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Security15 July 2025·3 min read

What are MITM attacks & how to prevent them

Security work is mostly the business of removing footguns before someone finds them.

Paycux engineering

Security work is mostly the business of removing footguns before someone finds them. The interesting question is rarely whether an attack is possible — it is whether the ordinary path through your system makes it easy.

This piece walks through how we think about it at Paycux, what we have changed our minds about, and where the sharp edges are.

What is a Man-in-the-Middle (MITM) attack?

Consider what is a man-in-the-middle (mitm) attack?. Detection beats prevention when prevention is uncertain. If you cannot stop a class of abuse outright, make sure it produces a signal loud enough that someone sees it the same day.

Detection beats prevention when prevention is uncertain. If you cannot stop a class of abuse outright, make sure it produces a signal loud enough that someone sees it the same day.

Why MITM attacks still persist in modern systems

Why MITM attacks still persist in modern systems deserves its own treatment. Rotate on a schedule, not on an incident. A rotation path that has been exercised is a routine change; one that has never been used is an outage waiting for the worst possible moment.

Rotate on a schedule, not on an incident. A rotation path that has been exercised is a routine change; one that has never been used is an outage waiting for the worst possible moment.

  • Scope credentials to the smallest useful blast radius
  • Alert on the abuse you cannot prevent
  • Exercise the rotation path before you need it
  • Log the decision, not just the outcome

How do MITM attacks work?

That brings us to how do mitm attacks work?. Rotate on a schedule, not on an incident. A rotation path that has been exercised is a routine change; one that has never been used is an outage waiting for the worst possible moment.

Rotate on a schedule, not on an incident. A rotation path that has been exercised is a routine change; one that has never been used is an outage waiting for the worst possible moment.

Common MITM attack techniques

Common MITM attack techniques deserves its own treatment. Rotate on a schedule, not on an incident. A rotation path that has been exercised is a routine change; one that has never been used is an outage waiting for the worst possible moment.

Blast radius is the metric that actually matters. A credential that can read one organization's data is an incident; the same credential scoped to every organization is a company-ending event, and the difference is a design decision made months earlier.

Detection beats prevention when prevention is uncertain.

ARP spoofing (network-level attack)

Consider arp spoofing (network-level attack). Detection beats prevention when prevention is uncertain. If you cannot stop a class of abuse outright, make sure it produces a signal loud enough that someone sees it the same day.

Detection beats prevention when prevention is uncertain. If you cannot stop a class of abuse outright, make sure it produces a signal loud enough that someone sees it the same day.

DNS spoofing (application-level attack)

DNS spoofing (application-level attack) deserves its own treatment. Blast radius is the metric that actually matters. A credential that can read one organization's data is an incident; the same credential scoped to every organization is a company-ending event, and the difference is a design decision made months earlier.

Detection beats prevention when prevention is uncertain. If you cannot stop a class of abuse outright, make sure it produces a signal loud enough that someone sees it the same day.

SSL stripping (protocol downgrade attack)

SSL stripping (protocol downgrade attack) is where this gets concrete. Rotate on a schedule, not on an incident. A rotation path that has been exercised is a routine change; one that has never been used is an outage waiting for the worst possible moment.

Detection beats prevention when prevention is uncertain. If you cannot stop a class of abuse outright, make sure it produces a signal loud enough that someone sees it the same day.

Where this leaves us

The pattern repeats across every system we have looked at: the hard part is not the mechanism, it is keeping the mechanism honest as the surrounding assumptions change.

If you are working through the same problem and want to compare notes, the docs cover the mechanics and the console shows the behaviour on your own data.

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