The lead does meet the criteria. I actually pulled the email address from the Lead List in that segment. It does have a lead owner with all the info.
What's baffling me is that I received a sample email when I sent the it with no Lead assigned. When I put the Lead in, I don't get anything. Mind you that I removed all merge fields from the email as well. It is literally just static text in each segment variation.
Are you sending it to a company email address? I know you said you've whitelisted the address, but you may want to test this theory a little further. Maybe try to send the sample email to a gmail account and see if it pops up?
Hussam AlMukhtar, did you find anything out about this? I'm having the same issue at the moment -- ironically came across our old conversations when trying to find a solution...
It seems to work, though, when sending through a smart campaign to yourself. possible bug.
I am not sure what was the problem. I replaced the asset I was using and it started working just fine! My thoughts was that a merge field had an empty value in that specific lead I was testing with. I am not sure. Could be a bug. I have 4 different segmentations right now and they seem to be working fine.