"A hapless man in his mid 20s....who lives in New York City" who, "throughout the series, constantly finds himself in increasingly awkward situations in both his work and personal life." Sounds like... almost all of HBO's bromance-y series lineup.
That's actually a description of the animated series, The Life & Times Of Tim, which returns for a second season next weekend. That's following the debut of How To Make It In America — Entourage east, prequel style — which also features the growing pains of a bunch of dudes around the same age and in the same place. So does Bored To Death, which aired last fall and has already been reupped for a second season. Add this to a lineup that includes Entourage and Curb Your Enthusiasm (we love Susie Essman, but she's fairly secondary or tertiary to another set of "hapless" men in "increasingly awkward situations.") Women on these shows are often relegated to acquisitions or harpies.