OTL #1,016: Revisiting Chicago Voyagers, Sam Robinson's new music, The Secret History of Anne Hills

OTL #1,015: New ownership of The Hideout, New Sound Cafe opens in Austin, The Chicago Soul Jazz Collective

OTL #1,014: Peer support in prisons, New music from The Meadowlark Lemons, EdiblEats

OTL #1,013: The next generation of engineers, Revisiting The Levee, The Secret History of Ed Wilkerson

OTL #1,012: Illinois' population struggles, Project I Am, Rap J's story

OTL #1,011: Civics and a new Bears stadium, A veena virtuoso, The Secret History of The Dells

OTL #1,010: Check your judges in 2026, My Sweet George tribute show

OTL #1,009: Intonation Music, A new chapter for the Westside NAACP, The Secret History of Elsa Harris and Duke Tumatoe

OTL #1,008: The history of Chicago dining, A new show from the Sideshow Villains, A Boy and His Dream

OTL #1,007: Chicago independent music venues are the backbone of creativity, Revisiting the preservation of local signs

OTL #1,006: Borderless Magazine tells the story of immigrants in Chicago, The connection between school attendance and successful students

OTL #1,005: Funkytown Beer expands Paying musicians what they're owed, New music from Gina Marie and The Golden Bucks

OTL #1,004: Wage theft in Illinois, A look at the state's fiscal health

OTL #1,003: A look back at 2025

OTL #1,002: A college in degree in Illinois can go a long way, The Secret History of Kitty Haywood

OTL #1001: Straight Outta Skokie, Creative Cypher's Chicago entertainment ecosystem

OTL #1,000: The 1,000th episode live from Fitzgerald's!

OTL #999: The new editor in chief of the Chicago Reader, How are CPS students doing after they graduate?, New Holiday music from Kevin Brown

OTL #998: Rethinking housing in Chicago and beyond, The Robert Townsend Pop-Up Film Fest, Public transit reliability

OTL #997: Local journalism ethics in a time of ICE occupation, New music from These Peaches, The Haitian American Museum of Chicago