Wintley Augustus Phipps, Sr. was born in San Fernando, Trinidad, in the year 1955. At an early age, Phipps moved to Montreal, Quebec, Canada. He attended Kingsway College in Oshawa, Ontario, Canada, a Seventh-day Adventist academy, and later Oakwood College, a Seventh-day Adventist college in Huntsville, Alabama, where he received a Bachelor of Arts degree in Theology.
Today he is a vocal artist, and founder of the U.S. Dream Academy, Songs of Freedom Publishing Company, and Coral Records Recording Company. He features a “booming baritone” voice, usually singing inspirational gospel music. He is an ordained Seventh-day Adventist minister.
He has performed for American presidents Jimmy Carter, Ronald Reagan, George H.W. Bush, Bill Clinton, George W. Bush, and Barack Obama at several National Prayer Breakfast events and other celebrations. He performed for the 1984  and 1988 Democratic National Conventions, Rosa Parks’ 77th Birthday gala at the Kennedy Center, Mother Teresa of Calcutta, and former South African President Nelson Mandela. He has appeared on programs such as the Dr. Martin Luther King Jr. television special, Dr. Robert Schuller’s Hour of Power Telecast, and the Billy Graham Crusades; at the Vatican, and as guest soloist at Diana Ross’ wedding ceremony in Switzerland,; and on Saturday Night Live, Soul Train, and The Oprah Winfrey Show. He has conducted lectures in Europe, Australia, Asia, Africa, and North and South America.