Tagged: Connor Roy
Succession: Connor’s Sailboat Shirt in Tuscany
Vitals
Alan Ruck as Connor Roy, delusional millionaire and long-shot presidential hopeful
Val d’Orcia, Tuscany, Italy, Summer 2020
Series: Succession
Episode: “All the Bells Say” (Episode 3.09)
Air Date: December 12, 2021
Director: Mark Mylod
Creator: Jesse Armstrong
Costume Designer: Michelle Matland
Background
When I think about which Succession character most shares my sense of style (as one does), I’m realizing that the answer—for better or worse—is probably the doomed presidential hopeful Connor Roy (Alan Ruck).
It makes sense, as each of us are positioned relatively far from the corporate world and thus can afford to dress more for ourselves than any greater ambition… at least until Connor, who was interested in politics at a young age, starts pinning that American flag to his lapel as he hits the campaign trail.
This thought reoccurred to me as I was packing for my weeklong vacation to the beach this week, and I realized that the only Roy who may canonically share my affinity for printed summer shirts is the [actual] eldest son, who briefly sports a sailboat-printed shirt while the family debriefs in Tuscany over a game of Monopoly at the start of Succession’s third season finale, “All the Bells Say”. Continue reading
Succession: Connor Roy’s Velvet Wedding Jacket

Alan Ruck and Justine Lupe on Succession, Episode 4.03 (“Connor’s Wedding”). Sourced from Justine Lupe’s Instagram: @mejustinelupe.
Vitals
Alan Ruck as Connor Roy, prospective groom and less-prospective presidential candidate
Jersey City, New Jersey, Fall 2020
Series: Succession
Episode: “Connor’s Wedding” (Episode 4.03)
Air Date: April 9, 2023
Director: Mark Mylod
Creator: Jesse Armstrong
Costume Designer: Michelle Matland
WARNING! Spoilers ahead!
Background
The Conheads made a strong showing to share how much they appreciated my first post featuring Alan Ruck’s style on Succession, so—in the spirit of Valentine’s Day tomorrow—”let’s just enjoy the sham marriage and the death of romance” as toasted by Connor’s younger half-sibling Roman (Kieran Culkin).
Despite the episode’s matter-of-fact title, the eldest son’s nuptials was hardly the most dramatic event in “Connor’s Wedding”, the third episode of Succession‘s fourth and final season. Continue reading
Succession: Connor Roy’s Blue Glen Plaid Three-Piece “Rehearsal” Suit
Vitals
Alan Ruck as Connor Roy, neglected millionaire heir and failed presidential candidate
New York City, Fall 2020
Series: Succession
Episode: “Rehearsal” (Episode 4.02)
Air Date: April 2, 2023
Director: Becky Martin
Creator: Jesse Armstrong
Costume Designer: Michelle Matland
Background
It’s four in the morning, the end of December…
By Succession‘s timeline, poor Connor Roy (Alan Ruck) still had two months to go until the end of December when crooning Leonard Cohen’s 1971 folk ballad “Famous Blue Raincoat” in the private room of a Midtown Manhattan karaoke lounge. I use the adjective “poor” rather loosely here as Connor’s the kind of guy who can afford to spare millions on a misguided presidential campaign merely to prove his own relevance to himself and his family, but that’s beside the point. Continue reading


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