Phil has been a behind-the-scenes shaker and mover as a band member (Emmylou Harris; Red Dirt Boys, Buddy Miller, The Phil Keaggy Band) and session musician/songwriter (Alison Krauss, Mat Kearney, Old Crow Medicine Show, Buddy Miller, Garth Brooks, Toby Keith, Keb’ Mo’, Amy Grant, The Nitty Gritty Dirt Band, The Civil Wars, Julie Miller, The Band Perry, Mavis Staples, and many more). His co-writing partners include Will Kimbrough, Matraca Berg, Chuck Cannon, Cindy Morgan, Wayne Kirkpatrick, Gordon Kennedy, Keb’ Mo’, and Emmylou Harris.
Madeira has recorded three solo albums and has received the Nashville Music Award for Best Keyboardist in 2000. He also received a Humanitarian award from ASCAP in 1986 for his raising consciousness and money for the Ethiopian hunger crisis. In 2009, he received the Dove Award for “Recorded Country Song of the Year” from the Gospel Music Association, for his song “I Wish”, co-written with Cindy Morgan.