MacAttorney, the FREE Newsletter for Macintosh Using Attorneys


1) Email Clients

2) Email Utilities

3) Email Archiving Programs

4) Dealing With "winmail.dat" Attachments

5) Other Web Sites By Randy B. Singer

6) About The Author Of This Web site

Macintosh Email Software

By Randy B. Singer

The Macintosh OS comes with a very competent email client: Mail.  Mail is by far the most popular email client among Macintosh users…but it isn’t popular with all of them.  Recent versions of Mail have eschewed the familiar interface that many users preferred, and there have been some notable bugs in Mail.  The worst of these bugs has been an unfortunate tendency for Mail under Catalina to lose some users’ data.

So, a certain number of Macintosh users have been in the market for a different email client.  One that is more stable,  or one with a nicer interface or which includes esoteric features, or maybe simply one that is better supported than Apple’s Mail.  (Sometimes small developers can deliver really quickly in response to bug reports or requests for new features.)

This Web site lists all of the third party (non-Apple) email clients that I know of that are currently available for download.

There are now 33 email clients available for the Macintosh!

★★★ These applications/services have been especially popular with users and/or reviewers and might be worth extra consideration. Note that this is not a review site.  Products without this mark are likely to still be excellent, and any one of them might be the perfect choice for your needs.  Most offer a free demo.  Checking out the free demo of a few likely candidates is probably the best way to choose the right program for you.

These applications are basicly front ends for Google services.

(NOTE: Any discrepancies between the prices listed here, and the pricing on the developer's Web site, or the Apple Store, are irrelevant.  The price you should expect to pay for a product is the one that the developer asks you to pay, not the one listed here.)


AirMail ($3/month or $10/year subscription, or $59 flat fee)
(Supports both POP and IMAP.  AirMail will connect to an Exchange server.)

Alpine (free)
(Not plug and play.  Requires some building.)

Blue Mail (free/$60/year)
(Handles IMAP, POP, or Exchange accounts.
Integrated calendar.  Windows and iOS versions available.)

Boxy ($29/year)
(Mac app that serves as a front-end for Gmail, Google Calendar, Google Keep, and Google Contacts.)

Canary ($20)
(Does encrypted mail. Works with Exchange. IMAP only.)

Clovery (free/$25)
(Clovery lets you run Google services, including Gmail, Google Calendar, Google Chat, Google Meet, Google Tasks, Google Keep, Google Drive, YouTube, YouTube Music and more in a single place.)

EasyMail (free)
(Stand alone front end for Gmail.)

eM Client
(Supports both POP and IMAP.  Works with Exchange.  Includes calendar, tasks, contacts, notes and chat! Offers encryption and templates.  Free version doesn't include all features but is still quite nice.)

Fastmate (free)
(Macintosh version of Fastmail.  Designed to be easy to use, secure, and to help with e-mail clutter.)

FoxMail (free)
(Exchange-compatible email client.)

GyazMail ($18)  ★★★
(Supports both POP and IMAP.  Very much like a slightly older version of Apple’s Mail that many users still pine for.  Stable and well supported.
Web site hasn’t been updated much for years, but application is fully up to date.)

Hey ($99/yr, includes e-mail hosting and e-mail address)
(Includes spam filtering and blocks trackers.
Search through file attachments visually.
Cross platform and iOS versions available.)

Inky (several versions-subscription)
(Inky offers a version that will connect to an Exchange server. IMAP only. Uses encryption for high security.
Designed and priced for large offices.)

Kiwi for Gmail (free/$30)
(Gmail and Google Suite for the desktop.)

Mail for Gmail (free)
(Free stand-alone desktop front end for Google's Gmail.)

Mail Pilot (monthly fee)
(IMAP only.)

MailMate ($50) ★★★
(IMAP only.  Lots of previous Eudora users say good things about this program.)

MailSmith (free)

MailSpring/Pro (free/subscription)
(IMAP only.)

Mimestream (free while in beta)
(A Mac front end for Gmail.
Blocks spam and trackers.
Does not support POP.)
More info:

Mulberry (free, open source)

Newton ($50/year)
(Has many advanced features.)

(Permission-Based Inbox, superior search, security.  Includes hosting service.)

Outlook (Requires that you subscribe to Microsoft Office 365)
Microsoft now offers a free version of Outlook!
The free version of Outlook is a fully functional version that does not require that you subscribe to Microsoft Office!  However, it doesn't offer the "classic view", it doesn't support Exchange, and it displays ads.
(Outlook is a high-end e-mail, contacts, and calendar program.  The free version will ask for your registration number on setup.  When you don't give it one it will continue to work perfectly, but it will display ads.)

PolarBar Mailer  (free, open source)
Java download:
(A free open-source Java e-mail client that is surprisingly full-featured.  Both POP and IMAP support. You must download and install Java for PolarBar to work.)

