Comments and changes to this ticket

• 

  benny March 25th, 2014 @ 10:35 AM

  I was going to say that it's the same issue as reported in ticket #681, but I see that is your ticket as well. It's fine though to keep this issue in a separate ticket.

  First update as described in the other ticket.

  In the Activity Viewer, when you click on one of the LOGOUT connections you'll se the log in the lower part of the window. Could you provide (part of) this log?

  I assume you get no error message windows before MailMate switches to the “unavailable” state.

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  Meindert March 31st, 2014 @ 07:01 AM

  06:52:52 Error: Failed multiple retries (4). Final error code was 2.

  =====[ I was on a commercial VPN there. I logged off, and got ...

  06:54:18 Performing full synchronization.
  06:54:18 C: D6 UID FETCH 1:50087 (UID)
  06:54:19 S: * 1 FETCH (UID 50006 MODSEQ (3433082))
  06:54:19 S: * 2 FETCH (UID 50007 MODSEQ (3433081))
  06:54:19 S: * 3 FETCH (UID 50076 MODSEQ (3437329))
  06:54:19 S: * 4 FETCH (UID 50087 MODSEQ (3439619))
  06:54:19 S: D6 OK Success
  06:54:19 C: D7 UID FETCH 50088:* (INTERNALDATE)
  06:54:19 S: * 5 FETCH (UID 50088 MODSEQ (3439744) INTERNALDATE "31-Mar-2014 05:34:22 +0000")
  06:54:19 S: D7 OK Success
  06:54:19 C: D8 UID FETCH 1:50087 (UID FLAGS) (CHANGEDSINCE 3439638)
  06:54:19 S: D8 OK Success

  Something seems to have happened, and I can see two more e-mails in Inbox, and many e-mails in Archive, but all my Gmail accounts are still dimmed to gray and labeled "(unavailable)". However, I successfully sent an e-mail from MailMate now also, which I was having trouble with.

  So Google doesn't like it when I access via a VPN, maybe?

• 

  benny March 31st, 2014 @ 12:39 PM

  I'm not sure if VPN could play a role. Maybe if it makes the connection slower and it triggers some timeout in MailMate. I would appreciate seeing what happens before the “Failed multiple retries (4).” This is what triggers MailMate to go into the unavailable state and this the most likely place to search for a MailMate bug.

  Thanks for the update.

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  Jim Arnold April 1st, 2014 @ 03:41 AM

  I have been having this same issue for a few weeks now. Running Version 1.7.2 (4132). I am not using a VPN. I have also noticed that even if I'm not showing "unavailable" MailMate stops downloading new mail after a while. Taking my account offline and back online fixes the issue. I'm fetching both a regular Gmail account and my personal domain email which is hosted with Google Labs.

  This is the only line in my activity viewer right now for both accounts:

  03:08:48 Error: Failed multiple retries (4). Final error code was 2.

• 

  benny April 1st, 2014 @ 07:17 AM

  @Jim: Thanks for joining the ticket. Don't forget to “watch” it to get email notifications. The behavior you describe has also been reported by a user by email. Note that the Activity Viewer only logs data when it's open. That might explain why there is only 1 line. Could that explain it?

• 

  benny April 1st, 2014 @ 07:30 AM

  @Jim: The empty log is a recently introduced bug in the logging system. I'll fix that and let you know when a test version is available. After that I'd like to get a longer log ending with the error you reported. Sorry about the inconvenience.

• 

  benny April 1st, 2014 @ 08:21 AM

  Hold down ⌥ when clicking “Check Now” to get the latest test release. This test version should not have the log-clearing issue (r4139).

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  Meindert April 1st, 2014 @ 08:38 AM

  After updating I got a bunch of stuff, the end of which was:

  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 5 EXPUNGE
  08:27:31 S: * 6 EXPUNGE
  08:27:31 S: * 6 EXPUNGE
  08:27:31 S: * 6 EXPUNGE
  08:27:31 S: * 6 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 7 EXPUNGE
  08:27:31 S: * 12 EXPUNGE
  08:27:31 S: * 17 EXPUNGE
  08:27:31 S: * 18 EXPUNGE
  08:27:31 S: * 22 EXPUNGE
  08:27:31 S: * 25 EXPUNGE
  08:27:31 S: * 32 EXPUNGE
  08:27:31 S: * 34 EXISTS
  08:27:31 Warning: Unnecessary EXISTS response received.
  08:27:31 S: K14 OK Success
  08:27:31 Completed action. Observed read/write timeouts: 8/8
  08:27:31 C: K15 NOOP
  08:27:31 S: K15 OK Success
  08:27:31 Deleting messages
  08:27:31 C: K16 UID STORE 34068:34099 +FLAGS.SILENT (\Deleted)
  08:27:32 S: * 17 EXPUNGE
  08:27:32 S: * 21 EXPUNGE
  08:27:32 S: * 32 EXISTS
  08:27:32 Warning: Unnecessary EXISTS response received.
  08:27:32 S: K16 OK Success
  08:27:32 C: K17 UID EXPUNGE 34068:34099
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXPUNGE
  08:27:32 S: * 8 EXISTS
  08:27:32 Warning: Unnecessary EXISTS response received.
  08:27:32 S: K17 OK Success
  08:27:32 Completed action. Observed read/write timeouts: 8/8

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  Meindert April 1st, 2014 @ 08:56 AM

  Some more:

