GMail (application specific password) on Mac Mail Keeps prompting for password

i keep entering an "application specific password" on my MAC PRO computer running Lion (10.7.5) and it keeps getting lost somehow every so often. sometimes after a month and sometimes after a couple of days. this means i have to go back to the Google Application Specific Password site and generate a new login and put it back in the prompt for my gmail account.
any ideas on how to fix this or what is going on? works fine on my mac book pro.
http://support.google.com/mail/bin/answer.py?hl=en&answer=1173270

Bump. I have the same question.

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Frequent gmail Application Specific Password reset

Hello all!
Over the last couple weeks, my gmail login which I use through all my iOS devices and mail on my MBP with 10.8.2 has been having issues on the computer. Almost on a daily basis, I am having to reset my password for the gmail servers. I dutifully use the two step protection, and only recently have I needed to change the app specific password for mac mail on an almost daily routine. None of my other devices have issues. Any suggestions? Thanks.
Josh

Hello cwang and welcome to the BlackBerry Support Community Forums.
Sorry to hear you're having an issue with your Gmail account.
To clarify, you added your Gmail account as outlined in KB33504 successfully, but daily you are being asked to re-validate your account?
Under Settings>About>Category OS what is your software version?
Thanks!
-HMthePirate
Come follow your BlackBerry Technical Team on twitter! @BlackBerryHelp
Be sure to click Kudos! for those who have helped you.Click Solution? for posts that have solved your issue(s)!

Turned on application specific password and now Mail won't connect with Gmail to send - SMTP

Worried about email security, I turned on and received an application specific password for my Mac Mail program. It works to receive email but the SMTP is offline and does not send mail. What shall I do?

What does Mail/Window/Connection Doctor Show? If the server is red, select it and look at the Show Details box.
Troubleshooting sending and receiving email messages
Troubleshooting sending email messages

I have an iMac, and have a Verizon DSL account. Recently, my Mac Mail keeps requesting the passwords on my account every few minutes, and will not allow me to send messages using Mac Mail. I cannot edit the outgoing server; how can I send emails?

I have an iMac, and have a Verizon DSL account (3 email addresses). Recently, my Mac Mail keeps requesting the passwords on my accounts every few minutes, and will not allow me to send messages using Mac Mail (the message says that the outgoing server was rejected. I cannot edit the outgoing server, and the keychain will not save my passwords (the ports are valid). How can I change the outgoing server to send emails, and how can I avoid having Mail request my passwords every 2 minutes? Verizon, as usual, will not provide support to iMacs.

Is there an email saved in your drafts or outbox folder? I suspect that Mail is continually trying to send it, and each time Google is rejecting the email message.
You can open the message and then delete it from your Outbox folder. Then try removing all @gmail email addresses from it and seeing whether you can send to the other folks. I suspect that will work.
With email, if an SMTP server *can* verify email addresses, sometimes it will and it will refuse to send messages. If a message has to be relayed across servers, no verification is done, and you'll get a bounce if an email address is bad.

Mac Mail frequently asks for gmail password, why?

Mac Mail frequently asks for Gmail password, so I have to change it sometimes every time when Mail cheks my email via Gmail Apps autorization.

Hi,
It does work.
What I did find out from another thread is that it has to be Set at Google to be a "Less Secure" App despite it using SSL.
As has been said two step verification can seem to get in the way.
On the Google page for this.
Allowing less secure apps to access your account
Google may block sign in attempts from some apps or devices that do not use modern security standards. Since these apps and devices are easier to break into, blocking them helps keep your account safer.
Some examples of apps that do not support the latest security standards include:
The Mail app on your iPhone or iPad with iOS 6 or below
The Mail app on your Windows phone preceding the 8.1 release
Some Desktop mail clients like Microsoft Outlook and Mozilla Thunderbird
You need to start here https://www.google.com/settings/security/lesssecureapps?hl=en
(Messages is one that they deem a Less Secure app but what "security" they are using is not clear.)
7:52 pm Friday; September 26, 2014
 iMac 2.5Ghz i5 2011 (Mavericks 10.9)
 G4/1GhzDual MDD (Leopard 10.5.8)
 MacBookPro 2Gb (Snow Leopard 10.6.8)
 Mac OS X (10.6.8),
 Couple of iPhones and an iPad

