Email Showdown: Gmail vs. Yahoo! vs. Outlook vs. the Field

by Reads (160,178)

The reports of the death of email have been greatly exaggerated. Ever since the start of the Facebook revolution, experts have been busily predicting the demise of everyone’s favorite method of communication. After all, why would anyone need an email account if they could communicate simply through Tweets and Facebook posts?

Alas, both Twitter and Facebook have blown the opportunity to position themselves as the successors of email through the creation of less-than-capable platforms: one limits you to 140 characters, the other makes you pay to talk to people who aren’t on your list of close pals.

Whatever. Email’s here to stay, and the best part about that is that it no longer comes at a cost. But how do you know which free email service will best fit your needs, especially if you want to use it for business purposes? To answer that, we got the skinny on some of the most high-profile web based email services and provided all the details below.


Google Gmail is the standard-bearer of all free web based email programs. It’s lean and mean and fast as a bullet. Even better, it’s scary smart.
\"gmail\"For example, if you try sending an email with the word “attachment” in the subject line but don’t attach a file, Gmail will let you know before it sends the message. Details like that make you realize the men and women behind Gmail are a crafty group of folks.

They’re so smart that they’ve even created a self-sufficient universe of bonus perks that make it practically impossible for you to get around on the web without a Google account. These days, if you want to sign in to YouTube and leave comments, upload videos, or create playlists of favorites, you’ll need a Google account — which comes with a Gmail account attached.

The same goes for accessing Google Play and a host of other nifty features you probably want to have, especially if you’re running a business and you need access to free email for your employees. Features like Google Drive (formerly known as Google Docs) give businesses a cheap option around potentially costly Microsoft Office licenses. The fact that you can also access these features remotely on mobile devices makes it an even more crucial essential for the business looking to cut price corners.

Of course, anytime something comes free of charge you always end up paying. In Gmail’s case, you’ll have to suffer through (or learn to ignore) the ads that make it possible for you to have 15GB of cloud storage space at zero cost.

Aesthetically speaking, Gmail’s not exactly the ugliest dog on the block, but that’s not to say it couldn’t do with a nice makeover. The interface, which admirably attempts to incorporate everything onto one page, can sometimes feel a bit cluttered. And despite offering alternative themes, the choices are slim. No, it’ll never win any beauty pageants, but if what you’re looking for is a wide range of functionality and reliability, it’s hard to go wrong with Gmail.

Yahoo Mail

You have to give it to Yahoo; they’ve come a long way since the days of yore when having a Yahoo email account was only a small step above having a rinky-dink Hotmail account. And recently, thanks to the efforts of the company’s new CEO Marissa Mayer, Yahoo has taken steps to up its game.

\"yahoo\"But when you compare the new dashboard against Gmail’s, you’ll see there’s very little to set it apart as anything other than a knockoff of a superior product with slightly more handsome (albeit fewer in number) themes.

Even the sidebar ads make it feel as if Yahoo’s simply torn a page from the Gmail handbook and is using it under a different name. Unlike Gmail, Yahoo Mail gives you the option to get rid of the ads once and for all – but you have to pay $5 per month to upgrade to “Ad Free Mail.”

Another example of Yahoo’s inferior capabilities is the fact that POP is not enabled, and you can’t forward emails, unless you spring for an additional $19.99 per year to get Mail Plus. Those committed to enjoying an entirely free web based email experience will also have to learn to live without optimized mail organization features present in other free email programs. For example, Yahoo Mail lets you create certain folders for organizing email messages, but hierarchical arrangement is off the table.

It’s not all bad news for Yahoo Mail. It’s well integrated with Flickr, making it easier to share photos with friends, and the 1TB of email storage space makes Gmail’s 15GB seem chintzy in comparison. But beyond that, it’s still an incredibly limited platform that’s easy to outgrow, especially if you’re looking for the types of professional inclusions that come as part of Gmail’s package, like Google Drive. You simply don’t get that superior “business” functionality with Yahoo Mail, which could very well be the deal killer that strikes this option off the list of possible free web based email alternatives.

