Nylon Shoulder Bag as a Work Bag??

Hi hi! I recently bought a cloud bag hoping it would be my new daily work bag. Finding a soldi work bag has been such a struggle for me because I use public transit + walking for my commute and struggle with chronic illness and pain (which annoyingly limits how I can comfortably cary bags).

Anyways, so I looove how the cloud has padded straps but unfortunately they are just too short to be super comfy. Plus it's a lot bigger than I had realized lmao. I had been previously using my medium crescent and carrying my lunch in a different bag (and a medium Telfar before that but unfortunately the straps huuuuurt). Thankfully I can use the cloud for other things lol.

I'm wondering if maybe the Nylon shoulder bag is the answer? Though I am concerned it may be too small. I'm also considering the Nylon Sling but am worried it will be too large. I wish they made a medium sling!! I also wish it had a zipper!!

Here is what I bring to work on a daily basis:

• Lunch Box (had been using the Trader Joes mini bag but the bunnies have finally got me to get a Baggu box)
• 40 oz Owala
• 3 standard sized notebooks
• Keys/AirPods/Lipstick/etc.
• Wallet

Would LOOOOVE the opinion and recommendation of more experienced Baggu friends so I don't buy something AGAIN that doesn't suit my needs. The Shoulder bag and Sling are my main thoughts but am open to other thoughts <3