The most common way of sending e-mail messages is doing that via your ISP (Internet Services Provider). This is, probably, the surest way of letting the world know all details about yourself, like who you are and where you live. Your, or any other, ISP never cares about clients' privacy.
Another typical way would be opening a free web mail account. It is a wide spread illusion - privacy of web mail. Great majority of web mail providers, even those claiming to offer anonymous services, will expose your IP address to the recipient should the recipient wish to check the headers of the message to see it. Your IP address points directly to your ISP. Examining ISP's logs any curious person can find out identification and billing information which usually contains the name, address and other personal details. Quite often a clients' phone number used for dial up is logged too. Moreover message content may be stored uncontrolled in a local browser cache on your HD (hard drive), or in your ISP proxy cache. And the last, but not the least important thing is that if a web mail server does not use SSL encryption, then anyone interested in between your PC and the web mail server can look through your mail messages like a morning newspaper. To finalize this short review we can say that web mail just is not convenient for business correspondence. Anyone using it knows that.
So what should a person seeking security and anonymity in email correspondence look for?
Here is a list of requirements your e-mail services provider (ESP) should meet: