The latter task is a bit easier, but your candidate still represents a minority. It's probably a tool, toy, weapon, or object that would cause unacceptable functional problems if ineptly designed. Like their designers, you probably haven't considered all aspects of your favorites. Those that don't are considered weird, and are used as textbook examples of why innovation, courage, and in particular, altruism are to be avoided. This mindless response occurs despite the fact that many studies have shown that poor sales are most often the result of faulty financial management, poor marketing technique, or bad timing.
Profitability is usually the single, insistent, essentially political, design criterion.
It does not directly demand anything more than assured popularity from the designer. Venal as this may sound, it doesn't necessarily predict inept and dangerous design. Museums, history books and a few preserved or restored examples represent the best of their time. We notice the bad effects more now because they've multiplied along with the population and its production and distribution capabilities. I think that it is possible to do a lot better, and that we'd best get at it soon.