Will was invited into Tout Wars because he knows baseball and because he’s game and because he talks about stuff all the time, and that matters. I think he’s an exemplar of the information distributor in the post-publishing age, which is why his Post Tout analysis is important. Reaction in the peanut gallery during the draft thought Will was out of his depth, but looking at his team it isn’t hard to see how it could work out. As he and his helpers well know.
It probably won’t, as it won’t for 16 of the 17 in Tout Mixed League. But active engagement in the league is what makes Tout work. I expect Will won’t forget about his team.