Outlook to Gmail headaches

Hello all,

[NOTE: I selected Google Apps because it was the only Gmail option available... this question is about a personal Gmail account.]

I am trying to help a neighbor with migrating Outlook email into Gmail. I was surprised by the roadblocks I hit.

1. I thought I could simply create a new (and temporary) Outlook folder linking to Gmail. Then copy the folders into the new Gmail folder to synchronize with her online account. She wishes to use only the web interface. Unfortunately, Gmail kept insisting that either the user name or password was incorrect... Tried all manner of settings (yes, Gmail settings were correctly enabled for both POP3 and IMAP)...
After giving up... and towards the end of my visit, an email from Google arrived that described the attempt to connect via an outside program. I didn't have time to read it but it basically described a security feature that needed to be enabled first, before allowing Outlook to connect! Grrr... I appreciate the extra security but do you think Google could have notified the account owner a little sooner? ???

Anyhow, can anyone explain what I did wrong or what I need to do to have a little success the next time I visit my neighbor?

2. As an alternative (because doing the same thing repeatedly and expecting different results....), I found this .pst import tool (https://tools.google.com/dlpage/outlookmigration). I had thought I found a PERFECT solution but after setting everything up, I was crushed when the tool needed an API enabled through the "admin panel". What? Doesn't this .pst to Gmail import tool work with personal Gmail accounts?

Is there a .pst to Gmail import tool that works with personal Gmail accounts?

Can anyone help with either option? I prefer option 2 but any solution will make me happy. :)

Thank you,
S ConnellyTechnical WriterAsked:
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S ConnellyTechnical WriterAuthor Commented:
Problem solved. It was a security feature I had never seen before in gmail, called "less secure apps" url: https://www.google.com/settings/security/lesssecureapps

Temporarily switching that feature off, allowed me to connect Outlook via IMAP.

Thanks to all for your responses.
bbaoIT ConsultantCommented:
I never had problems when configuring Outlook 2010/2013 to access my Gmail account.

please see below the steps and double check if you missed something when you did it your way.

David Johnson, CD, MVPOwnerCommented:
she may have enabled 2 factor authentication for her google account. So you need to use an application specific password
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S ConnellyTechnical WriterAuthor Commented:
Hello all,

Thanks for the replies.

Sorry for not including enough information. I forgot to add...
a) re: "she may have enabled 2 factor authentication"
    Perhaps... but she would not have enabled this because she doesn't understand computer technology. Is it possible that this is now a default setting? Unfortunately, I didn't have time to read the email. I'll check it tomorrow.

b) It is Outlook 2007. This version requires that I manually configure Gmail... but I carefully followed Gmail's configuration advice.
S ConnellyTechnical WriterAuthor Commented:
BTW, I think the best or potentially easiest approach is by importing the contents of the .pst (Outlook) file into the Gmail account.

Is there a way to accomplish this with a personal Gmail account? It appears that the migration tool (see OP) only works for Google Apps for business accounts.

David Johnson, CD, MVPOwnerCommented:
using imap you can copy from the pst folders to the imap folder
S ConnellyTechnical WriterAuthor Commented:
Thanks for your reply David but as I mentioned already, I tried both POP3 and IMAP but both attempts failed due to some security protocol that was outlined in a Gmail message sent about 1/2 hour later.

I'm going to visit her again this evening and I would rather import via a .pst file. Is there a way to import a .pst into a personal Gmail account?
S ConnellyTechnical WriterAuthor Commented:
Anyone... just in case the Outlook problem isn't related to 2-step verification, I would like to pursue other means of importing Outlook email into Gmail. As I mention earlier, I found a Gmail tool (see above) that will support importing of .pst files. Unfortunately, it seems to be design for corporate accounts only.

Basically, I just want to be ready with an alternative method...

Any ideas?

Thank you
S ConnellyTechnical WriterAuthor Commented:
Hmm... nothing, huh?

I'm on my way over to my neighbor, hopefully that gmail email she received clearly explains the problem I had when trying to connect Outlook. Since I didn't find a suitable import tool, Outlook seems like the only solution. :O
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