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When people think of Microsoft Outlook, they think of their grandfather’s email client. But did you know there’s also a free online version of Outlook Forget Gmail - Outlook.com Also Handles Your Own Email Domain Forget Gmail - Outlook.com Also Handles Your Own Email Domain Now, using a webmail service to host your domain email isn't anything new. Matt covered how you can set up email on your domain using Google Apps. But is Google really the only act in... Read More ? There is, and today we’re going to compare the desktop and the online version head-to-head.

The obvious difference between Outlook desktop How to Set Up Microsoft Outlook to Schedule Email Delivery How to Set Up Microsoft Outlook to Schedule Email Delivery Read More and Outlook web is that the desktop version isn’t free – it comes as part of the Office package, which isn’t cheap unless you’re a student or educator.

How does the free Outlook web version measure up against its paid desktop counterpart? Let’s have a closer look.

The Email Layout

What can you expect when you sign up for a free online Outlook account? As part of the Office online suite, Outlook makes up the communications hub for your online productivity.

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You use Outlook on the web just like you’d use your Gmail account Forget Gmail - Outlook.com Also Handles Your Own Email Domain Forget Gmail - Outlook.com Also Handles Your Own Email Domain Now, using a webmail service to host your domain email isn't anything new. Matt covered how you can set up email on your domain using Google Apps. But is Google really the only act in... Read More . Outlook’s online email client also allows you to integrate multiple email accounts in one place, such as your live.com account, formerly known as Hotmail How To Access Hotmail Email Messages from Your Gmail Account How To Access Hotmail Email Messages from Your Gmail Account Read More .

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Comparing the layout of Outlook.com to the Outlook desktop application, the similarities between the two layouts become very clear.

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Account navigation, including all of the sub-folders, show up in the left pane, and the actual emails and email previews show up on the right. This is true for both online and desktop clients.

When you click on the email in your Outlook.com account, you’ll see the preview off to the right.

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The same is the case with the desktop version, except that the desktop version has many more icons and features displayed in the top menu ribbon (which we’ll get to below).

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In both cases, you can also integrate with some of your favorite social accounts, but this is definitely not a strength in either case. With Outlook online, you can connect with Twitter and LinkedIn, but account selection is very sparse, and the most popular social network Here Are the Fastest Growing Social Networks You Need to Join Here Are the Fastest Growing Social Networks You Need to Join While Facebook holds the lion's share of the social market, new services like Kik, Snapchat and WhatsApp threaten to break Facebook's stranglehold on the social Internet. Read More — Facebook — isn’t even available.

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The desktop is ever worse when it comes to social connections. On the desktop version, when I clicked on File, Account Settings and Social Network Accounts, I found myself whisked off to this web page, advising me that social account connections are “no longer supported”.

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At a time when use of social networks continues to grow, and lines continue to blur between messaging and social networking, it seems odd that Microsoft would go in the other direction and disconnect from these networks.

Outlook Categories

Many people organize emails into folders, but another very effective organization tool that Outlook provides is the ability to categorize emails, and color code them accordingly.

This feature is available on the web version by selecting the email and clicking on the Categories item in the top menu.

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You can change any of the category names to something a bit more descriptive by clicking Manage Categories and then adding a new category.

In the desktop version of Outlook, categories are available as well. You’ll find them by either right clicking on the email and clicking on Categorized from the dropdown menu, or just selecting the email, clicking on the Home menu item, and choosing Categorize from the ribbon menu.

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Needless to say, when you are getting a huge volume of emails 8 Ways To Email Large Attachments 8 Ways To Email Large Attachments Email was never made for large file attachments. Many email servers won’t even accept emails with attachments over 10 MB in size. To send large files via email, you’ll need to upload your email attachments... Read More , organization is really important and once you start using categories to sort things out, you’ll never believe you were able to get by without them.

