Will earned his Bachelor's Degree, cum laude, in Philosophy and Communication Studies from Cornell College, in 1999. During his time in college, Will was a member of the Cornell Speech Team, and he was rated as one of the sixteen best impromptu speakers in the nation.
Will next graduated from the Northwestern University Pritzker School of Law in 2002, one of the top ten law schools in the country. While a student at Northwestern, Will earned a dual concentration in 'Litigation & Dispute Resolution' and 'Law & Social Policy'. Will was a member of the Student Bar Association, and was also a member of the Northwestern Trial Team. In 2002, Will and his team won the National Championship at the National Trial Competition, hosted by the Texas Young Lawyers' Association. This was the third time that Northwestern Law had won the National Championship, and Northwestern has won the title five times total as of this date. Will's team took first place overall against a field of more than 300 teams from more than 200 American law schools.
After graduation from law school, Will worked for the Cook County State's Attorney's Office in criminal appeals and then in the misdemeanor trial division. In 2004, Will took a job with the McHenry County State's Attorney's Office, where he was assigned to the misdemeanor trial division, felony review division, and felony narcotics division. At the time that he left his job with the McHenry County State's Attorney's Office, Will was the Narcotics Unit Supervisor, ultimately responsible for every felony narcotics prosecution in the county.
Since 2007, Will has enjoyed working directly with clients as the owner and lead counsel of The Wm. J. Dennison Law Center. He lives with his wife and children in McHenry County, Illinois.