During the late 1990s, Peak became a fully self-sufficient independent label under Windham Hill/RCA, and the Rippingtons' released Black Diamond to commemorate the then 10-year anniversary of the group.
In 2001, Belle released This Is Regina!, which went gold and earned a Grammy Award nomination for Best Traditional Soul/R & B Vocal category.
In 2007, Peak Records released albums from Eric Marienthal (Just Around the Corner), Peabo Bryson (Missing You) and Will Downing (After Tonight).
In addition, saxophonist Mindi Abair signed to a recording contract and her debut, Stars, was released in May that year.
In the latter stages of 2008, it was announced that Wayne Brady had joined Peak and released his debut, A Long Time Coming, on September 16.