You're right about the pre-Babcock era being different of course, but what a run of poor fortune, if you want to consider it such. Also suggests maybe we're being too conservative; sit-back teams don't do that well in OT.
would want to know more about the opponents, how long those OTs were and how they ended.
too much time has passed to remember.
Wed May 3 2000 Colorado 3, Detroit 2 (OT) G4, put them up 3-1 (Drury)
Wed Apr 18 2001 Los Angeles 4, Detroit 3 (OT) G4, tied series, heinous choke (Belanger)
Mon Apr 23 2001 Los Angeles 3, Detroit 2 (OT) won series (Deadmarsh)
Wed Apr 17 2002 Vancouver 4, Detroit 3 (OT) G1 (Sedin)
Mon May 20 2002 Colorado 4, Detroit 3 (OT) G2, tied series (Drury)
Wed May 22 2002 Detroit 2, Colorado 1 (OT) G3 (Olausson)
Mon May 27 2002 Colorado 2, Detroit 1 (OT) G5, put Colorado up 3-2 (Forsberg)
Tue Jun 4 2002 Carolina 3, Detroit 2 (OT) G1 (Francis)
Sat Jun 8 2002 Detroit 3, Carolina 2 (3OT) G3, went up 2-1 (Larionov)
Thu Apr 10 2003 Anaheim 2, Detroit 1 (3OT) G1 (Kariya)
Wed Apr 16 2003 Anaheim 3, Detroit 2 (OT) won series (Rucchin)
Thu Apr 22 2004 Calgary 2, Detroit 1 (OT) G1 (Nilson)
Mon May 3 2004 Calgary 1, Detroit 0 (OT) won series (Gelinas)
Fri Apr 21 2006 Detroit 3, Edmonton 2 (2OT) G1 (Maltby)
Tue Apr 25 2006 Edmonton 4, Detroit 3 (2OT) G3, put Edmonton up 2-1 (Stoll)
Sun Apr 22 2007 Detroit 2, Calgary 1 (2OT) won series (Franzen)
Wed May 2 2007 Detroit 3, San Jose 2 (OT) G4, tied series, totally stole this game (Schneider)
Sun May 13 2007 Anaheim 4, Detroit 3 (OT) G2, tied series (Niedermayer)
Sun May 20 2007 Anaheim 2, Detroit 1 (OT) G5 (Selanne)
Fri Apr 18 2008 Detroit 2, Nashville 1 (OT) G5, took 3-2 series lead (Franzen)
Mon Jun 2 2008 Pittsburgh 4, Detroit 3 (3OT) G5, with the Cup ready (Sykora)
Sun May 3 2009 Anaheim 4, Detroit 3 (3OT) G2, tied series (Marchant)
Tue May 19 2009 Detroit 3, Chicago 2 (OT) G2 to go up 2-0 (Samuelsson)
Fri May 22 2009 Chicago 4, Detroit 3 (OT) G3 (Sharp)
Wed May 27 2009 Detroit 2, Chicago 1 (OT) won series (Helm)
Tue May 4 2010 San Jose 4, Detroit 3 (OT) G3, put San Jose up 3-0 (Marleau)
Fri Apr 29 2011 San Jose 2, Detroit 1 (OT) G1 (Ferriero)
Wed May 4 2011 San Jose 4, Detroit 3 (OT) G3, put San Jose up 3-0 (Setoguchi)
Thu May 2 2013 Detroit 5, Anaheim 4 (OT) G2, tied series (Filppula)
Mon May 6 2013 Detroit 3, Anaheim 2 (OT) G4, tied series (Brunner)
Wed May 8 2013 Anaheim 3, Detroit 2 (OT) G5 (Bonino)
Fri May 10 2013 Detroit 4, Anaheim 3 (OT) forced G7 (Zetterberg)
Wed May 29 2013 Chicago 2, Detroit 1 (OT) won series (Seabrook)
Thu Apr 24 2014 Boston 3, Detroit 2 (OT) G4, put Boston up 3-1 (Iginla)
Thu Apr 23 2015 Tampa Bay 3, Detroit 2 (OT) today (Johnson)
What strikes me about this list besides a lot of bad memories is lots of late regulation leads blown. :/ Also that we have played at least one OT game every season on the list except 2012.