One of the great benefits of is its interface, which so closely resembles that of Microsoft Outlook that it makes for an incredibly simple transition for the user looking to switch up to a web based email solution. Microsoft’s email services have gone through a number of identity changes since 1997, when it acquired Hotmail, later rebranded as part of the Windows Live suite.

\"outlook\"But this is no retrofitted Hotmail product. Instead, it’s a completely redesigned beast that actually trumps the aforementioned Gmail and Yahoo by offering its users unlimited email storage space – news that should make email hoarders and sentimentalists pump their fists in appreciation. is also improved by the integration of the Microsoft-owned Skype, as well as People, Calendar and SkyDrive – the latter of which makes sending attachments as large as 300MB a possibility. You can’t even do that with Gmail, which limits each message to 25MB.

It’s also highly mobile-enabled, operating not only on Windows Phones but also on Android devices and iPhones.

Business users will enjoy the capabilities offers by way of allowing them to view Word, Excel and PowerPoint documents directly from their inbox without having to launch Office. There’s an enhanced search function that business users and consumers will enjoy, allowing you to filter email searches by folder, keyword, attachments, and date range. And it includes instant messaging too, which is cross functional with Facebook chat.

One of the few drawbacks of the service is that the interface doesn’t allow for much customization – but considering that the intent of the program is to replicate the feel of Microsoft Outlook, that’s not necessarily a big deal.

AOL Mail

\"aol\"Former users of the 90s-era America Online service may cringe at the thought of signing up for an AOL Mail account, but its modern redesign may help to alleviate the concerns of the reticent. Today’s AOL Mail is a far cry from the old school service that once dominated the world of email and chat.

Desired tasks are clearly visible and the interface is attractive. Instant Messaging is still around, as are buddy lists, and the service’s Calendar features work well.

But the list of things AOL Mail can’t do is far too long for it to be a legitimate consideration unless all you’re looking for is a freebie email account. If the annoying presence of distracting ads isn’t enough to make you turn tail and walk away from AOL Mail, then it’s likely the lack of a feature that automatically checks for new email and informs you of its arrival might be the straw that breaks that camel’s back.

Even before you sign up for, you’re notified of two of its most attractive selling points: the availability of unlimited storage, and the ability to choose from among 200 domains.

\"mailcom\"If you’re not keen on the idea of having your email address be, you’ve got plenty of choices. These include dozens of job-related domains (,, hobby-related domains (,, tech-related domains (,, music-related domains (,, USA-centric domains (,, world domains (,, and spiritual-themed domains (, These are just to name a few. So far, so good.

The hammer falls, however, before you even get to your inbox, when you’re greeted with a laundry list of items that are not supported by the free version of an ad-free interface, SSL security encryption, POP3 and IMAP, and phone support. If any of the aforementioned are something you desire (and you really should at least want SSL encryption) your only option is to sign up for the Premium account, which will run you $3.95 per month or $19.95 per year.

You can continue to use as a free email provider – which contains desirable features like the ability to create subfolders for email organization and 12 so-so design themes – but those interested in using the service for business purposes will find little else worthwhile here.


Touting itself as one of the most secure email providers on the planet (now that Lavabit has been effectively eliminated from the game by the U.S. government), Hushmail has come under a lot of criticism lately for its cooperation in handing over user information to requesting U.S. authorities. Therefore, let it not be said that Hushmail is the obvious choice for folks seeking a free email service that also delivers uber-security.

\"hushmail\"On the positive end, Hushmail does offer strong encryption and spam filtering, as well as virus scanning on all incoming messages. Added security comes in the form of a “passphrase” that’s different from a password in that it can be much longer and more complex – however, if you happen to forget your passphrase, there is no way for the service to send you a reminder or reset it for you. You’ll simply have to create a new free account.

The peculiarities of Hushmail become evident the moment you to sign up for a free account, only to discover keeping it is contingent upon signing in at least once every three weeks and not exceeding 25MB of storage space.

