Having problems uploading your iPhone photos to MobileMe? Me too. I setup my MobileMe email account on the iPhone and that worked perfectly. But every time I tried to upload a picture to MobileMe, I got this error:
“Photo Delivery Failed A copy has been placed in your Outbox. Operation could not be completed. (NSStreamSocketSSLErrorDomain error -9829.)“
That error doesn’t tell me anything so I looked for some instructons. The only thing I found on Apple’s website was a MobileMe Gallery Features – no instructions. Just like the MobileMe Sync Issue, I had to figure it out myself.
The trick: Set your Default email address on your iPhone to your MobileMe address! That should do it, but just in case you need a little tutorial, Here’s how you can upload photos from your iPhone to MobileMe…
Login to Your MobileMe Gallery

Do this from your Mac… It’s the fastest way to get this party started!
Click + to Create a New Album

Click that line of text (it’s almost invisible) “Click + to Create a New Album”
Edit Album Settings

You should see the Album Settings screen now.
1. Give your album a badass name… (or a regular name – your choice)
2. Check the box next to Adding of photos via email or iPhone
3. Check the box next to Email address for uploading photos
4. Click Create
Check Out Your New Gallery

You should see the new gallery on the left. Hopefully, you’ve gotten this far too. Let’s keep rollin’ ….
Change Your Default Email Address On iPhone

I’ve tried uploading photos to MobileMe with several email addresses – and that was extremely frustrating because none of them worked. ONLY my MobileMe email address would allow uploads to MobileMe. You’ve got to change the default email address on your iPhone to your MobileMe email. We’ll do this in the next couple steps:
Click Settings on your iPhone
Mail, Contacts, Calendars

Scroll down a bit and click on Mail, Contacts, Calendars.
Change The Default Account

Click on Default Account
Select Your MobileMe Email Account

Select your MobileMe email account.
(Mine is named “MobileMe Email” but yours might be called something like zyx@mobileme.com.)
Pick A Photo To Upload

Exit Settings and go find a photo (of a daschund) you’d like to upload.
Tap on the photo to bring up the menu shown above.
Now tap Send to MobileMe
Select The MobileMe Photo Album

Now you should see a list of all your Albums in MobileMe. Tap on the photo album that you want to add this picture to.
Title The Photo And Upload

Whatever you type in the Subject will become the title of the photo in MobileMe.
1. Tap the subject to give it a new title (or leave it – your choice)
2. Tap the Send button to upload the photo
Check Out Your New Photo In MobileMe!

Your photo should now show up in MobileMe AND you’ll be able to upload photos from your iPhone whenever you want!
Tips For Uploading iPhone Pictures To MobileMe
1. Make sure you’ve got a MobileMe email account set up on your iPhone.
2. You MUST change your iPhone’s default email address to your MobileMe account. I spent a week trouble shooting this problem.
3. Did you like this tutorial? Leave a comment and post a link to your photo gallery!


{ 13 comments… read them below or add one }
you don’t have to change the default email address because you can change the ‘sender’ email address to mobileme before you upload.
Hi Jason – Thank you for the tip! You’re right. You don’t have to change the default to your MobileMe email address. BUT, you’ll have to remember to switch it every time you want to upload a new photo. Personally, I prefer to use the MobileMe email address as the default… and because I’m a selfish bastard, I assumed everybody else would want the same thing too!
My list of Galleries I can upload to from the iPhone DOES NOT match the galleries I have published. I have about 14 available and only 4 show up on the iPhone. Any ideas? All my galleries have the all three “allow” options checked.
Howard
I’m having an issue uploading but the tips here don’t seem to work. My iPhone can’t see any of the albums I have created, even if they were done from me.com or from iPhoto, it just says no albums exist and that I should create one and allow uploading via email/iPhone…
So how in the world do you upload multiple photos from your iPhone? I’d like to put around 30 different photos specifically from my iPhone to iDisk or a MobileMe gallery without having to do them 1 at a time. Is that possible?
Hi Isaac. I don’t know how to upload multiple photos from an iPhone – but it’s a feature I’d love to use.
Yes, this tutorial has been extremely helpful. I have had to refer to it 2x as my System Preferences keychain reset my iPhone to its original mac.com account. Thank you SO MUCH!
I would like to know how to upload an entire folder, in iPhoto I have pics sorted and would like to upload for example a folder named Our trip to Maui, entirely and not have to upload one at a time and name it before publishing, it quite time consuming. Any ideas?
Hi Luis – YES, you can click on an album in iPhoto, then click the MobileMe button. It should upload the entire album. Hope that’s what you needed!
Very well done. I’ll send my friends here to help them get through the process. I have several albums on my Mobile Me Gallery. Is there a way to set a Default Gallery somewhere? Even though I have the album I want to use set as my first album in the gallery, when uploading from my iPhone it appears last. The albums are in a mixed up order (not alphabetical, not history, not anything that I can figure out). It takes too long to scroll to the last one that I want. Sometimes it doesn’t ask me and puts it in whatever album it desires (I’m sure it’s the first one that is highlighted). Help! Thanks.
Josetta – When you upload photos to MobileMe from your iPhone, I *think* the albums are listed in the order they were created. Unfortunately, I wasn’t able to find a setting to reorder the albums. The good news is that you can email photos to a specific album. In the MobileMe website, you can click the settings button for each album. Then click the check boxes next to “Adding of photos via email or iPhone” and “Email address for uploading photos”. It should create a unique email address for each album. Just email your photos to the specific email address for the album you want to upload into.
Hi, If you have a large photo album on your iphone that you would like to upload to MobileMe you may be frustrated due to the fact that there is no interface to accomplish this. You can accomplish this though by coping the group of photo from you iphone to a desktop folder that you create. You can then go into MobileMe and upload the large group of photo from that desktop folder you created.
Thanks for the tip Eric!