  08:33:54 S: * 9794 FETCH (UID 15034 MODSEQ (3433085))
  08:33:54 S: * 9795 FETCH (UID 15037 MODSEQ (3447628))
  08:33:54 S: * 9796 FETCH (UID 15040 MODSEQ (3447634))
  08:33:54 S: * 9797 FETCH (UID 15044 MODSEQ (3447635))
  08:33:54 S: * 9798 FETCH (UID 15047 MODSEQ (3447635))
  08:33:54 S: * 9799 FETCH (UID 15049 MODSEQ (3447636))
  08:33:54 S: D15 OK Success
  08:33:54 C: D16 UID FETCH 15050:* (INTERNALDATE)
  08:33:54 S: * 9799 FETCH (UID 15049 MODSEQ (3447636) INTERNALDATE "01-Apr-2014 03:22:33 +0000")
  08:33:54 S: D16 OK Success
  08:33:54 C: D17 UID FETCH 1:15049 (UID FLAGS) (CHANGEDSINCE 3447697)
  08:33:54 S: D17 OK Success
  08:33:54 Completed action. Observed read/write timeouts: 8/8
  08:33:54 Synchronizing mailbox (attempting to do it quickly): [Gmail]/Trash
  08:33:54 Selecting mailbox: [Gmail]/Trash
  08:33:54 C: D18 LIST "[Gmail]" ""
  08:33:54 S: * LIST (\Noselect) "/" "/"
  08:33:54 S: D18 OK Success
  08:33:54 C: D19 SELECT "[Gmail]/Trash" (CONDSTORE)
  08:33:55 S: * FLAGS (\Answered \Flagged \Draft \Deleted \Seen $Phishing $NotJunk $NotPhishing $Junk)
  08:33:55 S: * OK [PERMANENTFLAGS (\Answered \Flagged \Draft \Deleted \Seen $Phishing $NotJunk $NotPhishing $Junk *)] Flags permitted.
  08:33:55 S: * OK [UIDVALIDITY 597351802] UIDs valid.
  08:33:55 S: * 8 EXISTS
  08:33:55 S: * 0 RECENT
  08:33:55 S: * OK [UIDNEXT 34104] Predicted next UID.
  08:33:55 S: * OK [HIGHESTMODSEQ 3448181]
  08:33:55 S: D19 OK [READ-WRITE] [Gmail]/Trash selected. (Success)
  08:33:55 C: D20 NOOP
  08:33:55 S: D20 OK Success
  08:33:55 Performing full synchronization.
  08:33:55 C: D21 UID FETCH 1:34103 (UID)
  08:33:55 S: * 1 FETCH (UID 33962 MODSEQ (3442033))
  08:33:55 S: * 2 FETCH (UID 33963 MODSEQ (3442202))
  08:33:55 S: * 3 FETCH (UID 33965 MODSEQ (3442315))
  08:33:55 S: * 4 FETCH (UID 33966 MODSEQ (3442402))
  08:33:55 S: * 5 FETCH (UID 34034 MODSEQ (3446790))
  08:33:55 S: * 6 FETCH (UID 34040 MODSEQ (3446538))
  08:33:55 S: * 7 FETCH (UID 34066 MODSEQ (3446718))
  08:33:55 S: * 8 FETCH (UID 34103 MODSEQ (3447489))
  08:33:55 S: D21 OK Success
  08:33:55 C: D22 UID FETCH 34104:* (INTERNALDATE)
  08:33:55 S: * 8 FETCH (UID 34103 MODSEQ (3447489) INTERNALDATE "31-Mar-2014 20:03:43 +0000")
  08:33:55 S: D22 OK Success
  08:33:55 C: D23 UID FETCH 1:34103 (UID FLAGS) (CHANGEDSINCE 3447817)
  08:33:55 S: D23 OK Success
  08:33:55 Completed action. Observed read/write timeouts: 8/8
  08:34:04 Copying 1 message(s)
  08:34:04 Selecting mailbox: INBOX
  08:34:04 C: J24 SELECT INBOX (CONDSTORE)
  08:34:04 S: * FLAGS (\Answered \Flagged \Draft \Deleted \Seen $Phishing $NotJunk $NotPhishing $Junk)
  08:34:04 S: * OK [PERMANENTFLAGS (\Answered \Flagged \Draft \Deleted \Seen $Phishing $NotJunk $NotPhishing $Junk *)] Flags permitted.
  08:34:04 S: * OK [UIDVALIDITY 597351801] UIDs valid.
  08:34:04 S: * 1 EXISTS
  08:34:04 S: * 0 RECENT
  08:34:04 S: * OK [UIDNEXT 50113] Predicted next UID.
  08:34:04 S: * OK [HIGHESTMODSEQ 3448181]
  08:34:04 S: J24 OK [READ-WRITE] INBOX selected. (Success)
  08:34:04 C: J25 NOOP
  08:34:05 S: J25 OK Success
  08:34:05 Performing full synchronization.
  08:34:05 C: J26 UID FETCH 1:50112 (UID)
  08:34:05 S: * 1 FETCH (UID 50112 MODSEQ (3447642))
  08:34:05 S: J26 OK Success
  08:34:05 C: J27 UID FETCH 50113:* (INTERNALDATE)
  08:34:05 S: * 1 FETCH (UID 50112 MODSEQ (3447642) INTERNALDATE "01-Apr-2014 08:21:14 +0000")
  08:34:05 S: J27 OK Success
  08:34:05 C: J28 UID FETCH 1:50112 (UID FLAGS) (CHANGEDSINCE 3448181)
  08:34:05 S: J28 OK Success
  08:34:05 C: J29 NOOP
  08:34:05 S: J29 OK Success
  08:34:05 C: J30 LIST "[Gmail]" ""
  08:34:06 S: * LIST (\Noselect) "/" "/"
  08:34:06 S: J30 OK Success
  08:34:06 C: J31 UID COPY 50112 "[Gmail]/Archive"
  08:34:06 S: J31 OK COPYUID 597351870 50112 36680
  08:34:06 Completed action. Observed read/write timeouts: 8/8
  08:34:08 C: K32 NOOP
  08:34:09 S: K32 OK Success
  08:34:09 Deleting messages
  08:34:09 C: K33 UID STORE 50112 +FLAGS.SILENT (\Deleted)
  08:34:09 S: * 1 EXPUNGE
  08:34:09 S: * 0 EXISTS
  08:34:09 S: K33 OK Success
  08:34:09 C: K34 UID EXPUNGE 50112
  08:34:09 S: K34 OK Success
  08:34:09 Completed action. Observed read/write timeouts: 8/8
  08:36:09 Disconnecting
  08:36:09 Trying to disconnect nicely...
  08:36:09 C: R35 LOGOUT
  08:36:09 Error: Error reading data.
  08:36:09 S:
  08:36:09 Logout error should not happen (2).
  08:36:09 Clearing connection to imap.gmail.com
  08:36:09 Completed action. Observed read/write timeouts: 8/8
  08:41:00 Synchronizing mailbox (attempting to do it quickly): [Gmail]/Archive
  08:41:00 Selecting mailbox: [Gmail]/Archive
  08:41:00 Clearing connection to imap.gmail.com
  08:41:00 Trying to connect to imap.gmail.com on port 993
  08:41:00 Error: Failed connecting to host (imap.gmail.com:993).
  “error:0200200D:system library:connect:Permission denied” “error:20073067:BIO routines:CONN_STATE:connect error” 08:41:00 Error code: 2
  08:41:00 Failed action. Reset observed read/write timeouts: 8/8
  08:41:00 Clearing connection to imap.gmail.com
  08:41:00 Synchronizing mailbox (attempting to do it quickly): [Gmail]/Archive
  08:41:00 Selecting mailbox: [Gmail]/Archive
  08:41:00 Clearing connection to imap.gmail.com
  08:41:00 Trying to connect to imap.gmail.com on port 993
  08:41:00 Error: Failed connecting to host (imap.gmail.com:993).
  “error:0200200D:system library:connect:Permission denied” “error:20073067:BIO routines:CONN_STATE:connect error” 08:41:00 Error code: 2
  08:41:00 Failed action. Reset observed read/write timeouts: 8/8
  08:41:00 Clearing connection to imap.gmail.com
  08:41:00 Synchronizing mailbox (attempting to do it quickly): [Gmail]/Archive
  08:41:00 Selecting mailbox: [Gmail]/Archive
  08:41:00 Clearing connection to imap.gmail.com
  08:41:00 Trying to connect to imap.gmail.com on port 993
  08:41:00 Error: Failed connecting to host (imap.gmail.com:993).
  “error:0200200D:system library:connect:Permission denied” “error:20073067:BIO routines:CONN_STATE:connect error” 08:41:00 Error code: 2
  08:41:00 Failed action. Reset observed read/write timeouts: 8/8
  08:41:00 Clearing connection to imap.gmail.com
  08:41:00 Synchronizing mailbox (attempting to do it quickly): [Gmail]/Archive
  08:41:00 Selecting mailbox: [Gmail]/Archive
  08:41:00 Clearing connection to imap.gmail.com
  08:41:00 Trying to connect to imap.gmail.com on port 993
  08:41:00 Error: Failed connecting to host (imap.gmail.com:993).
  “error:0200200D:system library:connect:Permission denied” “error:20073067:BIO routines:CONN_STATE:connect error” 08:41:00 Error code: 2
  08:41:00 Failed action. Reset observed read/write timeouts: 8/8
  08:41:00 Error: Failed multiple retries (4). Final error code was 2.

