Peninsula weather is notorious.  A bear passed on day one has no guarantee to ever be seen again.  Also a raffle tag doesn't always carry the same "weight" as a fully paid for hunt.....   just saying some guides/outfitters look at the hunt differently depending on why they "donated" the hunt in the first place.
Pay a great tip, let the guide know you are serious and grateful etc.  It's not unheard of to not get a bear depending on weather etc.  Brown bear hunting to me isn't that "fun"  lots of glassing and sitting in bad weather 

  but killing a good one is definitely an adrenalin rush.
I would shoot what the guide tells you to - whether that is day 1 (everyone will be happy to get a break early) or if they never tell you to pull the trigger.....