Pros:
The setting! Jackson Park is a beautiful property for disc golf, featuring six park-style (1-3,11,14,16) and 12 wooded holes--a fantastic mix. It has a course map and practice basket at the parking lot and the tee pads and baskets are excellent. Benches on most holes, too. Being from FL, I love the elevation here, with shots up, down and across slopes. Awesome. It is very well balanced, with both backhand and forehand opportunities throughout, but neither favored over the other. Most holes have two tees which I consider a huge pro. The shorts increase the fun factor for newer players (and older ones like me). The long tees do more than just add distance, though several indeed add massive amounts. They often change the angle and the way the hole plays as well. Multiple pin placements also add to the variety. Jackson Park is close to I-26, an easy-to-reach and very worthwhile destination course.
Cons:
Some holes were missing signage, but I seldom deduct for navigation-related issues since they only affect one's first time playing the course (plus you can take a pic of the map). There are some toe-stubbing opportunities in the woods from small trees not removed all the way to ground level, so watch your step. You will likely huff and puff after a few minor climbs, but not really a "con" since it results from such a huge "pro" (elevation).
Other Thoughts:
If you fed Jackson Park some steroids and took away the park-style holes and short tees, you'd get Richmond Hill. We played both courses during our NC spring break and found Jackson to be way more fun thanks to the short tee options and slightly fewer trees. But I'm well-aware of the masochism suffered by advanced players who crave huge distance and poke-n-pray forestation. You can still have that at Jackson thanks to the long tees. Love this place; it's definitely in my top-five.
UPDATE 7/2019: Another NC visit gave me a chance to play JP again! I experienced some of the excellent alternate pin placements that I failed to mention in my first draft. #2 has a SUPER long/ dangerous (water) basket. Plus a new hilltop location for #6 was clear evidence of a steroid injection!
UPDATE 7/2022: Improvements to this awesome track continue. Dual baskets now present on at least six holes (2,6,7,8,14,18). The long basket on 14 up in the woods is inspired! JP also has extra-short tees in the works (framed out on several holes).