Outlook crashes when sending encrypted email using GpgOL add-in

When I try to send an email using GpgOL as an add-in in Outlook, the email fails to send and Outlook crashes.
Has anyone else experienced the same issue? I believe this is a bug that needs to be fixed.

Software Version:

  • Microsoft® Outlook® for Microsoft 365 MSO (version 2502 build 16.0.18526.20546) 32 bit
  • GpgOL 2.6.1 (I also tried “2.6.4 beta version” but wrong)

Hi @saku44, do you have any other add-ins installed? There are some incompatible ones that prevent GpgOL from working as expected.

Hi @cklassen Thank you for your checking. I know that and We don’t have it. Just in case, I’ve tried it when disable other add-ins, but same.

What other possibilities do you think there are?

Hi @saku44, without more information from your side we can only say that something is different in your Outlook setup from our test-systems.

Does Outlook crash on sending S/MIME or OpenPGP encrypted mails or both? For every mail? What are you GpgOL settings?
Most of those are shown in Kleopatra: “Extras” → “Show GnuPG configuration”, so the whole output given there would be a start.
You can search and replace the user name and other info you don’t want to publish with XXX or so.

If your crash is as easily reproducible as it sounds, a gpgol log would be the next step.

Hi @eebb , glad your asking.

>Does Outlook crash on sending S/MIME or OpenPGP encrypted mails or both? For every mail? What are you GpgOL settings?
→ Yes, I’ve occured both case, and it happens any emails if using GpgOL as add-in.
The setting is following:
(Acutually, It does also crash when checked “Automation“, so I was uncheking it)

And attached the GpgOL log(masked PII). Could you check details of them?

gpgol_log.txt (2.5 MB)

@cklassen @eebb
Hi both, thank you for cooperation.
After further investigation, I found that changing the OS to English improved this issue.
So I think, this cause is Multi byte code as like Japanese(Shift JIS, UTF-8).

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Hello @saku44, thank you for that information!
We will check this out.

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