We're talking about people often in their 60s or 70s who quite literally hate technology and don't want to spend any money on it unless someone puts a gun to their head. Seriously, the company I worked for had dropped support for windows XP before I ever started there, but they still had some customers running it when I left (this year).

From the POV of these small business owners that Sumup terminal doesn't do anything to help them and if anything makes their life harder. It won't integrate with their business management software (our product) and most likely will have higher transaction fees than their current payment processor. The company I was with offered EMV terminals that were fully integrated with the management software (I helped write the integration), but there wasn't a lot of interest in them outside of larger companies. The small guys in general don't have a lot of incentive to care about information security. One of the other projects I worked on was migrating the management software from using encrypted CC numbers stored in its database to using tokens. When we took away the ability for users to unmask and view the full CC number some of them started saving saving card numbers in the plain text customer info fields (address, etc.).