to you perhaps but then you had the unambiguous term winningest to help you talk ambiguity the problem with most successful is that it's ambiguous since most successful can in general be defined along many metrics most sold most manufactured greatest market share and yes greatest number of races won using the bike winningest works along one metric or two if one is being deliberately obtuse as to what winning means in context of a racing bike so why not pick a perfectly standard word that avoids any ambiguity and contrary to skyring's fake usage claims winningest is a perfectly standard word the grammarist most participial adjectives are made comparative and superlative with more and most for example we say more troubling and most sickening instead of troublinger and sickeningest so to many english speakers the superlative adjective winningest meaning having the most wins sounds wrong and indeed some peevish grammarians hate the word yet despite the existence of grammatically unquestionable alternatives most winning best winningest is deeply entrenched in sports commentary and is not going away any time soon those who dislike it might as well get used to it google news searches show winningest has been common since the s and there are scattered examples from earlier the word has always been confined mainly to american and canadian publications this is also confirmed by google ngram my copy of the oed nd edition while it doesn't have usage notes uses winningest in three of their example quotes for the winning entry so the oed editors don't have a problem with it either talk