## Prelude This is a short story about how I configured myself out of my own email. Posting this as an exercise in humility, a tutorial for my future self in case of amnesia, and penance for my sins. ## Background - I have 2x Gmail accounts: **work** and **personal**. - I configure **work** to send emails as **personal**. - I configure **personal** to forward incoming emails to **work**. This allows me to use **work** and manage both of my inboxes as one. I recently added two-factor authentication (2FA) to **personal**, forgot about it, and spent a few days unable to send **personal** emails from any **work** device. ## Symptoms Whenever I tried to send emails on behalf of **personal**, I'd receive the following error message as a reply: > You're sending this from a different address using the 'Send mail as' feature. > The settings for your 'Send mail as' account are misconfigured or out of date. > Check those settings and try resending. Useful error message if you ask me (especially in retrospect), but because I had *forgotten* that I setup 2FA for **personal**, I naively assumed this issue might magically disappear given enough time... kind of how restarting your device resets the state and causes the symptoms of a certain class of bugs to disappear. After a few days of mounting frustration, I decided to take a closer look... ## Solution - Create an "App Password" for **personal**: [instructions](https://support.google.com/accounts/answer/185833?hl=en). - Login to **work** and delete **personal** from `Settings > Accounts > Send mail as`. - `Add another email address` for **personal** using the "App Password" you just created. And now I'm back in business!