Meanwhile we're still using ASP.Net MVC w/ a vintage 2008 web design. Could care less about $latest_web_technology, because having a viable business is more important than what the site is coded in or how it looks.
While that is a valid point and a company should never leapfrog to the new hotness. Using outdated technology can have major pitfalls with technical debt. Also looks, ie ui/ux does matter greatly. A modern Android app wins vs something built for 4.0
UI look really only matters in competitive consumer markets.
In B2B spaces where there are limited competitors and vastly different levels of investment involved for the users, the UI largely becomes irrelevant as long as it works.
I have evaluated b2b on a regular basis, features matter, but UI absolutely matter to me when I make a recommendation. If it looks like shit from the 90s I won't even put it on the list. If it doesn't have a solid UI it's a nonstarter.
I've recommended other b2b services over Salesforce because they have such a shitty UI and it worked out nicely.