• 

  benny April 1st, 2014 @ 11:15 AM

  @Meindert: This is the important part:

  08:34:09 S: K34 OK Success  
  08:34:09 Completed action. Observed read/write timeouts: 8/8  
  08:36:09 Disconnecting  
  08:36:09 Trying to disconnect nicely...  
  08:36:09 C: R35 LOGOUT  
  08:36:09 Error: Error reading data.
  

  Translation: Some action success completes (deleting a message). After a couple of minutes MailMate tries to close the connection since it hasn't been used. For some reason this fails. Maybe VPN has a very short timeout for inactive connections? Unfortunately, it has the side-effect that when MailMate tries connecting to Gmail later on this repeatedly fails. It is unclear (to me) whether this is caused by the VPN or Gmail.

  I'm not quite sure what to do about this. If MailMate enters the “Unavailable” state then MailMate should automatically try to reconnect later. Do you know if this happens and if MailMate eventually connects again? Do you experience any problems without VPN?

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  Meindert April 2nd, 2014 @ 03:02 AM

  I'll try to experiment over the next week or so to try to implicate/eliminate variables.

  But one factor to consider: Sparrow has never been sensitive to my internet connection or whether I use a VPN. So I think there is an "issue" on the app side. It can be fixed on the app end, somehow, because Sparrow never had the problem. Admittedly, Sparrow is the polar opposite of MailMate, in that it was a Gmail-only app (at first) with at least one person on the development team having come from Google. Sparrow slapped on support for regular IMAP later, while MailMate is an IMAP app that has, as a side goal, tried to support GIMAP.

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  Meindert April 2nd, 2014 @ 03:09 AM

  It occurs to me that Sparrow doesn't give as much feedback as to what it's doing as does MailMate, so perhaps I'm assuming that Sparrow is not having connection problems when I don't really have evidence for that. But running the two apps side by side over the past two weeks or so, I do notice mail showing up in Sparrow before MailMate, and I don't get the can't-send problem where sent mail is held in Draft purgatory and repeatedly notifies me that it can't be sent.

• 

  benny April 2nd, 2014 @ 06:13 PM

  I'm not sure this problem is fixed, but could you try updating to the latest test release: Hold down ⌥ when clicking “Check Now”.

  The draft problem sounds like a different issue. Can you send any messages or does it always fail? What is the error message (repeatedly) reported?

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  Meindert April 3rd, 2014 @ 03:38 AM

  I'm still getting "unavailable" displayed on Google-related accounts (I'm using MM 4149 now), but when I choose File > Synchronize > All Sources, the program seems to quickly check all my accounts and lots of stuff happens in the Activity Viewer, despite having been labeled "unavailable" just before the synch.

  I'll keep trying it to see if the problem seems to be fixed. For the last couple of days it was working O.K. as long as I quit and restarted MM every hour or so.

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  Meindert April 3rd, 2014 @ 06:21 AM

  A while back I tried:

  File > Synchronize > All Sources

  ... while all my Gmail accounts were in the state of "unavailable," and Activity Viewer showed all the Gmail accounts with three LOGOUTs.

  First attempt, nothing (my non-Gmail accounts updated, however). A minute later, still nothing. A third time, they all updated. I'm not sure why I had to make three attempts for this to happen.

  Now I tried it six times and nothing. Activity Viewer shows IDLE and two LOGOUTs per account.

