The Northern Irishman was appointed in the summer of 2012, when the Reds travelled across the Atlantic for a pre-season tour - including a friendly clash with Italian outfit AS Roma.
Both teams will cross swords again on Wednesday evening, and at the same iconic venue too, in a match that can be watched live online by LFCTV GO subscribers.
At a press conference to preview the encounter today, Rodgers revealed his excitement at the opportunity to experience Fenway once again and reflected on what has unfolded since.
"It's great because I remember being sat here a couple of years ago," said the boss. "It was the start of a journey that has been incredible for the last couple of years.
"There's a real sense of nostalgia, coming back. It's an iconic stadium. I've obviously been back to Boston since, but coming back here with the team allows us to sit and reflect on the two years that we've had and the progress that has been made.
"The couple of years that we've had have been great, but we're not going to rest on it.
"We've made great progress but there's still a lot of work for us to do and a lot of progress to be made. While that is the case, then we will continue to work hard as a club and staff to keep us moving forward."
In the 24 months that have passed since Rodgers and the Reds last visited America, the manager has guided the club back into the Champions League and to a second-place finish.
Asked by local journalists how he has changed personally during that period, the 41-year-old provided a typically frank response - calling for even further progress in the future.
He commented: "It hasn't changed me. The only difference is that it has made me a better manager. I've experienced many things over these two years.
"Primarily, I've experienced being the manager of one of the greatest clubs in the world. I was 39 when I arrived in here two years ago and it was a big job.
"I'd obviously followed on from Kenny [Dalglish], who is an iconic figure at the club. We also knew there was a big task to turn around the football club.
"But we have all pulled together as one club with the efforts of everyone. We've really focused in on improving the football club on and off the field. That's something that makes me very proud.
"We have maybe arrived earlier than I anticipated, but that shows you the development of the club as a whole and the development of the players.
"I'm extremely proud and privileged to manage the club; I extended my deal in the summer because I really see Liverpool as a destination for many years to come.
"I also know there's a lot of really exciting times ahead for the football club, with the stadium expansion and the young players in our team are only going to get better.
"We want to sustain this level of competition to be up there competing for the best prizes. That will hopefully roll out into the Champions League now."