Chrysler Aspen
Released to the market at the height of the 2008 recession, the Aspen was a full-size SUV that was archaic and outdated. The design was based on the already outdated Dodge Durango, and not much had changed since then. The Aspen sales were so low that Chrysler eventually had to practically give them away (via Car & Driver).
Chrysler was teetering on bankruptcy and eventually needed a government bailout. The Aspen was a failed endeavor that almost pushed the company to the brink. Full-size SUV models were out of favor by this point in time, and the Aspen didn’t do itself any favors to buck that oncoming trend.