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Charlie Raffa began their work experience in 2014 as a Research Intern at K2 Advisors. Charlie then interned at Morgan Stanley in the same year. In 2016, they joined Morgan Stanley as an Analyst, and later that year they started working at Cantor Fitzgerald as an Institutional Equity Sales professional. In 2018, they transitioned to the role of Equity Trader at Cantor Fitzgerald. Charlie continued to work at Cantor Fitzgerald until 2021 when they became the Director of Equity Trading at Canaccord Genuity Group Inc. In addition to their professional career, from 2015 to 2018, Charlie Raffa played for the Chesapeake Bayhawks.

Charlie Raffa attended St. Anthony's High School from 2007 to 2011. After completing high school, they went on to pursue a Bachelor of Arts degree in Communication at the University of Maryland, where they studied from 2011 to 2015. Alongside their education, Charlie Raffa obtained several certifications related to the financial industry. In January 2017, they obtained the Series 7 certification from the Financial Industry Regulatory Authority (FINRA). In March 2017, they acquired the Series 63 certification from FINRA. Later in November 2017, Charlie Raffa obtained the Series 57 certification from FINRA. Finally, in July 2022, they obtained the Series 24 certification from FINRA.