Outlook Web Rules, Filters, and More

More powerful features you’ll find available on the free web version of Outlook includes things like creating rules for incoming emails Outlook.com Gets Advanced Rules, Undo Feature, In-line Reply, And More Outlook.com Gets Advanced Rules, Undo Feature, In-line Reply, And More Rolling out now to all Outlook.com users are four new features intended to make your email life a lot easier: advanced rules for sorting, an undo feature, in-line replies, and improved chat function. Read More .

You can get to this by clicking on the ellipsis in the top menu and then choosing Create rule… from the dropdown menu.

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Inbox rules available here include sorting incoming messages based on who sent it, who it was sent to, and words in the subject line.

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This is a very limited list, and so is the action list, which only lets you move, copy, or delete the message, pin or mark the message, or forward, redirect, or send. That’s it.

The one bonus of using the Outlook web version is that you can set up automatic replies for whenever you’re out of the office How To Set Up An Email Out Of Office Responder In Outlook How To Set Up An Email Out Of Office Responder In Outlook What happens when you combine a two week vacation with a busy work life? You'll have a giant project when you return home: emails! Wait - why not automate some of it for you? Read More , during a specific time period.

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These are set up from the Settings menu, by selecting Automatic replies. Then, all you have to do is define the time period when you’ll be away and unable to answer emails, and you’re done.

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Outlook desktop does include a Rules feature. In fact, it’s much more robust than the web version. When you click on Rules from the Home menu, you’ll see a window that looks very similar to the web version, where you can choose to trigger off of where the email is sent from or to, anything in the subject line, and so on.

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However, if you click the Advanced Options button, you’ll see many more trigger options — things like whether the email is marked as important, whether it has specific words in the body of the message, whether you’re cc’d or not, and so on.

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It’s worth noting that the desktop version does not provide for an automatic reply option, unless you’ve configured Outlook to work with an Exchange server. The one drawback of managing your mail on your local PC is that you can’t automate things that are typically server-based.

Web Outlook Extras

There are a few things you can get with web Outlook that you can’t get with the desktop version. Under settings, you’ll find a Manage add-ins option.

These are apps you can “plug in” to your Outlook.com account to help enhance your online email client.

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This includes pretty cool integrations like Paypal, so you can more easily send money via email, Uber Ride reminders to your calendar, Evernote so you can easily save emails to your workbooks, and more.

It’s also worth noting that while you can’t enable an out-of-office response in Outlook desktop unless you’re connected to an Exchange server, you can set up an out-of-office email with your Outlook online client, no matter what email service you’ve added.

Desktop Outlook Extras

So, what can you do with the desktop version of Outlook that you can’t do online? Quite a bit, actually.

While your Microsoft Live account will include a task app and a calendar app, those aren’t quite as tightly integrated with your email client as they are in Outlook desktop.

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Also, with the desktop client, you get a really powerful tool called AutoArchive 5 Easy Ways To Back Up Your Microsoft Outlook Data 5 Easy Ways To Back Up Your Microsoft Outlook Data Read More , where you can have the client automatically file away your older emails, so that your inbox can stay nice and lean with little or no effort on your part.

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That alone is enough of a time-saver for many people to opt for using the desktop version of Outlook, even though it isn’t free (Outlook Express, the free desktop version, is no longer available).

Management of your inbox is also much easier, since you can sort emails by date, by sender or recipients, or flag messages for follow-up and quickly assign a due date for them.

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Of course, the most powerful part of the desktop version of Outlook is the ability to customize it yourself, using the VBA developer that comes with Office.

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You can enable this menu item in File > Options > Customize Ribbon and select Developer from the list of items from the list on the right.

Which Version Is Right for You?

How do you decide whether to use Outlook online or Outlook desktop? The answer is, it depends what’s most important to you.

