>>6519818May-Apr Fiscal Year - WWF Net Income (Profit/Loss):
1994-95 - $87,352,000 (-$4,431,000)
1995-96 - $85,815,000 ($3,199,000)
1996-97 - $81,863,000 (-$6,505,000)
Bret was WWF Champ from May 1, 1994 - Nov 23, 1994 & WWF made loss of $4.43 million
Diesel was WWF Champ from May 1, 1995 - Nov 19, 1995 & WWF made profit of $3.19 million
HBK was WWF Champ from May 1, 1996 - Nov 17, 1996 & WWF made loss of $6.50 million
HBK would win the WWF title again at Royal Rumble 1997, & hold it for another 25 days. So in the 1996-97 fiscal year, HBK held the WWF title for a combined 226 days. Sycho Sid held the WWF title for a combined 97 days. Bret Hart held the WWF title for 1 day. The Undertaker held the WWF title for 39 days.
Therefore the man who held the WWF title the longest during WWF's biggest money losing year was Shawn Michaels.
Source: WWF Prospectus filed in October 1999 with SEC:
http://www.sec.gov/Archives/edgar/data/1091907/000095013099005812/0000950130-99-005812.txt I could also get into PPV buys, TV ratings and attendance but won't be because it would be wasted on this shithole board. But I assure you Diesel isn't the lowest drawing in any regard.