I updated the session timeout to 5 days:
<session-config>
<session-timeout>7200</session-timeout>
Now everytime I try to perform a bulk update I get the following error:
Your session timed out while performing bulk operation on issues. This means that we have lost the information that we collected thus far from the wizard. You will need to try the bulk operation again from the start.
Also, my Stash instance timeout out in under a minute.