Much Wiser Now: Meet Collegewise Alumni & Counselor Amy Chatterjee

By Collegewise

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Welcome to Much Wiser Now—a monthly digest spotlighting our amazing Collegewise counselors through the eyes (and words) of their stand-out Collegewise alums. 
This month, we’re featuring Amy Chatterjee, director of our Westport, CT officeAmy was busy last year, working with nearly 40 seniors, and all of them went on to their best-fit schools, had amazing experiences, and are “Much Wiser Now” because of their time with Collegewise. But don’t take our word for it… 



Mila Escajadillo,
who went on to Dartmouth College, raves to this day about her Collegewise experience.

“I absolutely loved my experience. Amy was encouraging, relentlessly positive, and super-helpful with everything. Knowing I had someone to help me stay on-track and make sure I got everything done was always a huge relief, and I can't overstate the importance this played in my application process.”

Josh Madwed, who was accepted to Georgia Institute of Technology, says Amy never stopped believing in him.

“I can honestly say that I don't think I could have gotten into the college I did (my dream school from day one) without Amy. She believed in me—even when I didn't believe in myself. She always made sure that I was on-task and helped me through this process so much. I have so many great memories, including just talking to Amy and exploring ideas for my essays. I could always be myself with her, and I think that she helped me grow so much.”

When Colin Ancalmo—the first in his family to go to college in the US—confidently breezed through the doors of Worcester Polytechnic Institute this past year, he remembered vividly how Amy gave him all the resources, tools, and information to create his own goals and make his own decision to get there.

“Amy gave me and my parents information and suggestions about the entire college application process, but at the end of the day, she made sure that the school I chose was my decision—it was all about what was best for me, not what anyone thought was best for me.”

Amy has known Holly Shaum—now a student at American University—since she was a freshman in high school, so Holly really grew to know and trust Amy.

“I am so thankful that I got to work with Amy and Collegewise…she made the process manageable, and you can tell she loves what she does and cares about what will help you to succeed and be happy. What more could you ask for?”

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