116: The Highwaymen

116: The Highwaymen

From 500 Open Tabs by Kaveh Taherian & Hannah Hillam

May 6, 2026 · 56 min · Season 3 · Episode 116

About this episode

This episode discusses the Florida Highwaymen, a group of Black artists who sold paintings during Jim Crow, and features a listener's email about a dog actor's award.

This week we learn how during Jim Crow, a group of Black artists sold between 50 to 200,000 landscape paintings from the trunks of their cars directly to doctors offices, real estate agents, and motels. A listener emails tells us about the award winning goodest boy. Episode Tabs: History of the Florida Highwaymen https://www.floridahighwaymenpaintings.com Listener Tabs: Good Boy dog actor Indy wins Best Performance at Astra Film Awards https://www.dexerto.com/tv-movies/good-boy-dog-actor-indy-wins-best-performance-at-astra-film-awards-3303163/ Email your closed tab submissions to:  500opentabs@gmail.com Support us on Patreon:  https://www.patreon.com/500OpenTabs 500 Open Tabs Wiki:  https://500-open-tabs.fandom.com/wiki/500_Open_Tabs_Wiki 500 Open Roads (Google Maps episode guide):  https://maps.app.goo.gl/Tg9g2HcUaFAzXGbw7 Continue the conversation by joining us on Discord!  https://discord.gg/8px5RJHk7a Get 40% off an annual subscription to Nebula by going to  nebula.tv/500opentabs See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .

People in this episode

Hosts: Kaveh Taherian, Hannah Hillam

Topics covered

  • Black artists
  • landscape paintings
  • Jim Crow
  • Florida Highwaymen
  • art sales
  • dog actor
  • awards

Keywords

  • Florida Highwaymen
  • landscape paintings
  • Jim Crow
  • art sales
  • Indy
  • Astra Film Awards
  • Black artists

Mentioned in this episode

Organizations: Florida Highwaymen, Astra Film Awards

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