  From one account:

  06:08:56 Error code: 2
  06:08:56 Failed action. Reset observed read/write timeouts: 8/8
  06:08:56 Clearing connection to imap.gmail.com
  06:08:56 Clearing connection to imap.gmail.com
  06:08:56 Trying to connect to imap.gmail.com on port 993
  06:08:56 Error: Failed connecting to host (imap.gmail.com:993).
  “error:0200200D:system library:connect:Permission denied” “error:20073067:BIO routines:CONN_STATE:connect error” 06:08:56 Error code: 2
  06:08:56 Failed action. Reset observed read/write timeouts: 8/8
  06:08:56 Error: Failed multiple retries (4). Final error code was 2.

  Quitting MailMate and relaunching, only the non-Gmail accounts update, despite repeated attempts.

  The above was all via a VPN. Killing the VPN, I try again. No luck. Quitting MM, I relaunch and try again. No luck.

  Restarting the VPN to an exit in California, no luck.

  Maybe all the login attempts from around the world are making Google think that my accounts are under some sort of attack!

• 

  benny April 3rd, 2014 @ 07:33 AM

  It looks very strange. Do you receive any new emails in the Gmail accounts when this happens. It looks like a persistent problem with connecting to the Gmail server.

  1. What is the last line in the output if you do this in a Terminal window:

     openssl s_client -crlf -connect imap.gmail.com:imaps

  2. You didn't tell me what the SMTP error was (earlier comment in this ticket)?

  The “unavailable” state is MailMate telling you it had a problem connecting to the account, but it's going to retry later to see if the problem clears up. This is necessary in order to not show errors for all kinds of temporary connection problems.

  Thanks for your patience. I can understand if this is frustrating (it is for me :) ).

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  Jim Arnold April 3rd, 2014 @ 10:09 PM

  Some output of when MailMate went "unavailable for my two accounts. This is with Version 1.7.2 (4149)

  11:53:30 S: S49 OK Success
  11:53:30 Running IDLE (keeping a live connection)
  11:53:30 Completed action. Observed read/write timeouts: 8/8
  11:53:30 C: S50 NOOP
  11:53:31 S: S50 OK Success
  11:53:31 Running IDLE (keeping a live connection)
  11:53:31 C: S51 IDLE
  11:53:31 S: + idling
  12:08:06 Trying to terminate connection...
  12:08:06 S: <<< terminated reading >>>
  12:08:06 Response after idling (900): other (8)
  12:08:06 C: DONE
  12:08:07 S: S51 OK IDLE terminated (Success)
  12:08:07 Trying to disconnect nicely...
  12:08:07 C: S52 LOGOUT
  12:08:08 S: * BYE LOGOUT Requested
  12:08:08 S: S52 OK 73 good day (Success)
  12:08:08 Clearing connection to imap.gmail.com
  12:08:08 Completed action. Observed read/write timeouts: 8/8
  13:02:19 Clearing connection to imap.gmail.com
  13:02:19 Synchronizing mailbox (attempting to do it quickly): Drafts
  13:02:19 Selecting mailbox: Drafts
  13:02:19 Clearing connection to imap.gmail.com
  13:02:19 Trying to connect to imap.gmail.com on port 993
  13:02:20 Successful connection on socket 30.
  13:02:20 Initiating secure connection...
  13:02:40 Error: Failed SSL handshake (0/0).
  13:02:40 Clearing connection to imap.gmail.com
  13:02:40 Trying to connect to imap.gmail.com on port 143
  13:03:16 Error: Time limit (16s) reached while trying to write data (imap.gmail.com)
  13:03:16 Error: Failed while trying to connect to “imap.gmail.com” on socket 30.
  13:03:16 Error code: 7
  13:03:16 New timeout values (8/8): 24/24
  13:03:16 Failed action. Reset observed read/write timeouts: 12/12
  13:03:16 Clearing connection to imap.gmail.com
  13:03:16 Synchronizing mailbox (attempting to do it quickly): Drafts
  13:03:16 Selecting mailbox: Drafts
  13:03:16 Clearing connection to imap.gmail.com
  13:03:16 Trying to connect to imap.gmail.com on port 993
  13:03:17 Successful connection on socket 30.
  13:03:17 Initiating secure connection...
  13:03:37 Error: Failed SSL handshake (0/0).
  13:03:37 Clearing connection to imap.gmail.com
  13:03:37 Trying to connect to imap.gmail.com on port 143
  13:04:21 Error: Time limit (24s) reached while trying to write data (imap.gmail.com)
  13:04:21 Error: Failed while trying to connect to “imap.gmail.com” on socket 30.
  13:04:21 Error code: 7
  13:04:21 New timeout values (12/12): 36/36
  13:04:21 Failed action. Reset observed read/write timeouts: 18/18
  13:04:21 Clearing connection to imap.gmail.com
  13:04:21 Synchronizing mailbox (attempting to do it quickly): Drafts
  13:04:21 Selecting mailbox: Drafts
  13:04:21 Clearing connection to imap.gmail.com
  13:04:21 Trying to connect to imap.gmail.com on port 993
  13:04:22 Successful connection on socket 30.
  13:04:22 Initiating secure connection...
  13:04:42 Error: Failed SSL handshake (0/0).
  13:04:42 Clearing connection to imap.gmail.com
  13:04:42 Trying to connect to imap.gmail.com on port 143
  13:05:38 Error: Time limit (36s) reached while trying to write data (imap.gmail.com)
  13:05:38 Error: Failed while trying to connect to “imap.gmail.com” on socket 30.
  13:05:38 Error code: 7
  13:05:38 New timeout values (18/18): 54/54
  13:05:38 Failed action. Reset observed read/write timeouts: 27/27
  13:05:38 Clearing connection to imap.gmail.com
  13:05:38 Synchronizing mailbox (attempting to do it quickly): Drafts
  13:05:38 Selecting mailbox: Drafts
  13:05:38 Clearing connection to imap.gmail.com
  13:05:38 Trying to connect to imap.gmail.com on port 993
  13:05:39 Successful connection on socket 30.
  13:05:39 Initiating secure connection...
  13:05:59 Error: Failed SSL handshake (0/0).
  13:05:59 Clearing connection to imap.gmail.com
  13:05:59 Trying to connect to imap.gmail.com on port 143
  13:07:13 Error: Time limit (54s) reached while trying to write data (imap.gmail.com)
  13:07:13 Error: Failed while trying to connect to “imap.gmail.com” on socket 30.
  13:07:13 Error code: 7
  13:07:13 New timeout values (27/27): 81/81
  13:07:13 Failed action. Reset observed read/write timeouts: 40/40
  13:07:13 Error: Failed multiple retries (4). Final error code was 7.
  13:07:43 Clearing connection to imap.gmail.com
  13:07:43 Clearing connection to imap.gmail.com
  13:07:43 Trying to connect to imap.gmail.com on port 993
  13:07:44 Successful connection on socket 20.
  13:07:44 Initiating secure connection...
  13:08:04 Error: Failed SSL handshake (0/0).
  13:08:04 Clearing connection to imap.gmail.com
  13:08:04 Trying to connect to imap.gmail.com on port 143
  13:09:21 Waited 77 seconds on write.

