[MlMt] r7035 is great!

[Jeff Bullard]

Henry,

Thanks for all of that information. Earlier today I re-upped my license 
to the subscription model and then downloaded and installed the beta 
7037. It seems to have a bug that prevented sent messages from actually 
sending. They stayed in Drafts indefinitely and I kept getting an Error 
dialog every few minutes saying so.  Claude diagnosed the problem and 
put a workaround in place so that it is now working for me, but I’ll 
list the symptoms and the workaround description here in case it helps 
anyone else:

**Setup**
- MailMate 3.0 beta r7037, upgraded from r6272 (which worked). macOS 26 
(Darwin 25.6).
- Single Office 365 account, OAuth2 for both IMAP and SMTP.
- IMAP: outlook.office365.com:993, SSL required.
- SMTP: smtp.office365.com:587, port selection manual, SSL required.

**Symptoms**
- Sent messages stay in Drafts and are never submitted.
- The SMTP section of the Activity Viewer stays empty, and no errors are 
shown.
- On quit, MailMate hangs on "Closing server connections… 2 active 
SMTP connections" and has to be force-quit.
- IMAP is unaffected: fetching, IDLE and syncing drafts all work.

**Diagnosis**
- MmDebugConnect shows the SMTP connection stalling after 
attempt_connect: smtp.office365.com, port: 587. It eventually logs:
   Failed connecting: smtp.office365.com, port: 587, starttls: 0
- netstat shows several established connections to port 587. Each has 
129 bytes in its receive queue that are never read: the server's 
plaintext 220 … Microsoft ESMTP MAIL Service ready greeting. MailMate 
appears to be treating 587 as implicit TLS (starttls: 0) and waiting for 
a TLS handshake that the server never starts.
- The server itself is fine: openssl s_client -connect 
smtp.office365.com:587 -starttls smtp completes a TLS 1.3 handshake 
normally.
- IMAP connections on 993 (implicit TLS) go straight on to XOAUTH2 
authentication without trouble.

**Workaround**
defaults write com.freron.MailMate MmNetworkFrameworkEnabled -bool NO

After a relaunch, SMTP reads the greeting, does STARTTLS, and logs in 
with XOAUTH2. All the queued messages sent, and quitting no longer 
hangs.

Jeffrey W Bullard PhD | FACerS | FWAS
Department of Materials Science and Engineering
Zachry Department of Civil and Environmental Engineering
Texas A&M University
3136 TAMU
College Station, Texas 77843

On 28 Sep 2026, at 14:42, Henry Seiden wrote:

> Hi Jeff,
>
> The [main MM page](https://freron.com/) sadly takes you to old an v2 
> download place. V2 works, though it’s not the latest builds. Perhaps 
> this is the Dev’s conundrum? Installations of later 2.0 versions do 
> NOT show 3.0 versions.
>
> You may choose to update to v3.0 Test Builds series to at least 
> install the acknowledged “beta” version there using the 
> developer’s [MM sub-archive index 
> page](https://updates.mailmate-app.com/sub/archives/). Everything in 
> this series is also listed as “PreRelease” going forward.
>
> Perhaps you’d only like the latest “Beta” in the series? If you 
> are supporting the development it may be a good idea to know what is 
> being developed? You will find the official beta version is 3.0(7024) 
> available (check for new builds by not holding down the ⌥ key) after 
> installing any 3.0 Build.
>
> SFAIK, from my look back at original Status pages, no further 
> development has been done on MM V2.0 since 2.0(r6292) in 25OCT2025. 
> Many people still use it, I suppose. However new MacOS development has 
> outpaced this version and other server development as well over the 
> last year! You should also look at the pricing info on the Home Page.
>
> For unknown reasons, the Developer posted the directions about the 
> version upgrade to this site back at the time he started it (SEP2026) 
> in this forum and has not repeated it. The Release Notes are updated 
> nicely for each later 3.0 build release. Suppose the hope is that 
> Forum pages will help spread the word.
>
> After your installation, you can update by holding down the ⌥ 
> (option key) when clicking on menu>MailMate>Check for Update to get 
> latest builds, of which the latest is now the r3037 build (in 
> sequence). I haven’t gotten to this version yet.
>
> HIH.
>
> Respectfully,
>
> Henry Seiden
> - -
> Techworks Pro Co.
> E: info<at>techworkspro<dot>com
> W: http://techworkspro.com
>
> On 28 Sep 2026, at 10:23, Jeff Bullard via mailmate wrote:
>
>> I’m sorry to ask what is probably a dumb question, but where are 
>> you getting updates? I am currently at 6272. When I check for 
>> updates, either through MM or online at freron.com, I can’t see 
>> anything that is more recent than 6272. Please advise.
> _______________________________________________
> mailmate mailing list
> Unsubscribe: https://lists.freron.com/listinfo/mailmate
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