Cannot send photos from iPhoto

This is driving me nuts!
I am on a MacBook Pro running Mavericks and iPhoto 9.5.1. I am using Yahoo as my primary mail. When I try to send photos using iPhoto, I get the common message "The email server didn't recognize your user / Password combination". I know for sure that the username and password are correct, and sending regular email works fine.
I've tried activating iCloud mail and trying that, but then I get a message that the outgoing mail server timed out.
I've tried all the suggestions I've been able to find in other threads to no avail, although the other threads about this subject seem to focus more on Gmail.
Anybody else using this setup and successfully sending?
Thanks,
Glen

Use this for your SMPTE outgoing mail server in the settings of the iCloud account:
smtp.mail.me.com
After doing this, switch to the iPhoto as your mail preference (instead of Mail) in the general screen, and test it out.
This fixed my issues after I kept getting an error with the server when email photos from iPhoto. Once I manually added the correct outgoing server to iPhoto for my iCloud account, it worked fine.

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1. You did not get an error message telling you that your iPhoto library was getting full. You got a message telling you that your HD was getting full, right?
OS X needs about 10 gigs of hard drive space for normal OS operations - things like virtual memory, temporary files and so on.
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How much free space on it now?

Since upgrading to mountain lion on my macbook pro, i cannot email photos from iphoto.

Since upgrading to mountain lion on my macbook pro, i cannot email photos from iphoto.
i can select the picture but when sending it, an error symbol appears.
Any ideas ?

This doesn't work for me at all. I tried entering exactly the same information that I used to set up my regular email account and I'm still getting an error message. I even tried switching to using my gmail account and neither one worked. Then it got hung up and had to repair my database! I have a lot of photos on my Mac (thank goodness they're backed up) and I was really sweating it for a moment.
Apple is so easy until it's not. I find this to be really aggrevating and I'm irritated that it hasn't been fixed. In fact I did an online search and someone described this same problem in detail and it was exactly what was happening to me. Same error messages.
I'm frustrated that Apple keeps updating it's operating system and then we go through these glitches.
And while I'm at it, I have never had such a frustrating time using my login information as I have to get into this forum! Why do they make it so difficult? There's just something about the way it's worded that get's me messed up every time. Meanwhile, at least get iPhoto fixed!

IPhoto states server did not reply so I cannot email photos from iPhoto

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Do you have two-step verification enabled and are trying to mail from your iCloud account?
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See the post below:
Re: I am using iPhoto version 9.6 and I can no longer get an email sent with a photo attached. I get an error message saying the email did not go through because the server did not reply. I can send the photo with Mail. Help!in response to Gary Kissler
This solution is for those of you using 2-step verification for your Apple ID and are using iCloud as the mail server that you are trying to mail photos with.
I too had this issue. The problem in my case occurred because I had setup 2-step authentication for my Apple ID. If you have done this then you will get the error message "the mail server did not recognize your email/password...". To solve the problem go to:
https://appleid.apple.com
Click "Manage Your Apple ID"
Verify your identity with the device you selected (if this step does not show up then you have not likely set up 2-step authentication and this is not your solution)
Click Password and Security in the left column
Click Generate an app-specific password
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And...voila' (I hope)
Re: I am having trouble e-mailing from iPhoto the message I get is E-mail server didn't recognise your username/password combination
Re: Mac's new Photos app is not letting me email

I'm a brand new Mac user. I want to send photos from Iphoto to my local store for printing, like I can do in Picasa. I can't find that option in Iphoto.

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I have not idea how you do it with Picasa but with iPhoto you either export the photos to a desktop folder and upload from there or burns that folder to CD - or from the upload window use the media browser in the lower left hand corner of the upload windows - media ==> photos ==> iPhoto
For pictures see - https://discussions.apple.com/thread/3547767?tstart=0
LN

Why do I get an error code 5 when sending photos from iPhoto?

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Thank you & Best regards
syrpimp
=======================================================
“You must continue to gain expertise, but avoid thinking like an expert." -Denis Waitley

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sweetsoftwhisper
Welcome to the Apple Discussions.
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Regards
TD

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YEAH!
That will work for now. That is how I used to send photos before I upgraded my computer:)
I would like to be able to mail using the fun iphoto templates some day...but for now, this will work.
Thank you!

Cannot send photos from iPhoto

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