For example, we just had a reassessment in 2019 in my county, but realtors are still stating the prior years taxes.

After eviction is file (2 months prior), this person needs to hire a PM.

Good property managers are often willing to provide some guidance prior to your initial investment, but once you're their client, they'll usually be much more helpful with your next deal.

We can either meet up for coffee or discuss things over BP.

Since this is first property and dont have prior knowledge on these type of works, looking some help here to see whether this price is reasonable or not.

On the sale, which you have to report in your 2019 return (the return you file by this April 2020), you are going to have to report the sale and, to be legally correct, you will have to pay for the depreciation recapture (the IRS makes you take depreciation, so they calc depreciation recapture regardless of whether you filed your prior returns properly with the depreciation).

It's related to my previous profession and I've read lenders will take the one year of income if it's connected/related to a prior profession. 

For me personally I would pass just as you did whether I was planning to owner occupy or not, i tend to avoid high crime areas for a multitude of reasons, primarily they present occupancy challenges.I will say that prior to submitting an offer i would research the area you are shopping in and have that information going in. 

Do they expect all possible abatement to be done prior to funding on all older properties?

Don’t buy coffee, help him with his business then he will help you with yours