So... no to Connor Brown? I'm not clear on your points. I just mentioned he played on a Leaf team with skill mentioning Matthews but could have gone down the list naming the other guys but didn't. Brown has played on offensive teams and with skill players and yet has the same career points average as Yamamoto, .48.
From my original post "Brown would be better than Yamamoto - likely - but think there could be better that shake loose this summer." I just don't think the player is a significant upgrade at 2RW especially as you note (and I did as well) younger, developing players like Kostin, Holloway, and Lavoie. Though I didn't name Bourgault because personally I think he's two years away from the NHL roster with the others more advanced in pro experience and mature physically.
I've always thought Yamamoto was more a 3W energy pest type player. Regardless of past linemates in their careers, I don't see Connor Brown as a significant upgrade option as a top 6 winger all things considered. Oil might opt for cheap internal talent from within and seek a piece at trade deadline if the consistency isn't there. Or, again, there might be a better wing option that views Edmonton as a team that can win while helping to produce individual stat lines as well. Course the Oilers management, coach and team leaders might decide they like Yamamoto where he plays.
Connor Brown playing with McDavid in Erie smells like those that guessed how Draisaitl and Reider would retain some magic connection from playing together like 8-10 years prior. Brown's a good utilitarian support player but lots of young, cheap options internally and I speculate better, higher end options that could shake out if the Oil determine they need to upgrade 2RW after this playoff run.