Honestly... Lose enough to be healthy and happy in that... Be it 50 or 100 lbs.
Starting over... If at first you succeed a bit then get sick... Get yourself better and start again darn it! AND AGAIN!
Ok! Straight up... First time through... I lost and then got sick and gained more than I had lost. Second time through I lost, got where I needed to... Enjoyed it. Took prednizone (oh lordy how I hate it) and was creeping back toward my worst.
So let's do this (C is stopping point apparently):
1st: S/C/G: 334/280/200 - 2007-2008
2nd: S/C/G: 369/291.2/200 - 2009-2010