My list is much shorter. I got a few questions though.
1) Why never tap water? Filtered tap water is usually better than bottled.
2) more of a general question, I normally do about 75-100 miles over 2 days on the weekends and several 20 mile rides during the week. I have yet to get any saddle sores. Am I just lucky? I'm using my stock saddle some cheap bibs from Amazon. Nothing fancy.
As for my list, I pack 2x 25oz water bottles and a energy bar or some haribos if I'm planning to go more than 20 miles. Grab a cold brew coffee or if the kids kept me up way too late the night before I'll slam an energy drink. I top off the tires and pretty much everything else is ready to go at all times. Gloves, helmet, glasses etc. I keep a repair kit with tubes, tools and extra co2 carts in my small saddle bag along with about $20 in cash. Phone/ID/keys go in my jersey. My prep is rarely longer than 5 minutes.