Saying Cain was one of the worst/dumbest picks in WNBA history is a bit of a stretch....Cain was injured most of her final season at Tennessee, hence why her numbers were poor. Her sophomore year, however, she averaged 10.5 points, 8 rebound and over 3 blocks per game while shooting 61% from the floor for one of the best teams in the country. She was a true 6-6 with a big frame and moved well for someone her size. 1st-Team All-SEC, one of the best shot blockers in the country and a strong offensive player that season. If NYL assumed her knee issues had cleared up and she would play more similarly to the 2009-10 Kelley Cain rather than the 2010-11 Kelley Cain, it still isn't necessarily the most logical/intelligent pick, but considering how weak the 2012 draft was it isn't one of the worst/dumbest picks in WNBA draft history.
In 2005 Kara Braxton was drafted after not playing for 1.5 years, had regressed throughout her college career, was kicked off her team, had a child and did not pan out to be the stud everyone thought she'd be after her freshman campaign. Detroit took a chance on a player who had some strong assets despite many 'red flags' and it paid off quite well for them. This situation reminds me of Cain's because they took a gamble, but in this case it didn't pay off. Also look at Ashley Shields--same risk.
Also, look at how the other recent #7 overall picks have done in the W:
2011-Kayla Pederson
2010-Danielle McCray
2009-Courtney Paris
2008-Essence Carson
2007-Katie Gearlds
2006-Shona Thorburn
Outside of Carson, none of those players did much/are doing much in the WNBA.....the 7th pick in the WNBA draft is nowhere near as significant as the #7 pick in the NBA draft. Was it a smart pick to pick Cain? Probably not. One of the worst picks ever? Far from it.