Email regret prevention for Gmail

That email you’re about to send?
Let’s sleep on it.

Mailbrake holds your outgoing emails and flags the ones you’ll regret — angry replies, 1am rants, reply-all disasters, leaked info.

Free forever: delay + undo windowPay only when we save you: $0.07 per catchUnlimited: $2.99/month

“Best 7 cents I ever spent.”

— Anonymous Mailbrake user

How it works

Four simple steps between you and email regret.

01

Hit Send

Send your email like normal. Mailbrake works silently in the background.

02

Mailbrake holds it

Your email enters a cooling-off window. Undo anytime during the delay.

03

AI checks tone & data

Our AI analyzes anger, PII risk, passive-aggression, and career damage.

04

Regret detected? One tap.

Get a rewrite suggestion or cancel the send entirely. One tap.

Simple, transparent pricing

Start free. Pay only when our AI actually saves you from email regret.

Free

$0/month

Cooling-off delay to protect you from impulse sends.

  • Cooling-off delay (10 min default)
  • Undo send window
  • Basic pre-filter
Most popular

Pay-per-save

$0.07per flagged catch

Only charged when AI catches something AND you accept.

  • Everything in Free
  • AI tone analysis
  • Rewrite suggestions
  • PII detection

Unlimited

$2.99/month

Unlimited AI checks with no per-save charges.

  • Everything in Pay-per-save
  • Unlimited AI checks
  • Priority support
  • No per-save charges

Built to be trusted with your most private messages

Your email is personal. Mailbrake is engineered so that we see as little as possible — and keep none of it.

Your emails are never stored

We do not save, log, or keep a copy of your email content — ever. Text is analyzed the instant you send and discarded immediately. There is no inbox archive to leak or subpoena.

Most emails never leave your browser

A local pre-filter runs entirely on your device first. Only emails that look genuinely risky are sent for AI review — calm, routine emails are handled without ever contacting our servers.

Encrypted end to end in transit

Every connection uses TLS encryption — the same standard your bank uses. Nothing travels over the network in plain text.

We never see your password

Mailbrake signs you in with Google’s official, secure login. We never ask for, see, or store your Gmail password, and we cannot read your inbox.

Minimal permissions

The extension only asks for what it needs to work on Gmail — nothing more. It cannot access other sites, browsing history, or files on your computer.

Never sold, never shared

We do not sell, trade, or share your data with advertisers or anyone else. Payments run through Stripe, so we never store your card number.

Privacy-first architecture

We never store your emails. Your text is analyzed in real-time and immediately discarded.

Zero email storageInstant data disposalEnd-to-end encrypted