As we all know, the Chicago Cubs have been battling payroll issues the last few seasons. Some weighty contracts have hurt the team and the looming 2021-22 offseason, during which more of the core hits free agency, is looming large.
Now having a big payroll doesn’t always translate to wins on the field as we have seen. Last year, the two teams with the highest payrolls (the Cubs and Boston Red Sox) missed the postseason entirely. So throwing money at weaknesses doesn’t always work out.
Heading into the 2020 season the Cubs do have some big contracts on the books.