Healthy Paranoia Show 17: How Do I Pwn Thee?

Greetings fair ladies and kind sirs, I present yet another episode of Healthy Paranoia. In this episode we examine the notoriously mad, bad and dangerous to know; pentest dropbox. Joining Mrs. Y are some poètes maudits of the security realm, including; Taylor Banks, Dan Tentler, Kyle Stone, Nick Lennox and Jay James.

A  dropbox or creeper is a small, unobtrusive, form factor device used by pentesters to gain a backdoor into a target network. Using social engineering techniques, the pentester will plug it into an unsecured network port and the device will either “phone home” via a reverse shell over a covert channel or using a 3G/GSM wireless adapter.

In this episode we explore:

  • Make or buy?
  • Alternative uses for a dropbox.
  • Hacking in your underwear.
  • When is a pentest dropbox like a grenade launcher?
  • How security professionals love really bad puns.
  • Why hasn’t anyone built one called “My Little Pwnie” yet? Seems like a natural…

Show Notes:

Pwn Your Own Network – The original post that started it all.



Sharp Zaurus

OG150 Router from Darren Johnson

Acehackware (Mrs. Y is registered here, in case you’re wondering what to get me for my birthday, Xmas, Kwanzaa or Hanukkah)



Pwnie Express

Demyo Power Strip

Transcend WiFi SD card hacking

PwnPi – the Linux-based penetration testing dropbox distribution for the Raspberry Pi.

Intel NUC


Sheeva Plug


WiFi Pineapple

Hackaday Rogue Pi

Robot Dragonfly


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