Ray Callender was born in Winfield, Illinois. The son of Charles Callender, a Chicago trumpeter and craftsman at Schilke Music, his love for the instrument began at an early age. However, his love for the music didn't develop until early high school, sparked by a double-sided tape of Kind of Blue and Jazz at Massey Hall. He was hooked. Callender began to study the masters, especially Freddie Hubbard, Clifford Brown, Miles Davis, and Woody Shaw, and his diligence earned him numerous honors while still in high school, including “Best Soloist” at the Chicago Area Jazz Festival, “Outstanding Soloist” at the Rolling Meadows Jazz Festival, and the Louis Armstrong Jazz Award. Callender is a graduate of the University of North Florida jazz program, where he studied with legendary alto saxophonist Bunky Green. He actively performed and composed for the top jazz ensemble and combo and was the featured trumpet soloist on UNF's Down Beat award-winning albums, Things To Come, Second Thoughts, and Through His Eyes, as well as recording with notable pianist/educator Dr. Keith Javors on his 2004 Zoho Records release, Mo' City Jungle.
In 2003, Callender performed in Betty Carter's Jazz Ahead Program at the Kennedy Center where he worked with esteemed artists including Curtis Fuller, Winard Harper, Carmen Lundy, Jimmy Owens, and John Clayton. He was also one of only four trumpeters nationwide selected to attend a summer residency at the Steans Institute Program for Jazz at Ravinia, where he had the opportunity to work with such venerable mentors as Dr. David Baker, James Moody, Rufus Reid, Danilo Perez, and Nathan Davis. In addition, he was recognized twice by Down Beat magazine for Best Collegiate Jazz Combo (2002-2003).
Callender has performed in concert with such artists as Dave Brubeck, Clark Terry, Jimmy Heath, Slide Hampton, Jon Faddis, James Moody, Antonio Hart, Benny Green, Dave Holland, Chris Potter, Billy Childs, Pat Martino, Dennis Mackrel, Percy Heath, Doug Carn, Steve Nelson, John Lee, Billy Kilson, Ignacio Berroa, Tootie Heath, Bobby Shew, the St. Johns River City Band, Bruce Paulson, and Bob Mintzer. Groups featuring Callender have performed at such venues as the Montreux Jazz Festival, the North Sea Jazz Festival, the Vienne Jazz Festival, the Savannah Jazz Festival, the Jacksonville Jazz Festival, the Rockefeller Center’s Rainbow Room, Joe Segal's Jazz Showcase, the Velvet Lounge, the International Association of Jazz Educators conference, the Midwest Band and Orchestra Clinic, and the Notre Dame Jazz Festival. Callender is currently on faculty at Florida State College as an administrator for the First Coast Community Music School and continues to perform regularly throughout the Southeast.