When comparing Anonaddy vs Pobox, the Slant community recommends Anonaddy for most people. In the question“What are the best email forwarding services?” Anonaddy is ranked 1st while Pobox is ranked 5th.
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Pros
Pro Multifactor authentication is available
Pro You can make your unique custom alias
For example, if you are on xyz.org and you want to sign up to their newsletter you could simply enter xyz@johndoe.anonaddy.com (or .me).
johndoe represents your unique username.
Anonaddy automatically creates the alias in your dashboard as soon as it receives its first email.
Pro Browser extension available
Pro 2 Recipients
Pro Unlimited aliases
Pro PGP/GPG encryption
Pro It is free
Pro Has a forwarding only solution
If you need only forwarding, most Pobox plans focus on this.
Pro Supports + tags or + extensions on emails
For instance, david+extension@example.com is supported.
Cons
Con You can't reply from these emails until you upgrade to paid plan
Con Only 10 MB bandwidth in one month
Con Only 20 active aliases at a time, for more you have to pay
Con Forwarding services starts at $35/year
Con Domain setup requires customer service
Pobox relies on customer service to approve custom domains. During business hours, they are quick to respond but outside of business hours, you're out of luck.
Con UI is old and clunky
This service has been in operation for decades but the UI also looks dated as a result. It's not particularly ugly but it is not particularly nice. However, it is definitely somewhat cumbersome to use.