Leonard has performed with the Bach Festival since 2000. He is a member of the Oakland Symphony and performs regularly with the majority of the orchestras throughout the San Francisco Bay Area including Symphony Silicon Valley, San Jose Opera, Modesto Symphony, Marin Symphony, and San Francisco Opera. Besides orchestral work, Leonard performs in many chamber ensembles such as Brassview Quintet and Tutti Forza Trumpet Ensemble. Finally, Leonard is also a faculty member at the University of the Pacific Conservatory of Music in Stockton and Chabot College in Hayward.