Even in retirement, Brickhouse maintained a high profile as a Cubs and WGN ambassador. He occasionally returned to the booth for special events, such as Wrigley Field's annual "70's Night". He also guest-hosted with Harry Caray when the Cubs secured their first postseason berth in 39 years, as they clinched the 1984 National League Eastern Division title in Pittsburgh. The Cubs won the first two games of the League Championship Series at Wrigley, but lost three games to the Padres in San Diego, once again failing to win the pennant (1984 was the last year in which the LCS was only a best-of-five series).