<html><head><meta http-equiv="content-type" content="text/html; charset=utf-8"></head><body style="overflow-wrap: break-word; -webkit-nbsp-mode: space; line-break: after-white-space;">Angelo, thank you so much for the suggestion. I gave that a try but still ended up with the same issue. Here is the log from the activity viewer:<div><br></div><div><p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:52 Clearing connection to outlook.office365.com</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Ready to run action (type: 1000, retry count: 1)</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Clearing connection to outlook.office365.com</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Trying to connect to outlook.office365.com on port 993 (CFNetwork) without STARTTLS (required)</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Resolved hostname (outlook.office365.com).</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Prepare secure connection...</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Successful connection.</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Initiating secure connection...</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Returned (4)...</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Protocol version: kTLSProtocol12</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:54 S: * OK The Microsoft Exchange IMAP4 service is ready. [XXXXXXX]</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 C: A0 CAPABILITY</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:54 S: * CAPABILITY IMAP4 IMAP4rev1 AUTH=PLAIN AUTH=XOAUTH2 SASL-IR UIDPLUS ID UNSELECT CHILDREN IDLE NAMESPACE LITERAL+</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:54 S: A0 OK CAPABILITY completed.</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Retrieving OAuth2 access token</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Access token found in keychain</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 Access token expiration time: 2023-11-20 18:09:45 +0000</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:54 C: A1 AUTHENTICATE XOAUTH2 ••••••••••</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:58 S: A1 OK AUTHENTICATE completed.</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 C: A2 CAPABILITY</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:58 S: * CAPABILITY IMAP4 IMAP4rev1 AUTH=PLAIN AUTH=XOAUTH2 SASL-IR UIDPLUS MOVE ID UNSELECT CLIENTACCESSRULES CLIENTNETWORKPRESENCELOCATION BACKENDAUTHENTICATE CHILDREN IDLE NAMESPACE LITERAL+</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:58 S: A2 OK CAPABILITY completed.</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 C: A3 ID ("name" "MailMate" "version" "r5937" "vendor" "Freron Software" "contact" "mm-imap-id@freron.com")</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:58 S: A3 BAD User is authenticated but not connected.</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 Warning: Detected Exchange IMAP server response state bug. Trying to work around it by interpreting it as a temporary connection issue.</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 Error code: 1004</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 Failed action (1000). Reset observed read/write timeouts: 8/8</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255); min-height: 13px;"><b></b><br></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 Handling reply</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 Handling request</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 Trying to disconnect nicely (8)...</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal; color: rgb(10, 96, 255);"><b>16:46:58 C: A4 LOGOUT</b></p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:58 S: * BYE Microsoft Exchange Server IMAP4 server signing off.</p>
<p style="margin: 0px; font-style: normal; font-variant-caps: normal; font-stretch: normal; font-size: 11px; line-height: normal; font-family: Menlo; font-size-adjust: none; font-kerning: auto; font-variant-alternates: normal; font-variant-ligatures: normal; font-variant-numeric: normal; font-variant-east-asian: normal; font-variant-position: normal; font-feature-settings: normal; font-optical-sizing: auto; font-variation-settings: normal;">16:46:58 S: A4 OK LOGOUT completed.</p><div><br></div><div><br><blockquote type="cite"><div>On Nov 19, 2023, at 1:02 AM, Angelo Machils <angelo@machils.org> wrote:</div><br class="Apple-interchange-newline"><div>
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<div><div style="font-family: sans-serif;"><div class="markdown" style="white-space: normal;"><p dir="auto" style="margin: 1.12em 0;">Hello,</p><p dir="auto" style="margin: 1.12em 0;">On 17 Nov 2023, at 18:55, Alex Abdo wrote:</p>
</div><div class="plaintext" style="white-space: normal;"><blockquote style="margin: 0 0 5px; padding-left: 5px; border-left: 2px solid #3983C4; color: #3983C4;"><p dir="auto" style="margin: 1.12em 0;">I’m writing to see if anyone has advice for how to troubleshoot Mailmate’s compatibility with Office365.</p>
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<div class="markdown" style="white-space: normal;"><p dir="auto" style="margin: 1.12em 0;">I had this happen in the past several times. Office365 (cloud) would work fine and then stop working suddenly. The only thing I found that would work was to completely remove the account in MailMate. Also, I had to remove the key(s) in the Apple Keychain application. Then I set it up again and it kept working (for a while).</p>
<hr><p dir="auto" style="margin: 1.12em 0;">With regards,</p><p dir="auto" style="margin: 1.12em 0;">Angelo Machils</p>
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