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Freshdesk is sending emails directly (authenticated via SPF) to Office 365 mailboxes but they are consistently being delivered to the junk folder for all recipients.

The following are the authentication results from the headers of a test / example email:

Authentication-Results: spf=pass (sender IP is 3.222.0.27)
 smtp.mailfrom=emailus.freshservice.com; mydomain.co.uk; dkim=pass
 (signature was verified) header.d=freshservice.com;mydomain.co.uk;
 dmarc=fail action=none header.from=mydomain.co.uk;compauth=fail
 reason=601

The domain's DMARC policy is currently reporting-only (p=none) so the fail shouldn't be relevant.

I had an email sent to https://www.mail-tester.com/ which reported a score of 9.1 out of 10.

I ran a summary message trace but, as of at least 2020/10/29 15:07, Exchange Online's diagnostic / analysis tools aren't working as they're reporting Unknown for every stage and Unfortunately, we aren't able to provide an analysis for this message at this time. which can be seen below: enter image description here

I ran extended summary and detailed message traces but I can't see anything useful in the detail which I've included below:

recipient_status
[email protected]##Receive, FilteredAsSpam
DefaultFolderType:JunkEmail-Mailbox Rules Agent

message_info
2020-10-28T12:14:54.304Z;SRV=DB5EUR03FT006.eop-EUR03.prod.protection.outlook.com:TOTAL-FE=0.253|SMR-PEN=0.223(RENV=0.135|REOH=0.087|SMRPROXY-PEN=0.000)|SMS=0.031;SRV=DB8PR04CA0010.eurprd04.prod.outlook.com:TOTAL-FE=0.102|SMR-PEN=0.092(RENV=0.089|SMRPROXY-PEN=0.000)|SMS=0.036(SMSC=0.027);SRV=CWXP265MB0501.GBRP265.PROD.OUTLOOK.COM:TOTAL-HUB=0.795|SMRE=0.358(CMSGC=0.323|R-CMSG=0.020)|CAT=0.396(CATOS=0.067(CATSM=0.066(CATSM-DC Pre Content Filter Agent=0.063 ))|CATORES=0.304(CATRS=0.303(CATRS-DC Pre Content Filter Agent=0.029|CATRS-DLP Policy Agent=0.020 |CATRS-DC Content Filter Agent=0.096|CATRS-Spam Filter Agent=0.103)))|D-PEN=0.014 |HSDN=0.023;SRV=LO2P265MB1629.GBRP265.PROD.OUTLOOK.COM:TOTAL-DEL=0.424|SDD=0.411(SDDPM=0.263(SDDPM-Mailbox Delivery Filter Agent=0.033|SDDPM-Conversations Processing Agent=0.172|SDDPM-Mailbox Rules Agent=0.043)|SDDSDMG=0.116(SDDR=0.116)|X-SDDS=0.281)

custom_data
S:IncludeInSla=False;S:SlaExclusionReason=EnvelopePriority;S:MailboxDatabaseGuid=6b6d3790-637d-4c8c-b42a-d5a5d73c382f;S:ActivityId=32a050c2-7924-44b7-8ba2-96a947d9ef34;S:Mailboxes=6bcc7ebc-0102-408b-9264-d10e427dbc6d;S:StoreObjectIds=AAAAALp4pq3pUXtGjo0cYcWw7BQHALzKieOJExNKot6w2wTYMk4AAAAAARwAALzKieOJExNKot6w2wTYMk4AAFsG45gAAA==;S:FromEntity=Internet;S:ToEntity=Hosted;S:P2RecipStat=0.004/1;S:MsgRecipCount=1;S:HttpRequestId=eb07df85-24da-4470-98aa-ac106c705165;S:DeliveredViaHttps=True;S:MapiMessageClass=IPM.Note;S:DeliveryLatency=1.573;S:FolderChangedRootcause=<PII:H101(ObrB0A8ZeFUko+0+aR23ay62idD1PotRmD3HXN6Rvx0=):E102(UKCempSMgnZosaCNeGGmjOG90QT+sqgm3q222qm9LFsqMRFakcMd/w0aAbYaUOafsGgyXRWLi8ZQSX5s1a8Yv90PATvhsAPnPDzj8uNivEPIuGwsFLp6n3ZpRxTnTeU8hq7q+kpZUHOK9NSFNNZbiA==)>;'S:CpuUsage=OnInitializedEvent:0.015625;PromoteCreateSession:0.015625;OnPromotedEvent:0.015625;CreateMessage:0.015625;DeliverMessage:0.046875';'S:StoreOperation=STLVRC.C:3;STDBWT.T:181;STRQD.T:44;STDBR.C:20;MCDBDBR.C:13;STDRWT.T:182;MCDBLB.T:7042;MCDBDRWT.T:3;MCDBPR.C:13;RPCDB.T:39;RPCSVR.T:39;MBLB.T:39865;MBMC.T:2;MAPI.C:351;MAPI.T:296;RPC.C:46;RPC.T:294;ROP.C:1071409217;MSCO.T:6;STQIUC.C:6;STQMT.T:160;EXR.T:293;STPPR.C:4;MB.T:294;ST.T:281;STCPU.T:80;STPR.C:16';'S:AssistantLatency=SubstrateSearchEmailItemsProcessor:0.2;ForwardContentClassificationAssistant_Filter:5.8;BigFunnelItemAssistant:2;WeveMessageProcessorB2_Filter:6.9;TeacherAnalyticsSignals_Filter:0.9;WeveMessageProcessorB2:6.3;WeveSignalV2ProcessorB2_Filter:1.1;';S:AttachCount=0;S:E2ELatency=1.576;S:DeliveryPriority=Low;S:PrioritizationReason=AS-Message-Spam;S:OriginalFromAddress=<PII:H101(soVxfaIrjUxM2Dn2phtmtopSVMAstorQz7ylqqDJz3M=):E102(dOjm4tzUyr6woI4Q5M20mRO95y5gBXPRF5uI0bRZQiufOKAXUsLXI3/IRKzjC1mwHKlb2bIKBTTB+C+7p2nYgJaLb3TKW1pS1a/boeL8P/u1ZiwKXm8fqzBmb2sDBv2+zHuCBq9G/Ckh/56vhxxz9A==)>@emailus.freshservice.com;S:AccountForest=GBRP123A002.PROD.OUTLOOK.COM

As recommended by online stuff, I have checked:

  • The Exchange Online spam filters, transport rules, etc but found nothing relevant.
  • My mailbox's inbox rules but found nothing relevant.

What could be causing this?

2
  • Why not create a transport rule for these emails to bypass spam filtering?
    – joeqwerty
    Oct 30, 2020 at 15:31
  • I'll do that as a last resort. I prefer to understand and resolve the root cause, if possible. Oct 30, 2020 at 16:06

1 Answer 1

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I have done some research, there are many people who have encountered this problem, they have already raised it in uservoice, you could vote for it.

The current solution is to create a rule to bypass spam filtering.

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