User is not receiving some email from outside of our network.

My company runs a 2010 exchange server in house and we have Microsoft Office 2010 running on all systems. Recently one of the executives at my company has been having trouble with receiving email. As far as I can tell the issue is just related to him.
He still receives a bulk of his email, I've been sending him multiple test messages from different outside emails and he gets every single one of those, but there are times when he doesn't receive emails from certain people. He has no filters/rules set up
for him in outlook or in our server. I'm not convinced the issue is with our server or outlook. We have a barracuda spam firewall on our network and when I look through it's message log, the emails that he needs to receive are not even showing up. It would
show up even if it was blocked. This means that they don't even touch our network. This morning it happened again and the executive had the other guy send me the email and I received it no problem and I could see it on our firewall message log, but not the
one he had sent the executive earlier in the morning. I need to come up with some kind of solution or work around, or even just different ways to trouble shoot the issue. Any input would be appreciated. 

All the clues indicate this is not the problem on recipient Server/Client. We are out of control for the message item even doesn't touch our domain. Maybe we need to contact ISP or resolve the issue on Sender site.
Tony Chen
TechNet Community Support

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