Mail keeps asking for password (Gmail / iPhone)

I have both an iPhone and an iPad with configured Gmail as mail provider. I can read my mail en send it, but Apple Mail keeps asking for my password. This is very irritating, he doesnt need it because Apple Mail can already read my e-mail. I've only one account, a Gmail account. Does someone know what I've done wrong?

Hello KC042344,
The article linked below provides some useful troubleshooting steps that can help resolve many issues you may encounter with Mail on your iPhone.
iOS: Troubleshooting Mail
http://support.apple.com/kb/TS3899
Cheers,
Allen

Mail Keeps Asking For My Gmail Password

For about the past week or so Mail has trouble with a gmail account of mine. I'll try to send an email with the account and the 'select server' dialog will pop up.
Weird because I have 2 other gmail accounts in Mail (screenshot) and 1 of 'em ALSO is having problems but the other is NOT.
The passwords are up to date.
I tried the 'keychain access' solution located here https://discussions.apple.com/thread/4590677?start=15&tstart=0
Any idea what's going on?

Gmail and Mail – How to
Mail Keeps Asking for Password

Google application specific password issues

I have been using TBird both at home and work for couple of weeks. Last week I had to update the google calendar provider to version 1.02. Since then, I have been having problems with passwords on my work machine since then. I do use Google App Specific passwords. TBird keeps asking for a different password for IMAP (incoming) and SMTP (Outgoing). I have generated and entered passwords multiple times and also uninstalled and reinstalled TBird. I'm not having this problem on my home machine. Both machines are Win 8 64-Bit ultimate. I only have a single password on my home machine. I have tried both a single and dual password for work. Suggestions?

https://support.google.com/mail/answer/1173270?hl=en
You should only need one app specific password for both incoming and smtp. When applying a new password, remove the old stored password for mailbox and smtp and then when you get mail or send it would ask for the password. Enter password and select the option for password manager to remember the passwords.
Please note that you only need an Application Specific Password if you use a device such as a phone to access gmail and therefore set up the 2 step verification process.
If you never use anything other than your computer to access emails then you do not need 2 step verification and therefore do not need Application Specific password. But you may need to specify that you use a less secure apps. See info:
https://support.google.com/accounts/answer/6010255?hl=en

Mail keeps asking for password, over and over and over again. How to fix?

How do I stop this behavior of Mail?
I tried disableing my account and resetting it up, but it won't let me do that either. I use Mac OS 10.6.8.

OK. When you say that Mail doesn’t save the password, are you basing this solely on the fact that Mail keeps asking for it? Or is there something else that makes you believe Mail doesn’t save the password?
Open /Applications/Utilities/Keychain Access, choose Keychain First Aid from the application menu, and proceed to repair the keychain. If that doesn’t work, try removing the password entry from the keychain and let Mail create it again the next time it asks for it.

Mac mail: keeps going offline for outgoing

Mac Mail account won't send mails - recieves fine. Checked all settings and tried various changes to no effect. Basically says it's offline after trying to send. Account had worked fine for several months until 2 days ago... any help welcome.
Running OSX 10.5.8 on macbook, Mail is 3.6 [936]

If Mail keeps asking for your password when retrieving mail, then it may very likely be that the password you entered has become corrupted in the Keychain. You should try this:
Open Keychain Access>Passwords and scroll through the list to find that specific entry and delete it; quit Keychain Access.
Restart Mail and enter your password again when it asks, and check the box to save it in the Keychain. If things work as expected, it will not ask you again unless your Keychain or an entry in it becomes corrupted again.

