You could also use the Confluence gravatar server so that it can be reused
and as of 5.1 jira supports Gravatar
Another option is to do a SQL update on the databases. you can see the avatar setting with this query (in Jira)
select ID, filename, contenttype, avatartype, owner, systemavatar from jiradb
and your avatars are stored in the JIRA_HOME directory
I'm sure Confluence is pretty similar. You could do a bulk upload of images to the server and script SQL queries to do updates based on am input CSV data file. eg.
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