The Blues manager will use Sunday's Community Shield showpiece against Manchester City as a chance to measure his new look side against the top flight's standard bearers
The Italian manager has added Eden Hazard, Marko Marin and Oscar to his attacking options already this summer in an bid to compete on all fronts and Di Matteo believes winning the Community Shield against Manchester City will be a perfect start to the season for Chelsea.
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"It is always nice to be involved in the Community Shield and to compete for a piece of silverware in the very first game of the campaign," Di Matteo told the FA's official website.
"It should also be a high-quality game, between the Premier League champions and the FA Cup and Champions League winners, here at Villa Park.
"However, we are now beginning a fresh season and we want to look ahead. Once again, our objective is to fight for every competition that we are competing in. We have two trophies to defend and we want to improve on our performance in the Premier League as well.
"Now the players are ready to go for the season ahead and this is obviously a great game to begin with - a showpiece match between two clubs who will want to challenge for trophies again this season."
Despite wanting to look forward, Di Matteo allowed himself to momentarily reflect on the memorable nights for Chelsea at Wembley and Bayern Munich's Allianz Arena.
"The way in which we ended last season perfectly capped off a fantastic journey for the players and the supporters, who deserve every success this club achieves," he added.