Honestly, Amazon is pretty annoying with how they handle sessions. Even if youre logged into the same account, the cookies usually keep the cart local to that specific browser instance. Over the years, Ive found that relying on their internal syncing for big $1500 orders is just asking for a headache. In my experience, the most reliable way to handle this is using a tool called Share-A-Cart. Its basically a browser extension that creates a unique code for your specific cart. You just send that code to your boss, he plugs it into his browser, and everything populates instantly. Ive tried many workarounds like making a public wish list but that takes forever to add everything back manually... kinda tedious. The extension is way more direct. Just make sure you both have it installed so the transfer is seamless. Its the only way I trust for business buys tbh.