2nd Generation Highwaymen Artists

  Artists other than those honored in the Florida Artist Hall of Fame paint landscapes that resemble those of the Highwaymen. Some people question how the designation was made. Opinions about who was left out, who was included, and how the next generation should be embraced (or not) are diverse and sometimes intense.

The Original Highwayman movement led to the creation of the 2nd Generation Highwaymen Artists, as a few Fort Pierce natives were mentored by Original Highwaymen Artist, Johnny Lee Daniels.

Johnny painted for over four decades and dedicated his life to teaching and helping so many. Daniels is believed to be the only Original Highwayman artist that spent years mentoring proteges as “one close family”: These artists included Jimmy and Johnny Stovall, Kelvin Hair, AJ Brown and Richard Edwards.

This distinct 2nd Generation is collective of blood relatives and a few close friends. As one group, the 2nd Generation produces their original hand painted raw essence of nature, passed down from their predecessors. The group’s serene landscapes speak across generations.

What everyone can agree on is that there are numerous artists who paint Florida landscapes who were or are somehow connected to the designated group.  We refer to these painters as “Original” and “2nd Generation Highwaymen Artists” mentioned here, are but a few.

Doretha Hair

Alfred Hair’s wife, Doretha, not only painted the backgrounds of many of the paintings Alfred finished and signed, she also painted some of her own works in the early years and is now a prolific painter in her own right. She was not only supportive of her husband’s career as an artist, but she also enjoyed the benefits of his incredible success.



Following Alfred’s death, she moved her family to New Jersey for safety. After raising her family and remarrying, she returned to the Dunbar house she and Alfred shared as a couple. Like so many of the other painters, she began painting in earnest in her later years.

These days, Doretha sells her paintings as actively as any of the Highwaymen, working the fairs and art festivals. She also writes about the Highwaymen with a strong desire to give visibility and truth to their story. Her story is often neglected in the telling of the Highwaymen tale. Alfred’s success story also belongs to Doretha.