He currently plays for Bray Wanderers, wearing the number 27 shirt. He plays primarily as a Defender.

His most recent move was a from Longford Town to Bray Wanderers on 2026-01-01.

Throughout the Ireland First Division 2026, Dean O'Shea featured in 3 matches, averaging 0 tackles, 0 interceptions, and 0 clearances per game, while blocking 0 shots per game.