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Mail sent but not showing as open

So I started a Phish Campaign, I sent out 5 different attachment mock ups to 12 random users to test things before sending a larger one.  

 

I have two questions,

I set the campaign to 20% every 12 hours.  It is coming up on 24 hours but only 3 emails have gone out, these 3 went out intermediately which started at 5 PM yesterday.  So given it is set to 12 hours I would have expected another 3 to go out at 5 AM today?

 

My second question, I let half of the 12 users know what I was doing.  These are people who have helped me test in the past.  One user showed me the email yesterday, they opened it in front of me using Outlook and Office 365.  Yet in the system it shows that the email was sent and not open.  I have followed the appropriate white listing to ensure the emails get through but am I missing something to get the opened aspect to work?



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