I do, as well as a website that requires edge.

If the website is really insistent about it, then I change my user agent to identify as the browser the website is demanding. No VM needed. I'm sure that there are some sites that really won't work well enough without using the demanded browser, but none of the ones I deal with are quite that crippled.

I worked for a client once (in the e-commerce space) whose demographic was people likely running ancient desktops/laptops due to financial circumstances. A large part of their business model was affiliate marketing allowing anyone with a browser to make some money online. A/B testing showed a massive drop in traffic when TLSv1.1 was set as minimum.

Which website?

Yes, a configuration app for a proprietary service that was built on Silverlight.

I had to develop and maintain some web application that was embedded in another old application as an internet explorer web view not many years ago.

I left the job, partly because of that.