For 1GB of expanded storage space, you can pay $34.99 per year. For 10GB and IMAP/POP functionality, the going premium is $49.98 per year. Business users can sign up for a separate Business plan, with expanded 10GB storage space per employee and the ability to establish a company domain name. Hushmail Business costs $5.24 per month per user, in addition to a $9.99 one-time setup fee. All of which, as you might imagine, tallies up somewhere in the neighborhood of “too much cash to ask” – especially in light of the other, more well established email providers that can give you a lot more storage space for free.

The Verdict

To each his own. Not everyone will agree that and Gmail deserve to be at the top of the heap, and depending on your needs you may find yourself not taking advantage of some of the higher performing functions that these two offer.

Still, we believe an email account should leave room to grow – and if you’re seriously thinking about making use of a free email service for business purposes, there are about zero reasons why you shouldn’t opt for or Gmail.

In comparison to the established heavyweight champ of all desktop email clients, Microsoft Outlook, most web based email services suffer in comparison. But in the area of mobility, it’s tough to beat and Gmail.

In the end, the decision depends on what you’re looking to get out of it – and whether you’re comfortable storing a potential lifetime’s worth of email on a hard drive that could go “poof” overnight. There are, of course, backup storage solutions that can prevent this from ever happening.

But if the size and scope of your business can’t afford much beyond uber cheap, web-based email may be the solution to all of your communication and organizational challenges.



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  1. BillWehrmacher

    I don’t know if this report reflects the newest incarnation of yahoo mail, but in my not so humble opinion, it is unusable.

  2. EvanFoley

    It’s a shame what’s happened to Yahoo mail. To Yahoo: Dumbing it down for the masses doesn’t have to mean taking away basic features like tabs or sorting by sender. It’s worse than it’s ever been. This was your idea of an upgrade?

  3. canteatalot-bob

    Here’s (2) good reason to AVOID ever using Yahoo’s email: 1) IF you build up a lot of emails, you can’t “move” them to another email provider, except by Forwarding them, ONE AT AT TIME. Talk about crap ! #2) Even as a Paid subscriber, I was recently forced to upgrade to a newer version of email that SUCKS.. You can’t see ALL of your folders at same time, and they removed a key feature I need: send an alert to my cellphone. Do yourself a big favor and don’t start or stop using Yahoo email now!

  4. canteatalot-bob

    Here’s another reason not to use Yahoo email: “This Connection is Untrusted . You have asked Firefox to connect securely to, but we can’t confirm that your connection is secure.” They can’t even give a trusted certificate?? Yeesh..
    I could give many more reasons why Yahoo email should be avoided, but not going to waste my time on them. Don’t waste yours.

  5. g_macarthur63

    I agree with everyone else who has posted so far. The new Yahoo absolutely SUCKS! The general visual look is okay; but the loss of having multiple emails open at once, and hiding all your folders, makes it a crappy choice. Without those functions, it’s just a low quality copy of Gmail.

    Yahoo, please FIRE whoever approved this design change!

  6. JohnnieF

    Yahoo email was changed drastically for the worse two weeks ago. The ability to work on more than one email at a time has changed from tabs to single email at a time. The presentation of emails is so confusing that you can send a reply to the wrong person. You can’t sort inbox by sender any more. It’s so bad that I am considering trashing it for anything else. Check around the internet and you will see many complaints from long time users. Yahoo has screwed up and will lose thousands of users, including those like me who pay for the service that now discourages use. Ych!

  7. lilygold

    Prior to October 8 2013-I would have recommended Yahoo to anyone. But their latest redesign is .. I do not have words to describe how bad it is. It is completely broken, trashed, useless. It is now a textbook example of BAD design.


  8. Frankie33

    What this post failed to mention is that the new yahoo mail version is now almost $50 and what *used* to be great about yahoo was the ability to create folders, but to also use *tabs* for multi-tasking.. which is no longer available.

  9. Frankie33

    There are *many* issues concerning the new yahoo mail that came about on October 8, 2013. Here are the voices of the yahoo customers concerning this change:

  10. donreynolds

    As many others have pointed out, Yahoo Mail has become a complete farce. Adding another comment would be a waste of time normally, but I feel that what has been done to Yahoo Mail deserves as much public reaction as possible. I’ve been a paying member for over 5 years, and was a free member for 6 years before that. This change is mind blowing in it’s ridiculousness. I’m stopping here before I get out of hand. Go with Gmail or even better I’m using them both and find them working well for my business needs. Best of luck to you all in choosing your next email service.

