Sears was born in Washington, D.C and raised in Chevy Chase, Maryland in a close-knit family that can be traced back to Plymouth, Massachusetts in the year 1630.He attended high school at Landon School in Bethesda, MD.
In high school, he was captain of the varsity football team and was awarded all-state honors as a tight end, as well as receiving a national top-ten ranking in the 100-yard breaststroke.
Sears played varsity football for the University of Maryland. carrying on the family tradition of athletic excellence inspired by his great-grandfather who won a gold medal in the 1912 Olympics for pistol shooting, and again by his aunt who took home a bronze in the 1956 Olympics for the 100-yard butterfly.
He transferred and graduated from the University of Virginia with a degree in business management in 1999
Sears' business career was sidetracked when he arrived in New York after graduation. After his first audition he wound up with a 2-year contract role on the daytime series One Life to Live. Then, after several appearances on the Law & Order franchise and Whoopi, he decided to pursue a two-year acting program with one of New York's top teachers, William Esper.
This "serious" training ironically led to comedy stints on the Late Show with David Letterman and Late Night with Conan O'Brien. Teddy landed his first studio film when he flew himself out to Los Angeles to read for an unrelated project.
He co-starred on the TNT original series Raising the Bar portraying public defender Richard Patrick Woolsley.
Recently, Sears appeared in Joss Whedon's Dollhouse, the Lifetime original movie The Client List, and Thomas Cole in The Defenders.
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