Moving to Office365 but keeping IronPort Appliances

We are moving our internal e-mail system to Office365 and I'm starting to plan the mail routing.  Basically all inbound and outbound e-mail will still go through our IronPort appliances.  
Outbound e-mail doesn't look too bad, but I'm wondering about what the best way to allow Office365 to relay e-mail out through our appliances. 
-Should I setup a new listener
-Should I setup a content filter on an existing listener/policy that skips all other filters
Right now I'm leaning towards setting up a new listener for them to relay e-mail out through...   any words of advice or thoughts?
Jason

When we were trying Office365 Microsoft gave me a list of IP addresses that they 'could' use to route e-mail from Office365.   So I added those to the HAT for the listener that was on my EXTERNAL network interface.   My EXTERNAL network interface listeners were all named INBOUNDMail____ so it was a little counter intuitive but if you think where the e-mail is coming from (Office365) it makes sense.
One word of caution, if you have a Office365 tennant and an Exchange 2010 ON-Premise environment be careful of putting your IronPort appliances in between the two environments.   That is exactly what we did (because we didn't want to expose an Exchange HUB server to the Internet) and ran into a lot of issues.  Like, e-mails that were .BCC exposed the .BCC recipients in the headers (had to write a content filter to strip .bcc headers off of e-mails).   E-mails from Office365 users to on-premise Exchange 2010 users and vice versa appeared to come from an external organization.  Timestamps were all over the place and not accurate for a users.
Good Luck!

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