I used to work for a company that sold the majority of their product to sears. As the only one in the company that actually knew anything about technology, it w

I used to work for a company that sold the majority of their product to sears. As the only one in the company that actually knew anything about technology, it was my job to make sure our products and company information were set up and up to date in sears' systems. Their systems consisted of multiple online management portals where you'd supply everything from product weight and size to your fax number to how you wanted to get paid, and appeared to have not been updated since 1998 or so. One wouldn't work at all unless you were using Internet Explorer 6. Updating product info required changing it in multiple places as well as emailing them a spreadsheet with the exact same info. ~4 years ago they announced that they had partnered with some SaaS provider do modernize their systems. It required re uploading all your product data, but I was excited to finally get rid of IE 6. That is until I discovered that they couldn't bare to replace their legacy systems, and the new one was just a flashy way to manage an arbitrary subset of your product data, but other changes still require using the old system.