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

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