There are some no-brainers going into this off-season, including signing Alberto Quintero permanently. There are some slightly tricker but still relatively straightforward calls, like cutting Chad Barrett and signing Jordan Stewart to a small one-year deal. But more than any season in recent memory, there are several genuinely difficult roster problems that have no clear answer. As always, feel free to reference my public spreadsheet of San Jose's contract details with the best information I can find.
Here are the five I find most difficult (and most consequential):
Design a more effective system around Chris Wondolowski, and an alternative when he's not on the pitch
The Quakes talisman has earned his legendary status within MLS over a sparkling career, currently sitting at 4th in the all-time goalscorers list.