I'd say it would have to be the worst season in memory for me. Knowing your season is over about 30 minutes into the first qtr of the first round against a despised enemy in front of a full MCG is about as humiliating as it gets.
Seeing it year after year made me numb this year.
For me, given some cause for optimism going into the season and being dished up that rubbish, it has to be about the worst season I've ever experienced.
My last low ebb was in 1993, early in '94 all I wanted was consistent, competitive efforts from all the team, a sense that they were in it for each other and a genuine desire to do the hard things that would put the opposition under pressure.
Not much has changed.