Second best (2004)

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Elliot Kelman (JOE PANTOLIANO) is a failed publishing executive who can’t get back into business. He supports himself selling suits at the local mall and relies on hand-outs from his mother, ex-wife, and son. He also self-publishes a weekly newsletter on the perils of self-delusion. Afraid his writings will be rejected, he hires a high school kid to post them on supermarket bulletin boards and stuff them under windshields in his New Jersey hometown.
After he meets the sexy Carole (JENNIFER TILLY) and his newsletter begins to find an audience, things start looking up for Elliot. However, the return home of his oldest friend Richard (BOYD GAINES), a prominent movie producer, and the only one of his friends to have found success, brings Elliot’s feeling of inadequacy and squandered potential back to the surface. With Richard in town, the competitive tensions rise, and once Carole takes an interest in his friend, Elliot must confront his envy of Richard’s success and his disenchantment with his own failure.