iPhoto email - "Your email did not go through because the server did not reply. "

Ok, here are the COMPLETE instructions for how to make this thing work again for a gmail account:

1. Delete the email account in iPhoto

2. Quit

3. Re-add the email account using the application specific password that you get from https://support.google.com/accounts/answer/185833?hl=en

For reference, the smtp outgoing is 'smtp.gmail.com' and the port it '587'. Your username is your full email address e.g. name@gmail.com and the password is the one generated by your gmail account if you are using two-step verification. You need to get this password fromhttps://support.google.com/accounts/answer/185833?hl=en).

Remember, If you are using two-step verification on your gmail account, you first need to get an app specific password from the following link:

https://support.google.com/accounts/answer/185833?hl=en

It is THIS password you use to set-up your gmail account on iPhoto, not your regular gmail password.

If this works for you, please "like" it so others don't spend a lot of time trying to wade through all the remarks before finding something that works (like I did). I owe thanks to jameshavelock for putting me on the right track.

This solved my issue with Gmail 2-step authentication and email from iPhoto not working.

Thanks!

Thanks, this put me on the right track 🙂

I just helped a friend solve this issue, and the problem for him was that he had two-factor authentication set up for his Gmail. So he had to go into his Google security settings and create an app-specific password for iPhoto to use Gmail.

All this will be a mute point soon.

As rumors suggest apple dismantles iPhoto and Aperture in Yosemite.

http://reframe.gizmodo.com/why-apple-wont-miss-aperture-and-neither-should-you-1 597072556/+barrett

Apple are not "dismantling" iPhoto, they are transitioning to a new app. And it's moot, not mute.

) I'd prefer not to simply work-around a marketed feature of this commercial software because it does not function.

It's not a workaround, it's another built-in option for the emailing of photos from iPhoto:

Using Mail has the advantage of better access to your Contacts, a saved sent version and has layouts similar to iPhoto's in Mails Stationary option.

Hi,

Thanks your explanation helped me to find the way. When you're using Gmail you now just have to enable the access for "less secure apps" under security when using iphoto!

Hope it helps others who still experience the issue.

Cheers!

This issue have bugged me for a long time. This solved it for me.

After getting the "Your email did not go through because the server did not reply" error I started the Mail app (which I don't usually use) and in the mail menu opened preferences then selected accounts then in one of the accounts I went to the drop down menu beside Ootgoing Mail Server (SMTP) and selected edit SMTP server list. I then removed everything except my iCloud email for which I entered its password by going to the advanced tab.

Now I can send emails from iPhoto.

With my experience this seems to be an issue primarily when the selected email account is a Microsoft Exchange account. Seems to work fine for Gmail and a few others. Has anyone else seen the same?

Thank you for this fix ddease2!

It took awhile, but considering how long I have been trying to do different fixes (weeks) not long at all. More importantly, I can once again email photos from my iPhoto!