An update: a quick glance at B-Ref shows the following 23 teams since 2000 starting 5-14 or worse in their first 19 games: 2015 MIL 2014 HOU, ARI 2013 HOU, SDP, MIA 2012 MIN, KCR, SDP 2011 none 2010 BAL 2009 WAS 2008 WAS 2007 none 2006 PIT, FLA, KCR 2005 KCR 2004 MON 2003 DET 2002 DET, TEX 2001 DET, TBD 2000 DET Note the regular presence of an AL Central team from 2001-2006. Average finish among this group was 65 wins. Best finish was 2000 Detroit with 79 wins. 2006 Marlins reached 78 wins, and the 2012-2013 Padres both got to 76. The remaining 20 teams all lost 90+ games (72 or fewer wins). EDIT: This was just for fun/trivia/curiosity. Some of these teams started worse than 5-14, 5-14 isn't functionally that different than 6-13, etc.