Shortly after his final start of the regular season, Masahiro Tanaka uploaded this post to his Instagram, after what he noted was the last regular season start of the seven-year deal he signed with the Yankees. Fellow writer Matt Ferenchick shared the post in the PSA Slack, which caused me to pause and reflect. I was equal parts thankful for the privilege of watching Tanaka pitch for the last seven years, and saddened that opportunities to do so may be drawing to a close. The post also sparked a round table discussion of sorts that I would like to share and dig into.