One-upping is definitely a solo strategy that has a long history, and the tradition continues today. I just don't see Monk's key choice as some kind of proof of his skill. He wrote tunes that often sat awkwardly and offered a lot of space, like "We See" or "Coming on The Hudson" or even "Blue Monk" of all pieces. I feel those as offering freedom of direction and color- offering lots of rhythmic, motivic, and harmonic interpretational options. I guess that's why I love playing Monk tunes. And also his unique accent in the way he played- accent-inflection that was so of himself and so personal. It was confident and simple. I'm personally not a fan of the one-upsman approach to soloing, but it definitely exists.