Breaking DKIM Alignment - ZOHO, HOW ABOUT A RESPONSE?!?!

Breaking DKIM Alignment - ZOHO, HOW ABOUT A RESPONSE?!?!

I've emailed Zoho about this crucial issue and haven't received a response. If we can't get our Zoho email to pass DMARC alignment because Zoho is breaking DKIM by modifying our emails, and if Zoho Support won't respond in a timely manner, we'll take our paid email plan elsewhere.

So, for a third time:
-----------------------------------------------------------
 I'm not getting DKIM alignment because of an error (signature did not verify) and a warning (l= tag included).

Upon further testing, I can see what is happening.  I sent test emails using Postbox and Outlook email clients, as well as from Zoho.com. I have found that Zoho.com and Outlook submitted emails both produce the above errors, while email sent using Postbox software yields full alignment (aside from the warning of the l= tag).  

Looking at the source code for all emails, I can see that Zoho and Outlook both break DKIM.  Zoho.com and Outlook modify the headers in transit - either changing the Content-Type or adding HTML, or both. Note, these are both emails sent from @MyDomain.com to a single recipient email (no forwarder/alias address).

This email sent from Zoho.com (also note broken quotations ["]:
DKIM-Signature: v=1; a=rsa-sha256; q=dns/txt; c=relaxed/relaxed; t=1572288084; s=zoho; d=MyDomain.com; i=me@MyDomain.com; h=Date:From:To:Message-Id:Subject:MIME-Version:Content-Type; l=620; bh=OeBT59YcrAZlNfvyrNpNHTYNlwfijzx1kaCbNGRwns4=; b=D3Vo8zs746N44c9tFwtaHpkhztB9a75OyzqKIdTVsnRQ8C2HlJtKXFD0wnjPfvvK UdRZMFq0+E3XbG55B9nmLWtGa36UbGII+VSNKxCxcKZrqXobWu0sBumGMhqMcHpOEEJ qoRI+GHt6LxlRUErxNPquNZ8x34DWHtXJCkqgdDM=

Received: from mail.zoho.com by mx.zohomail.com with SMTP id 1572288077891884.3493464741894; Mon, 28 Oct 2019 11:41:17 -0700 (PDT)
Date: Mon, 28 Oct 2019 11:41:17 -0700
From: MyDomain me <me@MyDomain.com>
To: personalemail <personalemail@gmail.com>
Subject: SL Zoho to Gmail
MIME-Version: 1.0
Content-Type: multipart/alternative; boundary="----=_Part_1442111_619895866.1572288077890"
X-Priority: Medium
User-Agent: Zoho Mail
X-Mailer: Zoho Mail

------=_Part_1442111_619895866.1572288077890
Content-Type: text/plain; charset="UTF-8"
Content-Transfer-Encoding: 7bit

Testing this out once again...

------=_Part_1442111_619895866.1572288077890
Content-Type: text/html; charset="UTF-8"
Content-Transfer-Encoding: 7bit

<!DOCTYPE html PUBLIC "-//W3C//DTD HTML 4.01 Transitional//EN"><html><head><meta content="text/html;charset=UTF-8" http-equiv="Content-Type"></head><body ><div style="font-family: Verdana, Arial, Helvetica, sans-serif; font-size: 10pt;">Testing this out once again...</div><br></body></html>
------=_Part_1442111_619895866.1572288077890--

