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jtara

macrumors 68020
Original poster
Mar 23, 2009
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536
I've been a long-time user of Postbox in the past, having gone to Postbox from Eudora. Was pretty happy with Postbox until their recent rewrite which left out 3rd-party plugins. I kept the old version, but a rebuild of my Mac Mini (my SSD that I'd replaced the original Fusion drive with died, I put in a new 2TB SSD) put the nail in the coffin, and I never reinstalled Postbox.

I have work and personal email hosted by Rackspace which I am happy with, and it support Exchange ActiveSync. On my Mac Mini, I'm currently just using their WebMail, which is not a great experience. I like that I can set up some filtering on their server, and have mail moved to different folders based on keywords. And they have decent spam filtering, though not quite enough.

I currently use Apple Mail on iPhone and iPad.

Really, I only used a couple of Postbox plugins - Markdown Here, and SpamSieve. SpamSieve was good for dealing with the spam that got through the Rackspace filtering, and it worked for me since my Mini is "always on". But maybe I should consider a cloud solution for additional spam filtering. I wouldn't trust a third-party service, but I could install something on IBM Cloud.

I am a mobile app developer, I write iOS and Android apps using a hybrid platform. And I use IBM Cloud for some backend stuff.

Besides my primary personal and business accounts, I have a couple of GMail accounts that I don't use actively, but are required e.g. for Android development, for my Android test devices, for some "login with Google" sites, etc. As well, from time to time a client might give me one of their company accounts for doing business. This would typically either be a GMail account or an Outlook or Exchange account - usually "branded" with their domain.

Would love it if there were an app for both Mac desktop and iOS that will support Exchange ActiveSync and doesn't require handing over credentials to a third party. As well, it at least needs to support Markdown either inherently or via a plugin. It might be nice if the desktop version supports SpamSieve. (I think, though, one can configure SpamSieve as a local filtering server). But willing to go with some other spam solution.

Encrypted mail would be great, which is why I was looking at Canary Mail. Not very familiar with how encrypted mail works, I assume you establish trust via either some secure exchange or (most often) via URL published in signature, and then after that it knows to encrypt mail to that correspondent, right? As a software developer, i should be doing this, as well as signing my git commits, I think I need to get that Round Tuit.

Reliable push is desired for the Exchange ActiveSync accounts, but not important for the others.

Maybe I should just swallow hard and use Outlook? I do already have an Office 365 subscription, and do use Word/Excel on Mac.

Does Outlook support encrypted mail? Markdown?

Other ideas?

Most important thing for desktop is ability to do quick search locally and have all messages downloaded locally.
 

jtara

macrumors 68020
Original poster
Mar 23, 2009
2,008
536
Ruled out Canary Mail, I found it very disappointing. It doesn't give very precise error messages.
 

konqerror

macrumors 68020
Dec 31, 2013
2,298
3,701
Maybe I should just swallow hard and use Outlook?

Outlook for Mac doesn't support EAS. It uses EWS or the new cloud REST protocol. Thus, it only works on real Exchange servers.

Also, Apple's native clients have a non-standard way of handling Exchange servers with modern auth which may send your credentials to Apple; it's not well documented.
 
Last edited:

mj_

macrumors 68000
May 18, 2017
1,618
1,281
Austin, TX
Outlook for Mac doesn't support EAS. It uses EWS or the new cloud REST protocol. Thus, it only works on real Exchange servers.
Are you sure about that? I used Outlook 2019 with a Kerio Connect server until just a few weeks ago, and as far as I know Kerio Connect only supports EAS and not EWS. I still have a connection to the server for calendars and contacts and while it is listed as "Office 365/Exchange" account I am fairly certain it is in fact an Exchange ActiveSync connection over HTTPS.
 

konqerror

macrumors 68020
Dec 31, 2013
2,298
3,701
Are you sure about that? I used Outlook 2019 with a Kerio Connect server until just a few weeks ago, and as far as I know Kerio Connect only supports EAS and not EWS.

Kerio Connect apparently supports EWS and MAPI (for Windows Outlook). So I probably should have said it doesn't support EAS-only cloud services.
 
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jtara

macrumors 68020
Original poster
Mar 23, 2009
2,008
536
So, I put Canary Mail back in the running.

I downloaded the current PostBox, but disappointed it has no built-in Markdown capability, nor is there a Markdown add-on.

I see PostBox 7 now does support third-party add-ons, but I think they have to be "approved". Markdown Here is not supported, and I see that is a dead project anyway.

The "labs"/addon-ons page is a bit confusing - you can enable add-ons from PostBox (only one right now is some cloud service connector) or download add-ons from third parties. There are currently only 3 of those. One is Enigmail. Strange that they only provide a link to download, not to the documentation or information page.

Canary Mail at least has built-in Markdown, as well as built-in encryption support.

I've eliminated one of my Canary Mail objections - the need to give credentials to a third party for "push".

As it turns out, this is NOT needed for desktop connection to an Exchange server. In fact, the option doesn't even exist. I believe the desktop app just maintains a socket with the Exchange server. I'd guess this actually is true for any IMAP server as well?

Anyway, I ran some tests, I sent some test mail from my iPad (Apple Mail client). It's shown just SLIGHTLY earlier in Postbox vs Canary Mail.

Major disappointment: it doesn't render it's OWN composed Markdown correctly! Maybe there is some configuration (preferences) needed? I used some simple Markdown, Heading 1, Heading 2, Heading 3, a short numeric list, and a sentence with emphasis ** and fixed-width `` backticks.

Everything was properly rendered in the Canary Mail editor. But the received message didn't apply heading styles. It did render the list with proper numbering (I used 1. for all lines as a test, it showed as 1, 2, 3 so passed). The ** emphasis worked, but not the backticks.

So, OK, once the mail is sent, it is no longer markdown, but HTML. Maybe I have to choose some style sheet? Why would they default <h1> <h2> etc to no styling?
 
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