1. 1993 Callaway Big Bertha Warbird Driver: I could not hit this club. The shaft was so whippy that my drives would shoot straight up with a ton of spin and land with no roll. My Pittsburg Persimmon outdrove this club by 30 yards.
2. 2008 Titleist 907 D2 Driver. I wanted to love this driver. I think it's one of the best looking drivers of all time. Unfortunately, it had no sweetspot and was very short. I've tried it with several shafts and nothing worked. It's the Yugo of drivers.
3. 1998 Cleveland TA3 irons (not the form forged ones): These came out in 1998 or somewhere around then. I wanted to like them because I thought they looked fantastic at address. With the first hit on the range I knew there was no chance. It felt like hitting an 8 iron against a tree trunk. One of the worst feeling irons I've ever tried. Garbage.
4. 1997 Ping ISI irons: Ugly, huge offset and the third consecutive failure in a row for Ping. The Eye 2s felt better and gave better distance. Horrible feel.
5. 1993 Taylormade System 2 Midsize Driver: This was Taylormade's brilliant response to the Big Bertha. This driver flew 10 yards short of the Taylormade Tour Burner woods that had been around for 5 years. It was ugly and came with a bi-colored shaft that nobody liked. This was the beginning of the end for Taylormade in the 90's. They've come back since but it was a long journey.