On one of my recent Exchange migration projects I ran into
an issue after installing a certificate on a Network Load Balancing device and
it took some Scooby Dooing to get it to install properly, so I thought I’d
share how we resolved it. The issue was
that the NLB device was not installing the Certificate chain in the correct
order and it was causing issues with any device that would not reorder the
chain correctly, mostly Android devices.
The symptom was that any Android devices that had “Accept All SSL
Certificates” unchecked were getting certificate errors. Since my goal during a migration is to have
little to no impact to the end-users, this was a problem for me.