Alright. Did another session today for about 1h15m. My butt hurts a lot, but I think it's the shorts I wore today that don't have as much padding as my other ones.

1. I've got a new Shimano BBR60 installed so no more lateral play which made high cadence much much easier. Also no more bouncing.
2. I lowered the seat to where I can comfortably pedal with my heels. However, now I feel that I am not far back enough. I felt a lot of strain on my wrist/shoulders the entire ride and spent a lot of time biking upright. However, I can bike for maybe 5 seconds keeping my body unsupported with my hands off the bars. Is it time to start looking at a shorter stem or do I still spend time tweaking the saddle?
3. I have a Zipp Service Course SL seatpost on the way so hopefully that will make adjusting and tuning the saddle easier and more consistent.