Like someone mentioned, browser extensions are usually the most effective bridge for this. I have been very satisfied with how they handle bulk data, honestly. Before providing a more detailed breakdown tho, are you using the mobile app or a desktop browser? The technical options available to you change significantly based on that. One quick tip if you're on a computer: you can actually select all items in your cart and move them to a list simultaneously. It works well and is way faster than the individual method. Long-term, you might also look into setting up an Amazon Household. It allows for more structured shared payments between roommates. I've used it for years and have no complaints about the reliability so you wont have to deal with this every single time.

Regarding what #2 said about extensions, they're a solid choice. I usually use Cart To Link since it's free and actually works for big orders. Way faster than remaking lists tbh.

TL;DR: Use Share-A-Cart.

• Wishlists: slow/reliable
• Extensions: fast/glitchy Unfortunately, I tried wishlists during my last move and everything sold out, so honestly just use the extension.

Just catching up on this thread and honestly I feel your pain. I went through this exact nightmare when we were kitting out our first studio. Prime Day is stressful enough without the cart drama and items selling out while you wait. Reliability is the biggest thing for me because I lost a set of speakers once by messing around with manual lists for too long. Quick tip... make sure your roommate is already logged into their Amazon account in the same browser before they open any shared link. It helps avoid those weird redirect loops where the cart just ends up empty. Also, just do a quick scan of the final total on their screen. Sometimes these workarounds miss specific clip-on coupons or bulk discounts if you arent careful. Hang in there, the move to Chicago will be worth the stress!