  13:09:21 Error: Failed connecting to host (imap.gmail.com:143).
  “error:0200203C:system library:connect:Operation timed out” “error:2007306E:BIO routines:CONN_STATE:nbio connect error” 13:09:21 Error code: 2
  13:09:21 Failed action. Reset observed read/write timeouts: 40/40
  13:09:21 Clearing connection to imap.gmail.com
  13:09:21 Clearing connection to imap.gmail.com
  13:09:21 Trying to connect to imap.gmail.com on port 993
  13:09:23 Successful connection on socket 20.
  13:09:23 Initiating secure connection...
  13:09:43 Error: Failed SSL handshake (0/0).
  13:09:43 Clearing connection to imap.gmail.com
  13:09:43 Trying to connect to imap.gmail.com on port 143
  13:11:01 Waited 78 seconds on write.

  13:11:01 Error: Failed connecting to host (imap.gmail.com:143).
  “error:0200203C:system library:connect:Operation timed out” “error:2007306E:BIO routines:CONN_STATE:nbio connect error” 13:11:01 Error code: 2
  13:11:01 Failed action. Reset observed read/write timeouts: 40/40
  13:11:01 Clearing connection to imap.gmail.com
  13:11:01 Clearing connection to imap.gmail.com
  13:11:01 Trying to connect to imap.gmail.com on port 993
  13:11:02 Successful connection on socket 20.
  13:11:02 Initiating secure connection...
  13:11:22 Error: Failed SSL handshake (0/0).
  13:11:22 Clearing connection to imap.gmail.com
  13:11:22 Trying to connect to imap.gmail.com on port 143
  13:12:40 Waited 78 seconds on write.

  13:12:40 Error: Failed connecting to host (imap.gmail.com:143).
  “error:0200203C:system library:connect:Operation timed out” “error:2007306E:BIO routines:CONN_STATE:nbio connect error” 13:12:40 Error code: 2
  13:12:40 Failed action. Reset observed read/write timeouts: 40/40
  13:12:40 Clearing connection to imap.gmail.com
  13:12:40 Clearing connection to imap.gmail.com
  13:12:40 Trying to connect to imap.gmail.com on port 993
  13:12:40 Successful connection on socket 20.
  13:12:40 Initiating secure connection...
  13:13:01 Error: Failed SSL handshake (0/0).
  13:13:01 Clearing connection to imap.gmail.com
  13:13:01 Trying to connect to imap.gmail.com on port 143
  13:14:19 Waited 78 seconds on write.

