Most of you out there already pay for e-mail and probably aren’t even aware of it. If you are the primary account holder for your internet service (meaning the service is in your name and you pay each bill as it comes due), your ISP does include e-mail service. E-Mail is part of the package so yes, you do pay for it.
What is the single largest difference between using a free webmail account from a provider (such as Yahoo, Microsoft or Google) and your included from-ISP e-mail? The difference is that your ISP has an obligation to keep the e-mail service running whereas the free providers do not.
Somewhere in your ISP Terms Of Service (abbreviated TOS) agreement is a blurb or two stating that the e-mail they provide to you the customer must work. You are paying for internet access; e-mail is provided with this access; it must be working. If for any reason the e-mail provided by your ISP does not work, you the customer can demand a refund for a breach of TOS.
However if you’re using a freebie mail provider, that provider doesn’t owe you anything if the mail service fails – including the e-mails you lost from any outage.
Do the “big three” of free webmail providers have paid accounts to give you the same level of service commitment the ISP does? Yes.
With Gmail, there is Google Apps Premier Edition. It costs $50 yearly. (Important note: It’s only a matter of time before Google will offer a paid version of Gmail without the need to be a Google Apps customer, and it will be cheaper per year – but they haven’t quite gotten around to it just yet.)
With Hotmail there is Windows Live Hotmail Plus. It costs $19.95 yearly.
With Yahoo there is Yahoo Mail! Plus. It costs $19.99 yearly.
What are the perks?
Google’s biggest perks are the 99.9% uptime guarantee and phone support. This is what you get when you “go corporate”, so to speak. The uptime is a big, big deal because regular Gmail has no uptime guarantee at all.
Hotmail has quite a few perks when you pay for it. It starts off with a 10GB inbox, no ads, 20MB file attachments (it’s limited to 10MB in regular Hotmail) and the biggie: Integration with Outlook. As in the Microsoft Office Outlook. The availability of synchronization of Hotmail with Outlook is a very big deal for those who swear by that software.
Yahoo Mail’s perks are somewhat different but still quite useful. It’s similar to the paid Hotmail version but you get a few extras such as “Disposable addresses”. In Yahoo’s words: “Create disposable email addresses to use when you don’t want to give out your primary address. Messages sent to your disposable addresses will be delivered to your inbox or to any personal folder you designate.” Very cool. You also (finally) get POP access.
From my personal experience
I have paid for Yahoo Mail Plus in the past and recently forked over some cash for Hotmail Plus (yes I admit it, I did). I have also used Gmail and ISP-based mail.
What I can say about each is this:
Gmail
Unfortunately there isn’t (at present) a paid Gmail available. Some would ask “Why would I want to pay for it?” To that I say consider the fact that some actually do tap the 7GB limit of the inbox as crazy as that sounds.
Google could easily offer a paid 25GB version with no ads anywhere and better integration with some of their services.
And you know they’ve got the space. People would totally go for this. And I’m betting Google could get away with only charging $17.95 a year instead of $19.95/99 like the other guys do.
Hotmail and Yahoo! Mail
I lump these both into the same category because no matter which you use, you do so because you like the service. Both offer roughly the same level of performance.
I prefer Hotmail over Yahoo because of the Windows Live Mail client. It is the only webmail service I know of that has a client that synchronizes both mail and contacts seamlessly and that’s why I went with it. (Yes, I’m stuck on using mail clients, I know this. Personal preference.)
The paid versions of both mail services are outstanding. In addition, both offer very clear easy-to-read verbiage on REFUNDS in case you’re not happy with what you get.
ISP E-Mail
I’m not going to lie to you – this is the best e-mail there is. Seriously. It’s the fastest. It doesn’t have ads. It’s extremely reliable.
But there are two major drawbacks:
The first is that there’s no way to access the mail via IMAP. POP only. Very few ISPs offer IMAP e-mail service. The only way to keep mail on the ISP’s servers is to use their webmail interface; you usually have no other option.
The second is that the mail isn’t portable. If you decide to switch ISPs, you lose your e-mail address. ISP-assigned e-mail addresses are not like phone numbers that you can transfer from one provider to another. When you switch, you lose it.

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