Outlook for iPad application-specific password

I am testing out Microsoft Outlook for iPad and also Outlook for iPhone. I have downloaded the latest versions of the apps on both devices. I have iOS 8.1.3 installed on both devices. The behavior question, however, is with two-step verification, and application-specific passwords. I initially setup MS Outlook for iPad, and generated an app-specific password for it, entered it, and I was then able to access my iCloud email via Outlook for iPad (I have an iPad Air). I then setup MS Outlook on my iPhone 6 Plus, generated an app-specific password for it, entered it, and I was then able to access my iCloud email via Outlook on the iPhone. I later went back to my iPad Air, and it rejected my password for iCloud. I generated another app-specific password, entered it, and I could then access my iCloud email on the iPad Air. Later, I attempted to access iCloud email on my iPhone, and it rejected the password. I had to then repeat the process, but then the same cycle occurred again. I then revoked all previously created app-specific passwords, closed both MS Outlook programs on the iPad Air and iPhone 6 Plus, and generated a new app-specific password. I opened MS Outlook for iPad, entered the newly generated password on it, and then opened MS Outlook for iPhone, and entered the SAME password on it. Both are now operating using the same password. Is this normal? I ask because gmail app-specific passwords allows me to generate a separate password for each device used, which I check using the same the same program -- MS Outlook. Further, I have Parallels installed on my MacBook Pro 15, along with Microsoft Outlook for Windows 2013, generated an app-specific password for this, and it is unaffected by the app-specific password generated for the iPad and iPhone. All work fine. I am just throwing this out there to the community to see if this is normal for the Apple app-specific password generator when using two-step verification.

If you've activated 2-step verification, you need to generate an application-specific password in your Google account and enter it instead of the login password you use on the website. You must change the password for both the incoming and the outgoing mail server. You'll need another password for contacts.

Why does mail keep asking for my e-mail password?

This is crap!
I have the most advanced laptop on the planet and all of a sudden, one of the core applications starts asking for a password EVERY push!
I have input and re-input the the password both on the Live site and in Mail ... this is getting OLD!

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Re: Mail keeps asking for my password but the password is correct

My mac mail is asking for my password and its the correct one, but it still does not want to connect to the mail? how do i fix this?

It's asking for a password, i'm putting in the correct one and it's still not working. it says mail cant connect to the account "...."
please help!

If you've activated 2-step verification, you need to generate an application-specific password in your Google account and enter it instead of the login password you use on the website.

Using 10.5.8 when open mac mail keeps giving Certificate error

trying to help someone with a mac book
10.5.8
when open mac mail keeps giving certificate error.
checked and everything seems fine with settings
ssl is not turned on for incoming and outgoing
not sure what is giving them this error and trying to assist them
any suggestions would be appreciated

* Download a new copy of the Firefox program: http://www.mozilla.com/firefox/all.html
* Trash the current Firefox application to do a clean (re)install.
* Install the new version that you have downloaded.
Your profile data is stored elsewhere in the [http://kb.mozillazine.org/Profile_folder_-_Firefox Firefox Profile Folder], so you won't lose your bookmarks and other personal data.

Mail keeps asking for password - new bug???

Mail has just started asking for my password - every time I start up and click GET MAIL! This is a bug I think cause I go in and check it is a POP setting, I check I have my password typed in. And funnily it keeps deleting my password even though I type it and click save when exiting Preferences.
I click Remember Password in key chain but when I start Mail again it is not there!!!
This is really annoying. Just started - interestingly I updated last night my software update?

I Launched Mail Under the Help Menu I typed Keychain This is from Mail's Help Documentation:
If Mail keeps asking for your keychain password, your keychain may be set to lock
after a certain period of time, or when your computer goes to sleep.
To change the keychain lock settings:
Open Keychain Access, located in Applications/Utilities.
In the sidebar, click All Items in the Category section,
and then select your login keychain.
Choose Edit > “Change Settings for Keychain ‘login’.”
To reduce the number of requests for your keychain password,
deselect the "Lock after [number] minutes of inactivity" checkbox,
or increase the number of minutes. You can also deselect the
“Lock when sleeping” checkbox.

GMail (application specific password) on Mac Mail Keeps prompting for password

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