Shearer believes Rodgers needs silverware after another busy summer at Anfield.
Rodgers heads into this season under some significant pressure after a disappointing campaign which saw Liverpool fail to compete in Europe, finish outside of the top four, and empty handed in terms of silverware after being knocked out at the semi-final stage of both domestic cup competitions.
This summer has been a busy one at Anfield which has seen the arrival of seven new players, as well as the departure of club legend Steven Gerrard, and the drawn out saga of Raheem Sterling's switch to Manchester City worth £49 million.
Shearer told BBC Sport: "Brendan's spent a lot of money again, he has to achieve success this year, he has to win something.
"Also with the change of his backroom staff, the way it happened, I'm not sure that you have a trusted lieutenant right throughout your career and then you come to the end of the season and because you've had a poor season say 'we're going in a different technical direction'.
"That doesn't sit easy. Something smells a little bit there. Brendan will be under huge pressure."
There is of course, the issue of the backroom staff as Rodgers felt he needed to change things after a disappointing season, which led to the departures of Mike Marsh and Colin Pascoe - with Sean O'Driscoll and Gary McAllister among those joining the coaching staff - though it is unclear as to whether the changes came about quite how Shearer describes them.
The expectations where certainly raised on Rodgers last season after he led Liverpool to within touching distance of their first league title since 1990, but the disappointment of last season racked up the pressure even before any summer activity, especially given how Liverpool's season ended - with such poor form culminating in a 6-1 humiliation at the hands of Stoke City.
Given that Liverpool have moved to address a lack of firepower, it is imperative they find their shooting boots early on in the season and aim a little higher than just the top four, and Brendan Rodgers can not afford four seasons without silverware, as credit for that incredible title charge may well have been spent by the time May comes around.