Auto-checkout system for local shop with shoes

Hi devs, we need to create an CLI automatic checkout tool for a [login to view URL] website. Queens is our local store with shoes and they're releasing very limited amount of limited edition sneakers for collectors every month and it's nearly impossible to buy manually. What we need is to create an automated tool which would handle multiple tasks at once, multiple billing/shipping profiles and automate the checkout on their site using requests. The tool should be able to monitor Queens's website when the tasks are started so it automatically finds the product when they release it. There is a similar tool for a Kickz website so here's a little showcase in the attachments how it should look like. Also we'd need a licensing system for only 5 users so no one else will be able to use it.