Complex sentence: When Conan O'Brien returned to the air as host of his self-titled TBS show in 2010, Richter followed and resumed his roles as announcer, writer, general sidekick and participant in comedy sketches.
Split into simpler sentences: When Conan O'Brien returned to the air as host of his self-titled TBS show in 2010, Richter followed. He again reprised his roles as announcer, writer, general sidekick and participant in comedy sketches.