The word feckless proceeding forth from Bill's mouth is defined as:

Feckless: (Adj.):

1. Lacking purpose or vitality; feeble or ineffective. 
2. Careless and irresponsible. 

Guess what Bill is going to say next and win! ...(don't be diffident!)

Source(s) used for the word "feckless":

1. The American Heritage Dictionary:
   http://dictionary.reference.com/browse/feckless