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The play received mostly positive reviews and Harold made an auspicious debut on New York theatrical stage.In 2003, Harold starred in Wake, produced by Susan Landau Finch and directed by her husband Henry Leroy Finch.Among other things, he stated: "I'm straight, but the character was too important to me to muddle his world with my private life. I think it may have helped to introduce Brian as a believable gay man. However it played, it's been out of my hands for a long time".

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But he’s got some past history with Amanda (played by Julie Benz) and I think he’s sort of trying to get reunited with her on some level.

He’s really interested in having her come on board with his vision of how the Government should be run.

Alongside childhood idol David Bowie, Gale is an associate producer of the documentary Scott Walker: 30 Century Man. Harold's co-stars in the Roundabout Theatre repertory production, a limited Off-Broadway engagement running through January 20, 2007, were Blythe Danner and Carla Gugino.

Gale Harold returned to the New York stage in Tennessee Williams' play Suddenly, Last Summer on November 15, 2006, in the role of Dr. Harold was the male lead in the indie romantic comedy Falling for Grace, which debuted favorably at the 2006 Tribeca Film Festival (under working title East Broadway).

Harold played an eligible New York bachelor in an inter-racial relationship with an Asian-American woman.