1.) Can he keep his starting quarterback healthy?
Everything starts here.
San Francisco goes into this season with one of the best rosters in the league. That likely won’t matter if Shanahan can’t keep his quarterback healthy. Four of the last five Super Bowls have been won by teams whose quarterback started every game.
The 49ers have started the same quarterback for every game during a season only once in Shanahan’s six seasons, Jimmy Garoppolo in 2019 when the team last reached the big game.
Shanahan’s squad is coming off a season which saw them lose all three starting quarterbacks along with backup Josh Johnson.