  1:53:23 S: * 510 FETCH (UID 70450 MODSEQ (5592872))
  11:53:23 S: * 511 FETCH (UID 70451 MODSEQ (5593606))
  11:53:23 S: C34 OK Success
  11:53:23 C: C35 UID FETCH 70452:* (INTERNALDATE)
  11:53:23 S: * 511 FETCH (UID 70451 MODSEQ (5593606) INTERNALDATE "31-Mar-2014 19:22:11 +0000")
  11:53:23 S: C35 OK Success
  11:53:23 C: C36 UID FETCH 1:70451 (UID FLAGS) (CHANGEDSINCE 5593890)
  11:53:24 S: C36 OK Success
  11:53:24 Completed action. Observed read/write timeouts: 8/8
  11:55:34 Disconnecting
  11:55:34 Trying to disconnect nicely...
  11:55:34 C: R37 LOGOUT
  11:55:35 S: * BYE LOGOUT Requested
  11:55:35 S: R37 OK 73 good day (Success)
  11:55:35 Clearing connection to imap.gmail.com
  11:55:35 Completed action. Observed read/write timeouts: 8/8
  12:03:12 Synchronizing mailbox (attempting to do it quickly): Dr·fts (Gmail)
  12:03:12 Selecting mailbox: Dr·fts (Gmail)
  12:03:12 Clearing connection to imap.gmail.com
  12:03:12 Trying to connect to imap.gmail.com on port 993
  12:03:13 Successful connection on socket 27.
  12:03:13 Initiating secure connection...
  12:03:34 Error: Failed SSL handshake (0/0).
  12:03:34 Clearing connection to imap.gmail.com
  12:03:34 Trying to connect to imap.gmail.com on port 143
  12:04:10 Error: Time limit (16s) reached while trying to write data (imap.gmail.com)
  12:04:10 Error: Failed while trying to connect to “imap.gmail.com” on socket 27.
  12:04:10 Error code: 7
  12:04:10 New timeout values (8/8): 24/24
  12:04:10 Failed action. Reset observed read/write timeouts: 12/12
  12:04:10 Clearing connection to imap.gmail.com
  12:04:10 Synchronizing mailbox (attempting to do it quickly): Dr·fts (Gmail)
  12:04:10 Selecting mailbox: Dr·fts (Gmail)
  12:04:10 Clearing connection to imap.gmail.com
  12:04:10 Trying to connect to imap.gmail.com on port 993
  12:04:10 Successful connection on socket 27.
  12:04:10 Initiating secure connection...
  12:04:30 Error: Failed SSL handshake (0/0).
  12:04:30 Clearing connection to imap.gmail.com
  12:04:30 Trying to connect to imap.gmail.com on port 143
  12:05:14 Error: Time limit (24s) reached while trying to write data (imap.gmail.com)
  12:05:14 Error: Failed while trying to connect to “imap.gmail.com” on socket 27.
  12:05:14 Error code: 7
  12:05:14 New timeout values (12/12): 36/36
  12:05:14 Failed action. Reset observed read/write timeouts: 18/18
  12:05:14 Clearing connection to imap.gmail.com
  12:05:14 Synchronizing mailbox (attempting to do it quickly): Dr·fts (Gmail)
  12:05:14 Selecting mailbox: Dr·fts (Gmail)
  12:05:14 Clearing connection to imap.gmail.com
  12:05:14 Trying to connect to imap.gmail.com on port 993
  12:05:15 Successful connection on socket 30.
  12:05:15 Initiating secure connection...
  12:05:36 Error: Failed SSL handshake (0/0).
  12:05:36 Clearing connection to imap.gmail.com
  12:05:36 Trying to connect to imap.gmail.com on port 143
  12:06:32 Error: Time limit (36s) reached while trying to write data (imap.gmail.com)
  12:06:32 Error: Failed while trying to connect to “imap.gmail.com” on socket 30.
  12:06:32 Error code: 7
  12:06:32 New timeout values (18/18): 54/54
  12:06:32 Failed action. Reset observed read/write timeouts: 27/27
  12:06:32 Clearing connection to imap.gmail.com
  12:06:32 Synchronizing mailbox (attempting to do it quickly): Dr·fts (Gmail)
  12:06:32 Selecting mailbox: Dr·fts (Gmail)
  12:06:32 Clearing connection to imap.gmail.com
  12:06:32 Trying to connect to imap.gmail.com on port 993
  12:06:32 Successful connection on socket 30.
  12:06:32 Initiating secure connection...
  12:06:52 Error: Failed SSL handshake (0/0).
  12:06:52 Clearing connection to imap.gmail.com
  12:06:52 Trying to connect to imap.gmail.com on port 143
  12:08:06 Error: Time limit (54s) reached while trying to write data (imap.gmail.com)
  12:08:06 Error: Failed while trying to connect to “imap.gmail.com” on socket 30.
  12:08:06 Error code: 7
  12:08:06 New timeout values (27/27): 81/81
  12:08:06 Failed action. Reset observed read/write timeouts: 40/40
  12:08:06 Error: Failed multiple retries (4). Final error code was 7.
  12:08:26 Clearing connection to imap.gmail.com
  12:08:26 Clearing connection to imap.gmail.com
  12:08:26 Trying to connect to imap.gmail.com on port 993
  12:08:27 Successful connection on socket 24.
  12:08:27 Initiating secure connection...
  12:08:47 Error: Failed SSL handshake (0/0).
  12:08:47 Clearing connection to imap.gmail.com
  12:08:47 Trying to connect to imap.gmail.com on port 143
  12:10:05 Waited 78 seconds on write.

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  Meindert April 4th, 2014 @ 03:07 AM

  On the send issue (maybe that should be a separate issue), Gmail accounts just won't send e-mail for me from MailMate sometimes. Sometimes if I leave it for a while they eventually send. Over this past night though a response to you didn't send all night. Looking at it now in Sparrow, Sparrow thinks it was sent, so it obviously got to Google and then Sparrow picked it up from there.

  First off, a simple question: I should be setting port 587 for Gmail, right? Not 465.

  It would be really nice if there were a table view in MailMate for all the account settings, editable. I'd like to see them all at once and check for discrepancies. All the form labels along the top, email addresses along the left, and cells for all the data to be entered or for checkboxes to be ticked.

  I found issue 392. That led me to try this:

  $ telnet smtp.gmail.com 587 Trying 74.125.25.108...
  telnet: connect to address 74.125.25.108: Permission denied
  Trying 74.125.25.109...
  telnet: connect to address 74.125.25.109: Permission denied
  telnet: Unable to connect to remote host
  $ telnet smtp.gmail.com 25 Trying 74.125.25.108...
  telnet: connect to address 74.125.25.108: Permission denied
  Trying 74.125.25.109...
  telnet: connect to address 74.125.25.109: Permission denied

  My tinfoil hat theory on Gmail problems:

  I'm an American living overseas, and with certain large net services providers (e.g., Google, PayPal, Yelp) I have frequent problems that I personally believe involve these services trying to combat spam, fraud, blackhat stuff, and so on. I sympathize with their situation. They are probably huge targets for all kinds of bad guys. I'm not a bad guy, but as someone living outside of the U.S. and often using VPNs I think I tick some of the boxes in their profiling of users.

  In my experience working out problems with such services I sometimes feel that they are trying to "gaslight" me. For instance, the responses to support requests will be completely non-responsive. Cheery, polite, but as though they didn't read my short, clear e-mail. This goes back and forth. At some point I find it hard to believe the problem is simply that an Indian non-native English support person doesn't understand what I'm saying. In phone calls (PayPay ... Google has no number) the support person will sometimes 'fess up that they are just following a script for people who have the sort of problem I'm having.

  I think they treat customers like this because once a customer's profile puts him in the "probable bad guy" category, they do not want to give the bad guy any hints on how to get around the limitations. They do not even want the bad guy to know that he's been ID'd as a bad guy. So they introduce plausibly deniable problems into his access to their system and if contacted for support they waste his time and try to drive him crazy.

  I think that with Gmail, Google might have systems in place to deal with spam and other bad-guy e-mail stuff. Once you're ID'd they may have ways of tracking your IP address or connection or all your accounts or use super-cookies (ever notice how they still seem to know who you are after a Safari "Reset Safari" command?) or even temporary ban certain ISPs. Because of the pervasiveness and apparent randomness of these kinds of measures, it would be impossible to do normal troubleshooting where you scientifically limit variables and try different things.

  Am I paranoid? Maybe.

  Personally, my goal is to get the hell off of Google just as I did for PayPal a couple of years ago. In a couple of weeks I think I will have achieved that, now that I have figured out how to get my past mail stored locally with MailMate. Runbox, Fastmail, whoever, here I come! I'll leave the Gmail troubleshooting up to you guys at that point. Have fun!

