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Windows Live Mail Group mail Not Working

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I am a volunteer with a non profit group and use my home computer to send out emails about work schedules, events etc. I have about 250 names  and they are broken down into 7 different groups. When I try to send an email to Group A, sometimes it will go all, sometimes to one, sometimes to 5/6. And it is the same with all the groups.  What am I doing wrong. I have Windows 8.1.

I never had this problem with Group mailing  in my old laptop using Windows Mail(as opposed to Windows LIVE mail  that I now have) .

If anyone has a solution, please explain in simple terms, I am not that computer literate for technical terms.


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