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Winston O'Donnell

Winston O'Donnell

10 appearances · Copper/Modern Age · 1989–2025
Who is Winston O'Donnell?

Winston O'Donnell is a human operative inhabiting the espionage-driven world of DC's Checkmate organization, moving alongside covert figures like Harry Stein, Sarge Steel, and the Peacemaker in high-stakes intelligence operations.

Winston O'Donnell stepped onto the DC stage in 1989, born from the creative partnership of Paul Kupperberg and Steve Erwin in the pages of Checkmate — that sharp, espionage-flavored corner of the Copper Age DC Universe where the capes gave way to covert ops. He's a figure who keeps genuinely compelling company: Harry Stein, Sarge Steel, and the Peacemaker himself (Christopher Smith) are among those who share his world, signaling that O'Donnell moves in circles where the stakes are high and the moral calculus is complicated. His presence stretching across reprints as recent as DC Finest: Peacemaker: Kill for Peace means new readers are still finding him, making this a quiet gem worth tracking down for any fan who loves the grittier, more grounded side of DC's rich history.

★ First appearance
Checkmate #22
Nov 1989

Top series

Covers through the years — 1989–2025

Checkmate #22 1989
Checkmate #22
DC Finest: Peacemaker: Kill for Peace #[nn] 2025
DC Finest: Peacemaker: Kill for Peace #[nn]

Appearances

Checkmate (1988)
DC Finest: Peacemaker: Kill for Peace (2025)