The Los Angeles Chargers franchise has had plenty of ups and downs dating back to their time in San Diego, but the worst stretch in franchise history was the pre-LaDainian Tomlinson era of the late 1990s and early 2000s. The combination of bad drafting, coaching, and quarterback play was lethal.
While no coach would have been able to win games with Ryan Leaf as the starting quarterback, the Chargers made a huge mistake when they identified former college coach Mike Riley as the best leader of men they could find.
Even with some heartbreaking losses added to the franchise ledger in the last few seasons thanks to Brandon Staley, Riley remains the worst coach Chargers fans ever had the displeasure of watching.