This email sent via Outlook:
DKIM-Signature: v=1; a=rsa-sha256; q=dns/txt; c=relaxed/relaxed; t=1572285895; s=zoho; d=MyDomain.com; i=business@MyDomain.com; h=From:To:References:In-Reply-To:Subject:Date:Message-ID:MIME-Version:Content-Type; l=2911; bh=55oF+Vtr7xAyCI+9fEOOLbGjyfa0E52iy36tJ5PPlFg=; b=Wdn3LaXGjO+zhoTR2EGR6DTJX+LVldSDEmWTdTm4gIQH3tLIzyTVwLe89UfbnfHF c5FFA6RUBPi+kxJd5qWA/Ek51MBizguuIO1rxckZfNT31UDp0tipm1LZj32J5MEvUpV i2YndTwcRMGokvyfNckz/J0WNBxXen0nDbV2W/X4=
Received: from MyPC (22.222.22.22 [22.222.22.22]) by mx.zohomail.com with SMTPS id 1572285893509749.9206635065016; Mon, 28 Oct 2019 11:04:53 -0700
Subject: SL Outlook to Gmail
Date: Mon, 28 Oct 2019 14:04:51 -0400
Message-ID: <009001d58dba$3290edd0$97b2c970$@MyDomain.com>
MIME-Version: 1.0
Content-Type: multipart/alternative; boundary="----=_NextPart_000_0091_01D58D98.AB7F9BF0"
X-Mailer: Microsoft Outlook 16.0
Thread-Index: AQMrjcYI76YKJTL13jlnlC+Yh/R+xaTEWLRw
Content-Language: en-us
X-ZohoMailClient: External

------=_NextPart_000_0091_01D58D98.AB7F9BF0
Content-Type: text/plain; charset="utf-8"
Content-Transfer-Encoding: 7bit

Sent: Monday, October 28, 2019 2:01 PM
Subject: SL Outlook to Gmail

Testing testing testing

------=_NextPart_000_0091_01D58D98.AB7F9BF0
Content-Type: text/html; charset="utf-8"
Content-Transfer-Encoding: quoted-printable

<html xmlns:v=3D"urn:schemas-microsoft-com:vml" xmlns:o=3D"urn:schemas-micr=
osoft-com:office:office" xmlns:w=3D"urn:schemas-microsoft-com:office:word" =
//www.w3.org/TR/REC-html40"><head><meta http-equiv=3DContent-Type content=
=3D"text/html; charset=3Dutf-8"><meta name=3DGenerator content=3D"Microsoft=
 Word 15 (filtered medium)"><style><!--
/* Font Definitions */
@font-face
=09{font-family:"Cambria Math";
=09panose-1:2 4 5 3 5 4 6 3 2 4;}
@font-face
=09{font-family:Calibri;
=09panose-1:2 15 5 2 2 2 4 3 2 4;}
/* Style Definitions */
p.MsoNormal, li.MsoNormal, div.MsoNormal
=09{margin:0in;
=09margin-bottom:.0001pt;
=09font-size:11.0pt;
=09font-family:"Calibri",sans-serif;}
a:link, span.MsoHyperlink
=09{mso-style-priority:99;
=09color:#0563C1;
=09text-decoration:underline;}
a:visited, span.MsoHyperlinkFollowed
=09{mso-style-priority:99;
=09color:#954F72;
=09text-decoration:underline;}
p.msonormal0, li.msonormal0, div.msonormal0
=09{mso-style-name:msonormal;
=09mso-margin-top-alt:auto;
=09margin-right:0in;
=09mso-margin-bottom-alt:auto;
=09margin-left:0in;
=09font-size:11.0pt;
=09font-family:"Calibri",sans-serif;}
span.EmailStyle18
=09{mso-style-type:personal;
=09font-family:"Calibri",sans-serif;
=09color:windowtext;}
span.EmailStyle19
=09{mso-style-type:personal-reply;
=09font-family:"Calibri",sans-serif;
=09color:windowtext;}
.MsoChpDefault
=09{mso-style-type:export-only;
=09font-size:10.0pt;}
@page WordSection1
=09{size:8.5in 11.0in;
=09margin:1.0in 1.0in 1.0in 1.0in;}
div.WordSection1
=09{page:WordSection1;}
--></style><!--[if gte mso 9]><xml>
<o:shapedefaults v:ext=3D"edit" spidmax=3D"1026" />
</xml><![endif]--><!--[if gte mso 9]><xml>
<o:shapelayout v:ext=3D"edit">
<o:idmap v:ext=3D"edit" data=3D"1" />
</o:shapelayout></xml><![endif]--></head><body lang=3DEN-US link=3D"#0563C1=
" vlink=3D"#954F72"><div class=3DWordSection1><p class=3DMsoNormal><b>From:=
</b> business@MyDomain.com &lt;business@MyDomain.com&gt; <br><b>Sent:=
</b> Monday, October 28, 2019 2:01 PM<br><b>To:</b> 'personalemail@gmail.com' =
&lt;personalemail@gmail.com&gt;<br><b>Subject:</b> SL Outlook to Gmail<o:p></o=
:p></p><p class=3DMsoNormal><o:p>&nbsp;</o:p></p><p class=3DMsoNormal>Testi=
ng testing testing<o:p></o:p></p></div></body></html>
------=_NextPart_000_0091_01D58D98.AB7F9BF0--


