With respect to standard e-mail, the fact that your e-mail is stored in your ‘Sent’ folder means nothing, since any word can very easily be edited and changed! 

More money is probably spent litigating electronic discovery problems than in litigating class actions. This is part of potentially every case in the 21st Century.” - - Federal Judicial Center, the research arm of the U.S. Courts.

With respect to standard e-mail, with two clicks of a mouse, any receiver of your e-mail can alter its content to their advantage without those changes being apparent to the reader – or, THEY COULD CLAIM YOU ALTERED YOUR COPY!

The courts have found that typing your name in an e-mail can have the same force as signing your name on a legally binding contract.

With respect to standard e-mail, you cannot prove that your e-mail was sent.  Any e-mail message can be placed in your ‘Sent’ folder without having been sent.  An archived e-mail does not prove WHAT was received.

Using plain e-mail for business purposes is similar to signing a blank check, or a contract written in pencil, and then mailing it without any form of confirmation.

Legally, Post Office mail is presumed to be delivered if sent; not e-mail.  Those receipts you get from your e-mail program are legally meaningless. 

With respect to standard e-mail, anyone can send bogus e-mail that appears to be from your e-mail address or a customer, boss or co-worker by simply changing the name and address in the e-mail account section.

Many corporations routinely destroy all records of received e-mail every few weeks to make it impossible for you to prove what you’ve sent to them even if you have a court order.

With respect to standard e-mail, you cannot prove when your e-mail was sent. The time appearing on the copy you saved or printed is legally meaningless, as it is plain text format that can easily be altered.

With respect to standard e-mail, you cannot prove that your e-mail was delivered.  Anyone can say, “I didn’t get the message.” The receipts that you get from your standard e-mail program are legally meaningless and provide no evidentiary value since they can be easily altered and do NOT prove content.

With respect to standard e-mail, the receiver of your e-mail message can very easily change text in any received e-mail, change the "from" address, change anything in the attachment, move e-mail to any folder, or change the "time sent".