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  Meindert April 4th, 2014 @ 04:36 AM

  Correction: I think I meant port 465 is right, not 587 ... correct? SSL, not TLS. So I should be using 465. Right?

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  Meindert April 4th, 2014 @ 04:43 AM

  My latest attempts:

  $ telnet smtp.gmail.com 25 Trying 173.194.79.108...
  telnet: connect to address 173.194.79.108: Permission denied
  Trying 173.194.79.109...

  [At this point it hangs and never connects.]

  $ telnet smtp.gmail.com 465 Trying 173.194.79.108...
  telnet: connect to address 173.194.79.108: Permission denied
  Trying 173.194.79.109...
  Connected to gmail-smtp-msa.l.google.com.
  Escape character is '^]'.

  [Is this success?]

  $ telnet smtp.gmail.com 587 Trying 173.194.79.108...
  telnet: connect to address 173.194.79.108: Permission denied
  Trying 173.194.79.109...
  Connected to gmail-smtp-msa.l.google.com.
  Escape character is '^]'.
  220 mx.google.com ESMTP ug9sm14791648pbc.11 - gsmtp

  [This looks like success.]

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  Meindert April 4th, 2014 @ 05:56 AM

  $ openssl s_client -crlf -connect imap.gmail.com:imaps

  : : : [A bunch of stuff] : : :

  • OK Gimap ready for requests from 153.135.164.154 g10mb28490932pbp
• 

  benny April 4th, 2014 @ 01:59 PM

  You can use any port you like (25, 465, 587). When SSL is enabled in MailMate then MailMate won't allow an insecure connection. Secure connections are possible on all ports (as long as they are open). I'll recommend port 587 for Gmail..

  The IMAP login looks fine.

  I would like to see more logs for both SMTP and IMAP issues. Fetch the latest test release and then keep the Activity Viewer open. When you have experienced a problem then use “Help ▸ Send Feedback” to simply send me all logs. Hopefully that can give me an idea about what goes wrong.

  Thanks in advance.

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  Meindert April 8th, 2014 @ 06:42 AM

  I was having trouble sending e-mail from a main account (Google Apps) today. It seemed to be complaining about my password. Did I make a mistake with my password? Or is Google gaslighting me? I was getting mail O.K. via IMAP. I'm VPNing via Hong Kong today, a location Google particularly seems to dislike. At any rate, it finally asked for my password, I cut and pasted it in from 1Password, and I finally was able to send the e-mail via SMTP. I used manual "distortion mode" in the following log ... too bad distortion mode doesn't work in Activity Viewer, but that would probably be a pain to implement reliably, and isn't a normal user-facing feature.

  05:35:01 Clearing connection to smtp.gmail.com
  05:35:01 Trying to connect to smtp.gmail.com on port 587
  05:35:01 Successful connection on socket 136.
  05:35:01 S: 220 mx.google.com ESMTP eb5sm4756490pad.22 - gsmtp
  05:35:01 C: EHLO [1.1.0.34]
  05:35:02 S: 250-mx.google.com at your service, [123.254.1.1]
  05:35:02 S: 250-SIZE 35882577
  05:35:02 S: 250-8BITMIME
  05:35:02 S: 250-STARTTLS
  05:35:02 S: 250-ENHANCEDSTATUSCODES
  05:35:02 S: 250 CHUNKING
  05:35:02 C: STARTTLS
  05:35:02 S: 220 2.0.0 Ready to start TLS
  05:35:02 Initiating secure connection...
  05:35:03 Setup of secure connection complete (TLSv1).
  05:35:03 Cipher: RC4-SHA SSLv3 Kx=RSA Au=RSA Enc=RC4(128) Mac=SHA1
  05:35:03 C: EHLO [1.1.0.34]
  05:35:03 S: 250-mx.google.com at your service, [123.254.1.1]
  05:35:03 S: 250-SIZE 35882577
  05:35:03 S: 250-8BITMIME
  05:35:03 S: 250-AUTH LOGIN PLAIN XOAUTH XOAUTH2 PLAIN-CLIENTTOKEN
  05:35:03 S: 250-ENHANCEDSTATUSCODES
  05:35:03 S: 250 CHUNKING
  05:35:03 C: AUTH PLAIN ••••••••••
  05:35:04 S: 535-5.7.8 Username and Password not accepted. Learn more at
  05:35:04 S: 535 5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 eb5sm4756490pad.22 - gsmtp
  05:35:04 Error: Unexpected return code 535 (expected 235):
  “5.7.8 Username and Password not accepted. Learn more at 5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 eb5sm4756490pad.22 - gsmtp”.
  05:35:04 C: AUTH PLAIN
  05:35:04 S: 334
  05:35:04 C: ••••••••••
  05:35:05 S: 535-5.7.8 Username and Password not accepted. Learn more at
  05:35:05 S: 535 5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 eb5sm4756490pad.22 - gsmtp
  05:35:05 Error: Unexpected return code 535 (expected 235):
  “5.7.8 Username and Password not accepted. Learn more at 5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 eb5sm4756490pad.22 - gsmtp”.
  05:35:05 C: AUTH LOGIN
  05:35:06 S: 334 VXNlcm5hbWU6
  05:35:06 C: ••••••••••
  05:35:07 S: 334 UGFzc3dvcmQ6
  05:35:07 C: ••••••••••
  05:35:10 S: 535-5.7.8 Username and Password not accepted. Learn more at
  05:35:10 S: 535 5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 eb5sm4756490pad.22 - gsmtp
  05:35:10 Error: Unexpected return code 535 (expected 235):
  “5.7.8 Username and Password not accepted. Learn more at 5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 eb5sm4756490pad.22 - gsmtp”.
  05:35:43 C: AUTH PLAIN ••••••••••
  05:35:44 S: 235 2.7.0 Accepted
  05:35:44 C: RSET
  05:35:44 S: 250 2.1.5 Flushed eb5sm4756490pad.22 - gsmtp
  05:35:44 C: MAIL FROM:me@mydomain.com SIZE=2560
  05:35:45 S: 250 2.1.0 OK eb5sm4756490pad.22 - gsmtp
  05:35:45 C: RCPT TO:support@pair.com
  05:35:45 S: 250 2.1.5 OK eb5sm4756490pad.22 - gsmtp
  05:35:45 C: DATA
  05:35:46 S: 354 Go ahead eb5sm4756490pad.22 - gsmtp
  05:35:46 C: From: "Firstname Lastname" me@mydomain.com
  05:35:46 C: To: "pair Networks Support" <2561 bytes>
  05:35:46 C: ... ken/html/
  05:35:46 C: >>
  05:35:46 C: >> This message submitted via acc3.pair2000.com from 1.1.164.154
  05:35:46 C: .
  05:35:48 S: 250 2.0.0 OK 1396935348 eb5sm4756490pad.22 - gsmtp
  05:35:48 Completed action. Observed read/write timeouts: 8/8
  05:36:18 C: QUIT
  05:36:18 S: 221 2.0.0 closing connection eb5sm4756490pad.22 - gsmtp
  05:36:18 Clearing connection to smtp.gmail.com
  05:36:18 Completed action. Observed read/write timeouts: 8/8

