[1] He served as vice president for real estate investment and development with the Forestar Group, Inc. before he co-founded the energy consulting and sustainable construction firm Freeman Applegate Partners in 2013.

[1] Freeman reported his decision to run for the house seat for the 56th District after the incumbent Republican Beth Harwell announced that she would seek the GOP nomination for the 2018 Tennessee gubernatorial election.

[3] He began his campaign as the only Democratic candidate for the seat in November, 2017, competing for the affluent Nashville district with the dermatologist Dr. Brent Moody, who won the Republican primaries against the lawyer Joseph Williams with 55.5 percent of the vote.

[2][4][5][6] During his campaign, Freeman cited education, traffic congestion, infrastructure, and the opioid crises as the state's primary concerns, and stressed the necessity of bipartisanship in his public appearances.

[2][6] As a member of the 111th General Assembly, Freeman is serving on the following committees: He has sponsored or co-sponsored fourteen bills, and voted in favor of policies to increase funding for dual enrollment programs, extend vocational training to the middle school level, and reinforce accountability of charter schools.