Chicago Cubs are currently the crown jewel of Chicago sports

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Chicago Cubs
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Chicago Cubs: Let’s hope we experience deja vu in 2020

The Cubs, meanwhile, have enjoyed five straight winning seasons, four trips to the playoffs, three trips to the NLCS and a World Series trophy in 2016. Sure, fans are disappointed at the outcome of 2018 and 2019, but these are also the same fans who would have given their right arm for a trophy and sustained success from a ballclub that had always been the lovable losers.

Now the (somewhat) lovable winners, many Cubs fans have been transformed into entitled prima donnas who expect nothing less than a trip to the series every year. My, how times have changed.

Everything they do is now bigger and better. The Cubs spend big, they go after big stars, they have big stars on their current roster, and they have big expectations. A season without a trip to the playoffs is a huge meltdown now for a team that just five seasons ago pretty much expected such things on a yearly basis.

The Chicago Cubs are also primed to be the best team going forward for at least a couple more years as well. While they have some holes, they have an established starting rotation featuring Jon Lester, Kyle Hendricks, and Yu Darvish. They have a core of talented position players including Kris Bryant, Anthony Rizzo, and Javier Baez.