  • Is it important for you to have access to your email client from any computer and from any location? Do you prefer having better integration with online services and apps? If that describes you, then you’ll want to go with the online version of Outlook.
  • Are you more interested in tightly integrated scheduling, task management, and organization of emails Transform Microsoft Outlook Into a GTD Organizer With Jello Dashboard Transform Microsoft Outlook Into a GTD Organizer With Jello Dashboard I am always in search of a better email client. Don't get me wrong, Gmail is great and everything, but there's just something about a desktop email client that feels so much more powerful and... Read More ? Are you looking for a more robust set of rules you can use to automate the management of incoming emails? If this is you, then you’ll want to invest in the desktop version of Outlook.

No matter which version you choose, going with Outlook gives you the peace of mind of knowing that you’re using a Microsoft product that is full-featured and constantly updated.

Are you considering switching over to using Outlook as your email client? Have you decided whether to use it online or on your desktop? Share your own opinions in the comments section below!

  1. Rich L.
    September 17, 2016 at 3:14 pm

    Outlook 2013 screwed up my contacts. It pulled in all my old work contacts, and now I'm retired and its used for personal service. Auto complete doesn't work for names, only for email addresses. I used WLM 2009 for many years without a problem and was forced to change over to outlook by Microsoft. I have been trying to get all the bugs out now for more than a week. If you can help I would appreciate it.

    Rich L.

  2. A41202813GMAIL ..
    January 7, 2016 at 7:35 am

    Still Using OUTLOOK2003 And GMAIL.COM Through POP3.

    If I Am In A Hurry I Check GMAIL.COM Directly.

    Configured Correctly, This Combination Has Several Advantages:

    A - I Will Not Lose Any Message Unless I Do 2 Mistakes In A Row,

    B - Important Emails Can Be Stored Locally, If I Need To Free My GMAIL.COM Space,

    C - The Most Important One - I Can Treat All My Thousands Of Messages As A Database, With All Kinds Of Selections And Sorting.

    XPOCALYPSE FOREVER !

  3. Sonic Jensen
    January 5, 2016 at 9:51 pm

    Well.. Yahoo just made it possible to check all my emails from their site alone. So finally goodbye outlook, you slow website-.-

  4. likefun butnot
    January 5, 2016 at 2:04 pm

    In my capacity as an IT guy, almost nothing infuriates me as much as desktop Outlook. It stores portions of its configuration in at least seven different places that I can think of, and any of those places can break. Users also like to mis-use it in all sorts of hilarious ways, not the least of which is using their inbox location as a de facto file server. I'll admit it's handy if you're operating in a pure Exchange environment with no customization allowed, but if you have to deal with "Why CAN'T my Google Calendar just sync with my work one?" or the user who accidentally subscribed to the RSS feed for the main page of MSN (thus getting a new message pop-up approximately every four seconds until someone fixes it) or the person whose entire productive life is kept in Outlook's "Notes" feature rather than some usable format like a Word document... at that point it's pretty easy why I want to condemn Outlook to the same fiery pit of hell as iOS and all Adobe products.

    • Silversee
      January 5, 2016 at 3:15 pm

      There is useful information in this article, but the premise is wrong.

      Despite sharing Microsoft's common email branding, Outlook.com and Office Outlook are completely different; it's not really helpful to compare them as if they were somehow alternatives.

      Outlook.com is a free Web mail service, like Gmail, and it is used in exactly the same way. It's also how you are identified when using Microsoft's services: When you create a Microsoft account these days, you receive an "outlook.com" email address, not "live.com" or "hotmail.com".

      Office Outlook, on the other hand, is a full-featured desktop email client (emphasis on *client*). It requires an email service provider to do anything. It can be used with Gmail accounts just as easily as Outlook.com accounts.

      Most of Office Outlook's advanced features are designed for use with Microsoft Exchange-based corporate email systems, or with Office 365 business plans (which use hosted Exchange inboxes rather than Outlook.com accounts, as used with the consumer versions of Office 365). But you can use it as a desktop email client to Outlook.com, Gmail, or most any POP or IMAP-based email provider.

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