I can give you my two-cents worth on Chear Squad and spectators cheering from my experiences at DL. In the 3 years before the Tink was introduced, we came to DL for the DL half...first year my BF ran and it was both of our first time to DL...we've always been more WDW people

It was also the BF's first half ever so we also were interested in an as-stress-free-as-possible experience for him. We ended up staying at the DL hotel that year since it was so close to the start line...I went with him when he left that morning and parked myself in the bleachers at the finish line before the sun came up to assure myself a spot! The following year, he ran again and bought the Chear Squad package for me...I forget what it was called but it was like the VIP package or whatever that is across from the bleacher area. There were private restrooms (that were clean!!!) nice comfortable seating (cushioned folding chairs and some outdoor-style couches, shade umbrellas and a table of fruits, pastries, juices, coffees, etc. Unfortunately for me, the BF had really kicked up his training in the moths prior and I didn't get to enjoy the area for as long as I would have liked because he got is first sub-2 hour half that time

However, I did enjoy it and I thought it was worth the extra $$. The 3rd year we both ran the half...no spectating

Now, earlier this year for Tink, the BF was there to cheer me on. He studied the course map and was able to make it to 5 different places along the course (and ran with me for about a half mile at one point)...all on foot! Now, I ran it in 2:30 so obviously someone who's alot faster than that probably won't be able to have spectators make it to that many places without missing them...and he said a couple of times he really had to book-it to the next planned spot. We joked that he probably ran a half that day too, but didn't have anything to show for it! So if you have someone that's mobile and good with maps and directions, there are tons of spots where you can have your own personal cheer section! For me though, we've been 4 years in a row now, and I still couldn't tell you which way is up when I'm there though.
oh yeah, i should add, i am not really sure how the Chear Squad worked at Tink in particular...it finished in a different spot than the DL half so it may have been set up differently than it was at the DL half.