I live in Bayonne border line Jersey City where it is extremely expensive (and taxes are through the roof).

The roof will need to be replaced within 6 years, and assuming a few other things as well.

I don't have any properties yet but saw a house online with possible leaking in the roof.

The seller mentioned if anything is wrong with the roof he would file a claim to fix it.

Part of the problem is that there is no blanket standard across the board and the only one (blanket standard) that DOES exist across the board is so vague that it typically prompts emotionally discussion across the board because of those who are inexperienced in this aspect of the quality of life for the disabled typically stereotype the legitimate disabled community with the fakers that are out there. 

Just had a couple recent wind storms come through within the last couple months, and was notified by the tenants that shingles have been coming off the roof.

at that level its a hobby business like @Joe Splitrock says.. decent CPA that does a lot of real estate work.PM is the most absolute critical aspect of out of area rental investing hands downand when you have time you may want to find a local handyman in the markets your in and have them on speed dial.. and negotiate in your lease that you can do your own handyman work. this will save you a bunch. some PM's may allow it others may not. 

Really looking to connect with anyone in my area in all aspects of real estate investing.

If I was on the listing side, I dont negotiate roofs.

With a first walk through I'm more concerned with risks than benefits of adding rooms/baths, etc, because I'm looking for buy and holds not short term flips.Biggies (for me, other people will have different lists): foundation issues, roof issues (look at the roof itself and any signs of water damage on ceilings and walls), mold (beyond a little where things need fixing), leaks in showers that are hard to get at, squishy subfloors around toilets and tubs, termites, knob-and-tube wiring, ungrounded, two-prong outlets, no central HVAC (this is all about your location, some places this is fine), and to a lesser extent water heaters.Heavy duty foundation or mold issues I would pass up, the rest I would consider in my offer price.