Philly's Worst Logo Contest By Ken Wheaton. Published on August 08, 2007. Most Popular Gyro Advertising is mocking the worst logos in Philadelphia by holding a contest. The winner of the worst logo contest will get a brand new logo designed by Gyro. Judging by the entries, any number of businesses could use some help. Then again, that Penna Gyro thing squatting on top of their website ain't exactly singing out to me.