Finally did it!
I called Drew at Extreme Paintless Dent Removal (he's located in Freehold) and set up an appointment for this morning. I got there at 11 and pointed out the bigger dents and as many as I could find. Quoted $225 or $215 (can't remember which) without the hood or roof, which had some 2 pretty large dents that were very hard to get to without taking out the headliner, and $350 with the hood (I said forget the roof); estimated 45 to an hour for the job.
About 3 hours and 15 minutes later he was done (I went with my dad to get something to eat in the middle). Did entire car including the roof, hood, and any other dents I could find without charging any extra. He used glue suction thingies to get the roof dents as well as the trunk dent (which he couldn't fix all the way). The roof turned out 97/98% I'd say. The trunk dent is only about 75% better but he told me before he started that it would be extremely hard to do (and he's not the first person to tell me that either). The acorn-sized dents are 100% gone.
All in all, I'm happy with the job. The only dent that you can really see anymore is the trunk dent, but other than that the car looks a lot better. I'd recommend him to anyone that needs PDR around here. He's a nice guy and has been doing this for 6-7 years. Thanks a lot Drew if you're reading this!