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This sounds possible like a branding domain issue. Do other links in your emails work?
Yes, all other links are working fine. I find it odd that they will work one time, then not another. I just want to make sure it doesn't happen in a live send. It hasn't yet, thank goodness.
Do you think this happens when the test email is updated AFTER it is sent?
Yes, it is possible that the view as webpage link is temporary for sample emails.
I would suggest to use a single flow action to test the view as webpage link in your emails.