Icahn got caught on the wrong side of oil price history with his sustained involvement in Chesapeake Energy ( CHK ). After teaming up with Memphis-based Southeastern Asset Management, the investors wrangled four board seats and eventually, at the beginning of 2013, ousted founder Aubrey McClendon from his CEO seat. Under CEO Doug Lawler, Chesapeake began selling off the assets McClendon had built up, including Marcellus and Utica shale assets to Southwestern Energy ( SWN ) last October for $5.4 billion.