Series: Meet Our Cohort

vol.1, no. 12— Introducing Anthony Rolon

10 internships have begun! With 6 more to start in the coming weeks, we welcome you to get to know all 16 members of our inaugural cohort. Today’s intern spotlight, Anthony Rolon, shares what peaked his interest in technology, his dream job, and his proudest accomplishment to date.

Anthony Rolon

Anthony Rolon

Information Technology Major at University of Massachusetts Boston

  • Headed for an IT Analyst internship at Wayfair
  • Keen observer: Experience with analyzing data patterns and trends to understand the correlation between venture capital data and stock price increase or decrease after investment period.
  • Veteran: Former US Marine Corps, honorably discharged with multiple awards and achievements
Anthony knows he just aced an interview during Match Day.

Let’s dive deeper…

Q: When did you become interested in working in technology?

I’ve been interested since I was a child. One summer, I participated in a Information Technology program, and I learned how to build model robots and how to use Microsoft‘s software. They even provided us with our own refurbished computer to keep. That was the turning point for me.

Q: How do you feel about starting your internship?

Excited, happy, and nervous because it will be my first experience in a corporate environment and I don’t really know what to expect. Mainly excited though to be starting down the road of my career.

Q: What’s your current dream job?

There are two tracks I’m interested in: either to be a fund manager or a Chief Technology Officer. My main focus would be to fund green projects to transition away from products that harm the environment.

Q: What’s your proudest accomplishment to date?

When my parents saw me on the day of my military graduation. The combination of the fact that I made it through bootcamp, and that I could tell how proud my parents were of me made this day so memorable.

Q: How do you like to spend your free time? What are your hobbies?

Usually, I spend most of my free time with family and friends. A few of the things I enjoy doing are fishing, painting, skating, attending concerts, and playing sports.


Anthony started at Wayfair on May 22nd. Stay tuned for Tuesday’s “Meet Our Cohort vol. 1, no. 13.” ICYMI, meet the interns we’ve already introduced!

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