Let’s say you were a common hedge knight with the skills/charm/crowd-working ability of someone like Lyonel Baratheon. Could you effectively be come a ‘celebrity’ tourney knight, for lack of a better term? And if you were making a lot of money off tourneys, what would be the best career move? You can’t invest it or buy land with it. Do you just take up service with a lord like most hedge knights? Try for an advantageous marriage? Or just spend your life touring and living in really nice inns?

Absolutely, you could become a celebrity tourney knight, and there were quite a few famous tourney knights in Medieval and Renaissance Europe. 

But in career terms, it was probably more likely for a tourney knight to find patronage (royal and otherwise) and from there gain estates or titles as a courtier

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