Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.

After a turn of unfortunate events in Jamaica, Everton leaves his home to make it big in the music business in America. Everything is not a bed of roses in Hollywood, but with struggles and perseverance he finds love and success, only to have it all threatened when the Don of LA (Paul Campbell) wants his dues.