In 2012 he founded The Sager Group LLC, a content brand with a variety of functions ranging from publishing to film making, to general marketing.

At Emory University he played varsity soccer; served as president of his fraternity, Tau Epsilon Phi, was selected to Phi Beta Kappa, and was an editor of several school publications, including the college's literary magazine and weekly newspaper The Emory Wheel.

[2] where he worked for Henry Schuster, who went on to become a producer at CNN and CBS 60 Minutes During his senior year at Emory, Sager studied creative writing with the author and jazz historian Albert Murray, who introduced him to rhythm and music in the context of prose.

[5] In the fall of 1983, Sager took a leave of absence from the Washington Post to travel the Asian Continent doing freelance journalism.

While in Kathmandu, Sager interviewed Birendra Bir Bikram Shah Dev, the King of Nepal, who would later die in a massacre with most of his family.

Many of Sager's articles have been optioned for or have inspired films, including Boogie Nights, Wonderland,[7] and Betrayed by Love.

For his stories, he has embedded with a crack gang in Los Angeles; a 625-pound man in El Monte, California; teenage pit bull fighters in the Philadelphia barrio; Palestinians in the Gaza Strip; heroin addicts on the Lower East Side; Aryan Nations troopers in Idaho;[3] U.S. Marines at Camp Pendleton; Tupperware saleswomen in suburban Maryland; high school boys in Orange County.

Sager has written profiles on celebrities including Jack Nicholson, Robert De Niro, Brad Pitt, Angelina Jolie, Kirk Douglas, Julia Child, Ray Charles, Faye Dunaway, Evel Knievel, Roseanne Barr, Alan Arkin, and Rod Steiger.

For four years Sager led a writing workshop at the University of California, Irvine, where he was a Pereira Visiting Writer.