Sherwood’s work wrestles with issues and contradictions that arise from an investigation of masculinity and the role that it plays in contemporary society. His interest in this stems from personal experiences growing up in rural Ohio and annual trips to family in Arkansas. Sherwood comes from a long line of hard-working farmers, laborers, businessmen and military servicemen.
Struggling to appease specific requested masculine roles in his life, in his own creative way he found a pathway that could be respected and accepted as legitimate. Negotiating the ever-changing “political correctness” of society, as well as the contradictory, overstated masculinities that saturate mass media, Sherwood was unable to fit comfortably into a set masculine role or understanding. This struggle to better understand is reflected in Sherwood’s paintings and sculptures, which attempt to reconcile the personal with the cultural and universal, through humor and narrative.