Judge Chesbro is co-founder of the Cobb Justice Foundation, an organization providing civil representation for low-income individuals in Cobb County. He is the Chair of the Georgia Magistrate Court Council Research Committee, updating Magistrate Judges statewide on cases and changes in the law.  

Judge Chesbro is an active faculty member of the Institute for Continuing Judicial Education, having taught courses in evidence, ethics, contracts, trial, injury, foreclosure and updating civil case law. He is also an Adjunct Professor at Kennesaw State University, teaching legal research, mock trial, and negotiation courses. He has taught Magistrate Court seminars for the public on Small Claims Court and Bad Check Claims.