It depends on your relationship with the deputy 
in question. Once, a deputy that I use frequently 
forgot to bid on two items for me. One hadn't 
been bid on at all and was relisted, but the 
other ended with a winning bid. Needless to say, 
the person bid on the item that had been relisted 
and gave me a small discount on the commission 
for forgetting the other item. It was nice, but 
would have been small consolation if the other 
item had been something I wanted a lot.

You might want to voice your concerns to the 
deputy in question. Ask if there's something you 
can do on your end to make things easier for 
them. (Maybe putting multiple requests into 
different e-mails, or item numbers/ending dates 
in the subject lines, etc -- who knows what might 
simplify things for them.)

Many Sharp Smiles,
--Drac