  By the way, the syntax highlighting is odd for this kind of line:

  05:35:04 S: 535 5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 eb5sm4756490pad.22 - gsmtp

  This and others like it precede an Error line, but the red color starts in the middle of gsmtp in this line, gs-mtp, with mtp being in red, along with the following error entry.

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  Meindert April 8th, 2014 @ 09:46 AM

  Here's an unsuccessful attempt to send e-mail from the same account just now (unknown protocol?):

  09:41:48 Error: Time limit (16s) reached while trying to write data (smtp.gmail.com)
  09:41:48 Error: Failed while trying to connect to “smtp.gmail.com” on socket 21.
  09:41:48 Error code: 7
  09:41:48 New timeout values (8/8): 24/24
  09:41:48 Failed action. Reset observed read/write timeouts: 12/12
  09:41:48 Clearing connection to smtp.gmail.com
  09:41:48 Clearing connection to smtp.gmail.com
  09:41:48 Trying to connect to smtp.gmail.com on port 587
  09:41:51 Successful connection on socket 21.
  09:41:56 Error: Time limit (5s) reached while trying to read data (smtp.gmail.com)
  09:41:56 Initiating secure connection...
  09:42:06 Error: Failed SSL handshake (-1/0).
  “error:140770FC:SSL routines:SSL23_GET_SERVER_HELLO:unknown protocol” 09:42:06 Error code: 9
  09:42:06 Failed action. Reset observed read/write timeouts: 12/12

• 

  benny April 8th, 2014 @ 12:58 PM

  Thanks, that last log does indicate a problem in my SMTP code. I'll look into it.

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  Meindert April 10th, 2014 @ 04:27 PM

  I think I may have found a problem on my end. I remember that I had tried turning off Virux Barrier X6 to see if it would cure the spinning pizza problem, and it seemed to help. Today I had an e-mail in Drafts that just wouldn't send. I restarted MailMate, which I had done before, and also turned off Virus Barrier. The mail went right out. And then just now I came back to my Macintosh to find no new mail, which is unusual after so many hours. On a hunch, I turned off Virus Barrier, and several messages came through. And just now I sent another message out with no delay.

  This would be a minor bummer. I have to turn off Virus Barrier to get the App Store to work, but I don't use the App Store that much. With e-mail, you need it going all the time. I don't think Sparrow was bothered by Virus Barrier. The main problem that apps have with Virus Barrier are the Anti-Spyware settings, and I've turned those completely off for MailMate, so I'm not sure what other feature might be causing a problem.

  At any rate, if this turns out to be the source of most of my problems, I can stop being paranoid about Google and get on with my mail migration.

• 

  benny April 10th, 2014 @ 07:26 PM

  I don't see how the virus software could affect sending messages (unless it identifies a draft as containing a virus, but that's unlikely). I still haven't looked into the cause of the log you provided above, but it does indicate a problem in MailMate.

  Caveat: With Gmail you might experience that sending a message to yourself doesn't work. This is because Gmail cannot handle duplicate messages (a message present in both the sent messages folder and the Inbox).

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  Meindert April 15th, 2014 @ 04:27 AM

  I haven't sent enough e-mails to make a final judgment, but I'm pretty sure by now that MailMate and Virus Barrier don't play nicely with each other. Although I can get some e-mails coming in with Virus Barrier on, when I turn it off the floodgates open.

  I don't think the VPN is a problem at all. Restarting MailMate seems to unclog things a bit, but not as dramatically as turning off Virus Barrier.

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  Meindert April 17th, 2014 @ 06:16 AM

  I realize that my comment right above leaves out something important: Virus Barrier only causes problems with Google-hosted e-mail. AOL, Runbox, Dreamhost, Pair, all fine even with Virus Barrier running.

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  Tim Cramer June 1st, 2014 @ 06:08 PM

  Benny, I'm also seeing this behavior, utilizing Version 1.7.2 (3905) which I had recently upgraded to (but this issue happened prior to upgrade as well).
  I have 2 "gmail based" accounts. One is my personal account, and the other is through work.
  Personal gmail has IMAP server: imap.gmail.com, and require SSL is checked. SMTP server is smtp.gmail.com, require SSL checked.
  My work account never has the issue. Its info is nearly identical though...
  IMAP server: imap.gmail.com, Require SSL is checked
  SMTP server: smtp.googlemail.com, require SSL is checked.

  Note that this worked great with no issues for months, but now its happening daily..

  I just read through most of the ticket, if you need addiitonal info let me know!

• 

  benny June 1st, 2014 @ 09:09 PM

  @tim: First try updating to the latest beta (Software Update preferences pane). If you still have the issue then I need you to:

  1. Open the Activity Viewer (⌥⌘0) while the Gmail account is connected.
     
  2. Wait until you have seen the issue.
     
  3. Use “Help ▸ Send Server Logs” such that I can review the logs.

  Thanks in advance.

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  Tim Cramer June 2nd, 2014 @ 02:13 AM

  @benny, Thanks for the quick response. I've updated to the latest beta, opened the activity viewer, and will await the issue arising.