  11. MitchellJ

    Whatever you do, please do not choose Yahoo Mail. The UI was changed on October 8, 2013.
    The previous Yahoo Mail interface incorporated common sense, ease of use and the ability to multitask, making it an excellent choice for people and businesses looking for a stable, efficient way to communicate.
    This new Yahoo Mail has taken away that performance and introduced a juvenile, unstable, awkward downgrade.
    The previous comments describe just how unusable Yahoo Mail has become.
    I am in the process of moving to with the hope that someday the option of tabs will be added. It would be a wise move on the part of Microsoft, since thousands of disgruntled Yahoo Mail users would happily switch to if it offered what Yahoo has taken away.

  12. Nexing

    Well, let’s have in view that the main -long term- attributes that an email service offers, have to correspond to the user’s necessities… which in the actual panorama, it is rather easy to realize that leave ample space for new providers to became relevant, fast.

    Most users need a decades-long stable service, just because our email address is part of our online identity with family, friends, in forums, courses, institutions, private/commercial firms, etc. and we live many decades already. Therefore the service also has to be able to store all this many year’s data, be able to be easily searched, organized, etc.
    Then it has to be free to reach many users which will ease remembrance and writting it down and increase its realibilty and user’s trust.
    The Provider ideally would be unrelated to other companies or other economy sectors in oder to ensure stability outside of the market ridden (short or long term) fluctuations, acquisitions, etc.
    Couple this with the requisite of unmoddificable signing conditions that would bound the provider into long term obligations with its customers.
    Lastly, user customization; folders, attachments and contacts management and the rest of functionalities are relevant but secondary to the ones just stated.

    ///Yahoo was the closest to this list, but if miserably failed with the recent management and its short-term ridden “new” policies. If the email service provider cannot generate revenue by having hundreds of millions people checking their emails daily for years, then get prepared to be replaced.
    Sadly Yahoo is heading the old AOL way and Microsoft email services falling into Apple’s Mac walled game.
    It might not happen overnight, but it will happen. If the email service provider does not understand this, then it is not understanding the quite unique work that needs to be done here.

  13. Cumulus

    I had to change from the new Yahoo as it is impossible to use. I moved to

    I do not particularly like it:

    1) It lists sent emails by sender, not addressee. So when I open the Sent folder, I see a long list of my name, with the subject heading of each email. Why would you list who sent it, not who it was sent to?!!

    Having to try to search manually to try to find what was sent to whom is a real pain.

    2) No facility to attach photos etc, via iPad version at least
    3) No way to save as draft, although there is a draft folder!
    4) No automatic contacts list, have to type each address individually each time
    5) Search function is so basic as to be almost useless ie only searches address key words

    I miss Yahoo Classic so much. It was the best email I ever used, and stayed with it for a decade. Excellent in every way, the best search facility ever.

    The New Yahoo is a disaster, especially:

    > Primitive search function, nowhere near as effective as the Classic had, forces you to waste lots if time manually searching for what would have taken a few seconds in Classic

    > Unreliable. I found incoming emails were not arriving, hence the change to Outlook
    > Two major viruses since it starred in 2013, zero viruses in a decade with Yahoo Classic
    > Slow to open; often shows there is 1 email but will not open it
    > Awful layout, ugly
    > Cannot have multiple emails open
    > Have opened it to message saying it has been disabled, inactive as it has not been used for so long. I open it daily!
    > Frustrating, backward moving, and a huge loss to Yahoo users

    Please lobby to bring back Yahoo Classic!

  14. ted0488

    You can actually migrate emails from Yahoo, automatically. When I setup my account at, they migrated my mail over from yahoo and very pleased with it.

  15. muktamao

    Outlook is faulty. Important emails cannot be found, address book is erratic and sometimes you cant find a contact you know you have. forwarding emails leave a permanent banner in the UI, importing address is a nightmare, even from Outlook in your computer.