My client has been using the email gateway for some years now.
About 6 months ago my client reported that emails would not send, they received a message saying Cannot send this item.After investigating I found it related to long URL's, once an email chain gets so long the links block the reply emails being sentWe use TOC via the email gateway, this is the cause of the issue as it rewrites the URL every time an email is sent even though it rewrote them previously.MS released a fix for this in April:https://www.bleepingcomputer.com/news/microsoft/microsoft-fixes-outlook-cannot-send-this-item-email-bug/This didn't resolve the issue my client is having, the fix may have been for 365 TOC.I have logged cases with support but not got anywhere, has anyone else seen this problem?
Hello! We're having the same issue. This does not have to do with signatures but more so URL's in the email. For example, our client gets invoices from ebay. Their invoice email has several URL's. The…
Same problem here. All solutions from this thread tested but didn't help. Support case raised three months ago and stuck. I decided to disable ToC Protection and decrease the security to provide usability. Has anyone solved this other way?
Yeah, there wasn't any working solutions in this thread. This still happens.
We have an upcoming code release that helps reduce the size of the URL when rewritten. The character limit is known issue. We expect the fix to be available in the next 60-90 days, if we can deliver it sooner we will. As I get more details I will update this thread.
Has this changed at all?
No, it has not.
This is still an active issue.
You may consider to fill the URL allow list with trusted services like:*.safelinks.protection.outlook.com*.protection.sophos.com*.trendmicro.comsecure-web.cisco.comurldefense.proofpoint.comYou may get any other problematic services by decoding the rewritten URLs. The process is described in article: support.sophos.com/.../KB-000040928
A partial fix for URL's rewritten that traverse from one Sophos Customer in a region to another Sophos customer in another region has been implemented. The complete fix for all rewritten URL's is still under development/testing and expected by end of year.