and fully aligned email sent from Postbox:
DKIM-Signature: v=1; a=rsa-sha256; q=dns/txt; c=relaxed/relaxed; t=1572282880; s=zoho; d=MyDomain.com; i=me@MyDomain.com; h=To:From:Message-ID:Subject:Date:MIME-Version:Content-Type:Content-Transfer-Encoding; l=2528; bh=wh6E9+UkredgM9cAiQ5v/ylrQjZi6SIluliT5hWHoW0=; b=PelPzzFJ1kKV9hX+QaZ1cJVBLXsbVA2gJSrxT9oudwMW2WNUUQmL427aNhDHZ1vJ J13mdMYJ+SAAQDulrXz3aNYqCMEV+M/orRBNMYADG97CKUusMjItveOf3aC1eZ+s5uD +lgUrOxIXfTP2BTPj2MxXeSJXtyBbIkzUKWhgU6Y=
Received: from [111.111.1.11] (22.222.22.22 [22.222.22.22]) by mx.zohomail.com with SMTPS id 1572282879750898.4677175428585; Mon, 28 Oct 2019 10:14:39 -0700 (PDT)
From: MyDomain <me@MyDomain.com>
Subject: SL Postbox to Gmail
Date: Mon, 28 Oct 2019 13:14:37 -0400
User-Agent: Mozilla/5.0 (Windows NT 10.0; WOW64; rv:52.0) Gecko/20100101 PostboxApp/7.0.7
MIME-Version: 1.0
Content-Type: text/html; charset=utf-8
Content-Language: en-US
Content-Transfer-Encoding: quoted-printable

<html theme=3D"tangaroa"><head>
<meta http-equiv=3D"content-type" content=3D"text/html; charset=3Dutf-8"></=
head><body
 style=3D"font-family: Tahoma; font-size: 14px;" text=3D"#000000">
<div style=3D"font-size: 14px;font-family: Tahoma;">Testing once again<br><=
div
 class=3D"moz-signature"><br>
=09
=09=09
<title></title>

=09
=09
=09=09
<hr style=3D"text-align:left;margin-left:0;width:400px;height:=20
12px;border: 0;box-shadow: inset 0 12px 12px -12px rgba(48, 51, 113,=20
1);">
=09=09
<div style=3D"height:10px;">
=09=09=09=C2=A0</div>

=09=09
<div>
=09=09=09<img=20
ng"><br>
=09=09=09<span style=3D"font-family:lucida sans unicode,lucida=20
grande,sans-serif;"><span style=3D"font-size: 14px; font-weight: bold;"><em=
>Tara</em>
 | </span><span style=3D"color:#696969;"><span style=3D"font-size: 14px;">S=
tarlinks
 Gifts</span></span></span>
=09=09=09<div style=3D"padding-top: 3px;">
=09=09=09=09<span style=3D"font-size:12px;"><span style=3D"font-family:luci=
da sans=20
unicode,lucida grande,sans-serif;"><a a=3D""=20
href=3D"mailto:me@MyDomain.com"=20
style=3D"font-family:'Lato',arial,sans-serif;color:#404040;font-size:13px;t=
ext-decoration:none;">me@MyDomain.com</a></span></span></div>
=09=09=09<div style=3D"padding-bottom:5px;">
=09=09=09=09<span style=3D"font-size:12px;"><span style=3D"font-family:luci=
da sans=20
unicode,lucida grande,sans-serif;"><a=20
style=3D"color:#870ee3;font-size:13px;text-decoration:none;font-family:'Lat=
o',arial,sans-serif;"
 target=3D"_blank"><span style=3D"color:#303371;"><span>Shop MyDomain </sp=
an></span></a></span></span></div>
=09=09=09<table style=3D"border-spacing: 0px;max-width:108px;">
=09=09=09=09<tbody>
=09=09=09=09=09<tr>
=09=09=09=09=09=09<td style=3D"background-color:#303371;border-radius:20px"=
=20
align=3D"center" height=3D"20" width=3D"20" valign=3D"middle">
=09=09=09=09=09=09=09<a href=3D"https://www.facebook.com/MyDomain/" target=
=3D"_blank"><img
=20
ebook.png"
 style=3D"max-width:20px;max-height:12px;vertical-align: middle;"></a></td>
=09=09=09=09=09=09<td width=3D"5">
=09=09=09=09=09=09=09=C2=A0</td>
=09=09=09=09=09</tr>
=09=09=09=09</tbody>
=09=09=09</table>
=09=09</div>

