5th year option deadline for Olave/Penning is May 1st

As far as Olave, if you can get a good offer for him trade him, but I doubt anyone is going to offer more than a 5th at this point. If DK Metcalf is only worth a 2nd and Deebo is only worth a 5th then Olave can't be worth more than a 5th right now given his injury history.

If that's the case, you have to pick up the 5th year option and see how his health is this year. One year of Olave is worth more than a 5th round pick and if he stays healthy then you can decide if you want to extend him or trade him.

If he gets hurt again, all you have lost is a 5th round or later pick and having him on the team this year with the possibility that he improves his trade value is more valuable than a 5th round pick IMO.