troubleshooting Question

Office 365 & installing an SSL certificate in SBS2003

Avatar of edz_pgt
edz_pgtFlag for United Kingdom of Great Britain and Northern Ireland asked on
ExchangeSBSMicrosoft 365
8 Comments1 Solution717 ViewsLast Modified:
Hi All,

I'm after a bit of guidance.

A client is transitioning from SBS2003-based MS Exchange to the cloud-based MS Office 365. However, things are not going quite to plan. This is my first experience with this process and I've hit a snag.

I'm using the staged migration method and already realised that I'm committed to this path now that I've started it. So, I need to complete this method before Office 365 will be happy.

I've created a temporary Windows 2008 server in order to run the MS migration software. I've also managed to get AD to synchronise. However, to sync the mailboxes, it now appears that we must have a proper SSL ceertificate rather than the self-signed one we've always used before.

We've never bothered with commercial certificates as we've always managed to get by using self-signed ones so I'm not very familiar with this process and would appreciate a little guidance please.

Also, I have a concern that installing a proper certificate will prevent devices connecting that have the self-signed certificate installed. Is this the case? or will they work simply because there is now a trusted certificate available?
Join the community to see this answer!
Join our exclusive community to see this answer & millions of others.
Unlock 1 Answer and 8 Comments.
Join the Community
Learn from the best

Network and collaborate with thousands of CTOs, CISOs, and IT Pros rooting for you and your success.

Andrew Hancock - VMware vExpert
See if this solution works for you by signing up for a 7 day free trial.
Unlock 1 Answer and 8 Comments.
Try for 7 days

”The time we save is the biggest benefit of E-E to our team. What could take multiple guys 2 hours or more each to find is accessed in around 15 minutes on Experts Exchange.

-Mike Kapnisakis, Warner Bros