I'm a big fan of JJ, but with his 2 years of cost friendly team options the next 2 years, I can't imagine the Brewers would be highly motivated to do an extension. Maybe after next year, but the current options do take him through age 32 season, so any extension would be starting to be talking middle 30s which might be a turn off from the Brewers side in doing an extension, rather than just going year to year and then talking a 2-3 year contract once he's a FA again. Hader would be interesting, since he's going to be coming up for arbitration after 1 more year, and he's young so an extension to cover a year or 2 of FA would give some cost certainty and additional control for the Brewers, and guaranteed money for Josh in case of injury. Since he's already controlled for 4 more years, with his talent and youth, the motivation to get more control, it seems like an extension would probably be worth it even if he did deal with some injuries for parts of a couple of years in the contract.