots of other things as well (is the roof OK?

Out of 19 properties, I have had three furnaces, two roofs and a sewer line go. 

Also what are your contingencies if the rehab requires an additional 5-10k in renovations like a new roof or a new HVAC that you didnt originally plan for.

The vacation rental aspect is interesting...as that sounds more like lodging than multifamily.

After working on other aspect of Real Estate, I'm now interested in investing for myself.

He put up beautiful molding in our house.Action roofing is also good.If you talk to them please let them know I referred you.Good luck!

I guess the CapEx would make the difference in the long haul (1 roof vs 6?). 

The roof is a flat roof which costs about $1100 to replace in our area. 

I'm trying to gather some intel on laws regarding "wholesaling" the yes and no aspects.