Buyers won't pay more than what they think and what the statistics show as market price.  

Then I maintain the landscaping since I only have one rental.

Landscaping is a must.

He is also in NYC, so maybe he would be a good person to connect with to get a rundown of the investment landscape there.

A couple examples where they didn't perform....1) they hired a lawn service for $600 for 2 cuts/month...after I was floored by this I made one phone call and had a landscaper for $240 (he was reputable and insured)....2) tenant complained about hot water and rather than have a plumber come out to investigate, they authorized my contractor to replace the hot water heater (they were way beyond their authority limit).I also expect my PM to show the property. 

You may need some new paint, carpets, landscaping, cleaning, or just general maintenance.

Rather than your contractor giving you one invoice for $6,000....do them in "phases" of #1 gutters & downspouts on one invoice ($1000) #2 the vinyl siding on another invoice ($2500) #3 landscaping & trim removal on another invoice ($2,500), etc. 

I am excited to see how the PM landscape will turn out with all these new technologies coming out.

does anyone know about or has a good RE article that talks about the Jacksonville market, with statistics charts and all that?

And we have 2-3 demo guys who can do a lot of different things, like demo, landscaping, picking up materials, etc.