SkyDog Con CTF – The Legend Begins

Over but not forgotten.

Download Link


The CTF is a virtual machine and works best in Virtual Box. This OVA was created using Virtual Box 4.3.32. Download the OVA file open up Virtual Box and then select File –> Import Appliance. Choose the OVA file from where you downloaded it. After importing the OVA file above it is best to disable the USB 2.0 setting before booting up the VM. The networking is setup for a NAT Network but you can change this before booting up depending on your networking setup. If you have any questions please send me a message on Twitter @jamesbower and I’ll be happy to help.

Goal of Sky Dog Con CTF

The purpose of this CTF is to find all six flags hidden throughout the server by hacking network and system services. This can be achieved without hacking the VM file itself.


The six flags are in the form of flag{MD5 Hash} such as flag{1a79a4d60de6718e8e5b326e338ae533

Flag #1 Home Sweet Home or (A Picture is Worth a Thousand Words)

Flag #2 When do Androids Learn to Walk?

Flag #3 Who Can You Trust?

Flag #4 Who Doesn’t Love a Good Cocktail Party?

Flag #5 Another Day at the Office

Flag #6 Little Black Box