I doubt Amazon's web team are proud of Amazon ads and in-house product placement making their long-scaled product far less usable but they know it pays the bills so they keep turning the crank. The guy 20 years ago with the one click checkout clean flow feature and patent, yeah, he probably had some pride. But the guy injecting ads into your brain to try to break that flow, probably not so much. Pride is no longer a thing for most people. They work to get money to do the things they are or will be proud of in the meaningful parts of their lives. Work is shit for most people and everyone is waking up to that except some of his highly privileged silicon valley workers.
not really. it's just one way to look at it and the way I would expect a "designer CEO" does. there are plenty of apps/sites built inside of billion-dollar companies by teams that aren't highly proud. your bank app, maybe?