When should I stop following up?

Knowing when to stop is as important as knowing how to start.

Clear stop signals:

Explicit unsubscribe request (legally required to honor)

Direct request to stop contacting them

Hostile or negative reply indicating no interest

Spam complaint received

Implicit stop signals:

No engagement after 5 to 6 total messages

Pattern of opens but no replies after multiple attempts

Out-of-office replies indicating extended absence or role change

Bounce indicating job change or address invalidation

When to pause rather than stop:

Timing seems wrong (budget season, holidays)

They indicated future interest but not now

Significant company changes suggest revisiting later

Practical threshold: After 4 to 6 emails without response, the person has answered. They're not interested, at least not now. Continuing beyond this point damages reputation and wastes resources.

A wise captain knows when the voyage is complete, even without reaching the intended destination.