Polymail (subscription; pricing based on features.  Cloud-based or computer resident)
(Includes CRM, collaboration, calendar, and other business-focused features.)

Postbox ($49 for a lifetime license) ★★★
(Both POP and IMAP supported. This seems to be the consensus most popular alternative to Mail.)

SeaMonkey (free)
(Part of a suite of Internet applications.)

Skiff (free/subscription)
(Encrypted, collaboration features, open source, bundled with hosting services)

Spark (free/$8/month)
(The business model of Spark is to give away the single user version and sell an extended version targeted to teams and businesses.  IMAP only?)

Spike (free/$5/month)
(Combines email, messaging, collaboration tools, voice messages, video calls, tasks and to-do's, notes, calendars, etc. in one app.)

Superhuman  ($30/month)
(Built on top of Google's Gmail. Includes features such as A.I. Triage, Undo Send, Follow-up Reminders, Scheduled Messages, and Read Statuses. )
TechSpot has a write up on it that’s pretty amusing:

Thunderbird (free, open source) ★★★
This open source project seems to have found a renewed enthusiasm.  It is well worth a look.
(Includes calendar. Cross platform.)

Unibox ($14)
(Works with Exchange.  IMAP only.)

Return To Table of Contents


Apple’s Mail Settings Lookup
(Put in your e-mail address and the site will give you the settings to use in Apple’s Mail.  May be useful for other email clients as well.)

Emailchemy ($30) ★★★
(Converts email files from just about any email program to work perfectly in any other email program!  Even works with proprietary email formats.  This program makes migrating from one email program to another a snap!)

MacUncle e-mail converters and tools
(A plethora of different converters and tools are available!)

MailButler (subscription)
(Add several advanced features to Apple's Mail, such as mail tracking and send later.)

MailSuite ($80) (includes: MailTags, Mail Act-On, Mail Perspectives, and SigPro)
(Add several advanced features to Apple's Mail, such as work flows and mail tags.)

Nisus InfoClick ($15)
(A powerful e-mail search tool for Apple's Mail.)

SaneBox (subscription)
(An automatic e-mail organizer that uses artificial intelligence.)

SpamSieve ($30) ★★★
(The built-in anti-spam filtering in most e-mail programs doesn't work very well.  You can waste an awful lot of time dealing with spam each day.  SpamSieve does an almost magical job of sorting spam into its own folder to be looked at and erased at your leisure.)

Return To Table of Contents


Email Backup Pro (free)
Free license code:
(No longer being supported or developed.)


Email Archiver Pro (only available via subscription at $3/month from developer, still $40 from Mac App Store)

Horcrux ($25)

MacUncle Email Backup Wizard ($99)
(Save emails from cloud-based service or servers emails to the local drive on Mac OS. The tool offers to store the email files on Mac OS in various formats. Also, migrate emails from one client to another.)

Mail Archiver X ($45)

Mail Backup X   ($59)

MailSteward ($25/$50/$100)

Outlook Exchange Accounts Optimizer
(Automatically moves messages from your Outlook Exchange account to a replicated structure within Outlook local folders.)

Return To Table of Contents


When someone sends you an e-mail message, and they are using Outlook on a Windows PC, and Outlook is set to send messages in Rich Text format (RTF), Outlook creates an archive for attachments called "winmail.dat".  "winmail.dat" archives can't be decoded by any other e-mail program. (So this isn't a "Macintosh problem."  Windows users who don't use Outlook for their e-mail client have the same problem.  It's a "Microsoft problem.")  Any of the following products will remedy the problem on your end and open "winmail.dat" archives on your Mac.

TNEF's Enough (free; donation requested)

Open Winmail.dat ($5)

Letter Opener ($50)
(Allows you to process Microsoft Outlook winmail.dat files in Apple Mail.)

Return To Table of Contents

Other Web pages by Randy B. Singer that might be of interest to Macintosh users:

Macintosh Routine Maintenance

Macintosh Slowdown Solutions

Macintosh Beachballs!

Macintosh Word Processors

Macintosh Accounting Programs

Upgrading To The Latest Macintosh OS

Free Macintosh Software

If you have any additions to this Web site to suggest
I would very much appreciate hearing your suggestions.
Send them to:
Randy B. Singer

About The Author Of This Web Site

Randy B. Singer is:

- The head of the MacAttorney User Group
with, at this writing, close to 10,000 members!

- A co-author of The Macintosh Bible (4th, 5th and 6th editions);

- Author of the ABA publication:
The Macintosh Software Guide for the Law Office

If you are a Macintosh-using attorney or legal professional (including law students)
for a FREE e-mail subscription to
The MacAttorney Newsletter
send an e-mail to:
with the word "subscribe" in the Subject line of the message.