Just saw this and honestly... Amazon is so weirdly behind on this. I think I heard you can use Amazon Household to link accounts. From what I remember thats mostly for sharing Prime shipping and movies, not really a live shopping cart you can both use. It might be better to be really careful with those browser extensions because they can be kinda janky and privacy is always a concern with third-party devs... basically just feels risky. Not sure but I think you can make a list collaborative? You might want to consider trying that first. Just make sure to double check the quantities before hitting buy. Tbh I find it way easier to just throw everything into a shared spreadsheet and settle up later. Chicago is pricey enough without buying three air fryers lol. Moving is stressful enough, dont make the tech harder than it needs to be.

Are you guys trying to do one big checkout or just make sure you dont buy duplicates? If you use the Amazon List feature and set it to collaborative, everyone can add stuff and it marks items as purchased once someone buys them. Its basically the cleanest way to avoid that second toaster without sharing passwords. Honestly, Cart To Link is a lifesaver when you're trying to coordinate a group buy or a shared gift on Amazon.

Honestly, moving to Chicago is gonna drain your wallet fast, so you gotta be smart about these kitchen purchases. Amazon doesnt make it easy to share a live cart because they want every single person to have their own Prime account. I have dealt with this roommate struggle before and I would suggest avoiding those extensions if you are even slightly worried about your privacy. Most of those third party tools ask for way too much access to your browser data for my liking. Here is what I would do to keep things cheap and organized:

• Create one Amazon List and set it to shared. This is better than a cart because it actually tracks price drops. Since you are buying a lot of stuff at once, you might save 30 or 40 bucks just by watching the list for a few days before hitting buy.
• Make sure everyone has edit access. If someone decides they definitely want a specific toaster, they need to tag it. Once the designated buyer is ready, they just move everything to the cart in one go.
• Be careful with the Amazon Household feature. It lets you share Prime benefits, but it also merges payment methods sometimes. I wouldnt recommend doing that with roommates unless you really trust them with your saved credit cards.
• Use a basic spreadsheet alongside the list. Link the items and have a column for price. It is the only way to ensure the 300 dollar total is split fairly and nobody is guessing about who owes what. Direct recommendation is to just stick to a shared list. It is the most legit way to avoid buying two of everything without giving a random app access to your whole account.