Attachments with emails are a PROBLEM!

Boy...I just dread having to send attachments with emails. Even a simple, one page flyer in pdf form! I have high speed internet connection - but no matter what size the attachment the emails just won't send. They repeatedly time out and/or have the drop down menu pop up to select another server (have three different email addresses/servers). No matter what server I use the emails will sit in the "outbox" all day and sometimes more than one day before they actually get sent. Does this happen to anyone else? Ideas to fix? THANKS!!

I am referring to new email messages, generated by me - sending to a recipient - that include attachments (usually pdf's) from my MacBook Pro. It is quite frustrating.... Thanks for your interest in helping me with this!

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