Ryan Leaf
It’s laughable now but many hipster analysts speculated that Leaf had more potential than his class member, Peyton Manning. Manning was the first overall pick in 1998 as he joined the Colts. But the Chargers felt smug when Leaf fell into their laps. They thought that he would be a future superstar but they were the biggest losers that year.

Leaf wasn’t mentally ready for the NFL and had substance abuse problems. He struggled to connect with his teammates and became a polarizing figure with his petulant antics. However, San Diego also deserved criticism because they didn’t support him. That’s why Eli Manning also refused to play for them when he entered the Draft (via Sportskeeda).