=09=09
<p>
=09=09=09=C2=A0</p>

=09

</div></div>
</body>
</html>


So, Zoho email via Postbox signs the Content-Type AND Content-Transfer-Encoding. 
Zoho email via Zoho.com and Outlook signs only the Content-Type, then changes the encoding, and changes the email to multi-part emails. 

Yes, I have tried changed the encoding in both Zoho AND Outlook, but regardless of what I set them too, this issue replicates.  

Please research and advise asap, thank you.

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                                                                                                              I have been a user for many years of a free plan on Zoho Invoice for my personal consulting business. I recent upgraded my organization to Books since some of the additional functionality looked useful to me, and played around with the free trial for

                                                                                                            • 🎉 Dynamic Org Chart for Zoho CRM Extension Published [2025]

                                                                                                              Hey Zoho CRM Community! We're thrilled to unveil our latest Zoho extension:🥁 Dynamic Org Chart for Zoho CRM 🎊 This extension is now available to transform the way your teams visualize, manage, and interact with org chart directly inside any Zoho CRM's

                                                                                                            • Detailed General Ledger has problem of exporting out to excel and missing ledger details for some accounts

                                                                                                              I have been encountering some problems generating Detailed General Ledger report with Zoho books. Firstly, I cannot export out the report of Detailed General Ledger to Excel. It will show this error message "invalid value passed for sort column", and

                                                                                                            • Upload a file to a File Upload Field through API

                                                                                                              Hello, Is there any way to upload a file to a custom file upload field in a module when doing an Update using the Record API? I've found and I am able to upload files to attachments but I don't know how to upload them to a field. I've checked the documentation at  https://www.zoho.com/crm/help/api/v2/#update-specify-records but the File Upload field type does not appear in the examples. Thanks

                                                                                                            • Kaizen #131 - Bulk Write for parent-child records using Scala SDK

                                                                                                              Hello and welcome back to this week's Kaizen! Last week, we discussed how to configure and initialize the Zoho CRM Scala SDK. This week, we will be exploring the Bulk Write API and its capabilities. Specifically, we will focus on executing bulk write

                                                                                                            • Automatic pricing feature for sales orders

                                                                                                              I am currently setting up my Zoho Inventory system and would like to implement an automatic pricing feature for sales orders. We have created a custom field called "brandline" for our items. All products with the same brandline value should have the same

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                                                                                                              I have been using Zoho books successfully to submit quarterly VAT returns. Without reason I have lost that facility. I have followed all available instructions eg going into settings, taxes, VAT etc. without success. My registration number is there and

                                                                                                            • How to automatically schedule a meeting After Blueprint Transition

                                                                                                              As part of our sales process, we require a technician to go to the customer's site and perform an installation prior to advancing to the next stage of the blueprint.  So this will require (a) scheduling a meeting for the technician to visit the customer's site and (b) a reminder phone call the day before the scheduled meeting. As I'm designing the Deal Blueprint, I see that I can automatically add a Task to the deal, but I can't add a Meeting or a Call. What am I missing?  There seem to be 3 types

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