1. 1993 Orlando Magic

In 1992, the Orlando Magic cashed in on their 15.2 percent chance of winning the No. 1 overall pick, which netted them Shaquille O'Neal. The addition of Shaq Diesel helped them jump from a 21-61 record in 1991-92 to 41-41 in 1992-93, although they still narrowly missed the playoffs, which put them back in the lottery in 1993.

Back then, there were only 11 teams in the lottery, so the system was different. The team with the worst record had 11 chances of winning the No. 1 pick, the team with the second-worst record had 10 chances, so on and so forth. That meant the Magic had only a 1-in-66 chance of winning the No. 1 overall pick in 1993.

The Magic defied those odds and became the luckiest lottery winner in NBA history, still to this day. With fellow big man Chris Webber atop that year's draft class, the Magic traded the No. 1 pick to the Golden State Warriors for No. 3 pick Penny Hardaway along with three future first-rounders.

Shaq and Penny proceeded to guide the Magic to the playoffs for three straight years, including a trip to the 1995 NBA Finals. However, Shaq proceeded to join the Los Angeles Lakers as a free agent in 1996, which left Penny as the lone remaining star in Orlando.