Best practices for formatting Mac Mail messages that will be sent to people using Outlook?

We all know that when you write an email on a Mac (or iOS) WYSIWYG. However, when someone opens your email on Outlook all your hard work formatting it and making it easy to read, is lost. For example, Outlook users can't see (or can't recognize) your carefully quoted text. If you accidentally used an inline image (even with format for Windows setting turned on) your email will be truncated. I'm sure there are other incompatibilities. So I'm curious to know:


What are your formatting related best practices when you know your audience will be reading your emails using Outlook?


  • Don’t use inline images (always put them at the end)
  • Manually color any quoted text (I use grey for clarity)
  • Don't expect bullets to work? (Is this right? I usually just use ASCII characters for my bullets anyway)
  • Other best practices?


Posted on Sep 19, 2020 2:01 PM

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13 replies

Sep 29, 2020 8:58 PM in response to DanaKirsch

Here's another example. When I reply to a message, in Mac Mail it shows up in a nice purple font, and is clearly highlighted with a pipe in front of it. This makes it easy to reply "inline". However, readers viewing this message in Outlook get lousy formatting cues so they can't figure out where the reply is. That's why when they reply they use obnoxious red font and it's directly inline with the paragraph in question. Sorry but I couldn't possibly switch to using Outlook - it would hurt my soul.


anyone got any suggestions how to automatically format emails so that my inline reply is legible to Outlook users?

Sep 30, 2020 8:32 AM in response to DanaKirsch

DanaKirsch wrote: Here's another example. When I reply to a message, in Mac Mail it shows up in a nice purple font, and is clearly highlighted with a pipe in front of it. This makes it easy to reply "inline". However, readers viewing this message in Outlook get lousy formatting cues so they can't figure out where the reply is.

Do you have a screen shot of that Outlook experience? It might help for trying to figure out whether Mail has any way to avoid it...

Sep 30, 2020 8:41 AM in response to Tom Gewecke

Tom Gewecke wrote:


BobTheFisherman wrote:

The format of email is under the control of the recipient. ... I and many others will not allow your formatting to be displayed in our email client, Outlook or any other.
I'm not familiar with any way to have Apple Mail display only plain text out of the box, you normally always see the html rich text formatting decided by the sender. Do you have some kind of add on for that?

On the other hand, Apple Mail by defaut always sends plain text.

This is one reason many do not use the feature-deficient Mail client.

Sep 30, 2020 9:22 AM in response to BobTheFisherman

BobTheFisherman wrote:




Here is how Outlook controls received email format.
https://support.microsoft.com/en-us/office/read-email-messages-in-plain-text-16dfe54a-fadc-4261-b2ce-19ad072ed7e3

Yes, you have certainly made your point. I am sure some people do use that setting, but a very large number also do not. DanaKirsch is asking how, for those that do not, a Mail using sender can best avoid mess-up formatting at the other end.

Sep 30, 2020 8:20 AM in response to DanaKirsch

I'll try again. The format of email is under the control of the recipient. This does not only apply to Outlook users. You can send all the purple text you want to me and thousands of others and we will not see your purple text. Email is not a word processing app it does not contain the formatting functionality of word processors. Email is insecure and can contain web bugs (beacons) and other intrusive capability. This is why I and many others will not allow your formatting to be displayed in our email client, Outlook or any other.

Sep 30, 2020 8:25 AM in response to BobTheFisherman

BobTheFisherman wrote:

The format of email is under the control of the recipient. ... I and many others will not allow your formatting to be displayed in our email client, Outlook or any other.

I'm not familiar with any way to have Apple Mail display only plain text out of the box, you normally always see the html rich text formatting decided by the sender. Do you have some kind of add on for that?


On the other hand, Apple Mail by defaut always sends plain text.

Sep 30, 2020 8:45 AM in response to Tom Gewecke

Tom Gewecke wrote:


DanaKirsch wrote: Here's another example. When I reply to a message, in Mac Mail it shows up in a nice purple font, and is clearly highlighted with a pipe in front of it. This makes it easy to reply "inline". However, readers viewing this message in Outlook get lousy formatting cues so they can't figure out where the reply is.
Do you have a screen shot of that Outlook experience? It might help for trying to figure out whether Mail has any way to avoid it...

It is up to the recipient. The sender can not "avoid" the recipient's settings. If you as a sender could bypass my settings I would block all email coming from you.


Here is how Outlook controls received email format.

https://support.microsoft.com/en-us/office/read-email-messages-in-plain-text-16dfe54a-fadc-4261-b2ce-19ad072ed7e3

Sep 30, 2020 10:44 AM in response to BobTheFisherman

BobTheFisherman wrote:

He has no clue who or how many of his recipients are setting their email client to meet their needs or what those needs are.

In the real world, vast numbers of users exchange large volumes of email in environments where they know their audience is using outlook not set to display only plain text, and if these users would use outlook themselves they could normally be sure their audience would see their formatted email as they intended. But it happens they hate outlook and want to use Mail, so things are harder....

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Best practices for formatting Mac Mail messages that will be sent to people using Outlook?

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