After several attempts to install an image via Windows, I quit.

On my appropriately equipped Ubuntu machine, I did the instructions from here.

Note that I forked their repo. You should too.

Fetch and Install LiveSuit

mkdir cubie; cd cubie
git clone https://github.com/rykerwilliams/allwinner-pack-tools.git
cd allwinner-pack-tools
git checkout cubieboard
cp tools/Livesuit-linux.zip
cd
unzip Livesuit-linux.zip
cd LiveSuit_For_Linux64
chmod +x LiveSuit.run
sudo ./LiveSuit.run


Since the PengPod site had to shut down their operations and kill the high hosting costs, the latest images seemed hard to come by. A nice forum member MagicalNL shared them.

I have reshared the image on drive. Hash was added by me, there was no hash on the original image.

Sudo LiveSuit.run on Ubuntu in order to allow the script to install stuff (proprietary aw usb driver and other).

Choose the image.

Rooting

Unfortunately the ROM is not rooted. After some searching I found that there was a special version of SuperOneClick needed.

It is included in the drive. Use it and be happy 🙂