With the 2019 season not looking very promising at this point, we’ll be 2/5 through Yelich’s contract at the end of this season. He is the type of guy that only comes around once every decade (or more) and that you can build a franchise around. When is it time to attempt to extend Yelich? If we wait until free agency after 2022, he’s likely gone, so our best bet is likely to buy out some of his existing contract and give us a few extra years. There isn’t much of a proven core to the MLB club beyond this year, so unless Stearns makes some deals or we get improvements from within the organization, who knows if 2020 will be a rebuilding year of sorts. If that’s the case, then we’ll be 3/5 of the way through Yelich’s contract. It’d be a major shame if we aren’t able to take advantage of having one of the best players in MLB, and one of the best players in franchise history, by making another deep postseason run. I feel that as of now our window of opportunity is closing drastically. I’m sure I’m overreacting to an extent, but extending Yelich would extend the window greatly.