Looking for Recs for Bike Commute

Hey y’all I’m 30 and a returning college student, currently park off campus and ride my bike to class and work. Currently have an older Chrome messenger bag. Twice a week I have a 7 mile commute total for work with intentions to ride longer after work with the upcoming warm season showing up. I typically pack a 14” MacBook, a full size note book, a folder, occasionally a second pair of shoes (cycling shoes/normal shoes), very occasionally a Sony A7III with battery grip, a helmet, and just extra miscellaneous stuff. I’m coming to realize my mess bag doesn’t fully fit my needs/wants and am back looking at backpacks. My current options are the Chrome Barrage and Warsaw, Thule Paramount, Osprey Radial, and Timbuk2 Clark. On weekends I pack up and visit my girlfriend in the next town over. Not so concerned with space on weekends as I have my car with me but something a little bigger would be nice. Anybody have something similar or have good recommendations? I’m a big fan of back ventilation since I live in the desert. Any help would be appreciated! Thanks!