Let's get into the jailbreak business guys.
Jailbreak Appl Tv 4.4.4 firmware with Seas0nPass for Mac
The process of jaibreaking for Mac OS is almost identical for Windows, however in the Mac you need to enable UI Scripting.
1. Download Seas0nPass, if you have not. Here is the download LINK. And then extract the app by double clicking on it and after it's extracted, then run Seas0nPass exe app.
And for the first time users, enable the UI script first.
2. When the Seas0nPass is launched, you will be presented with two options: Create IPSW and Boot Tethered. Since this is your first time then choose Create IPSW (do this: hold the option menu and the select Create IPSW, and continue your step by selecting the firmware version which is Apple TV version 4.4.4 firmware).
3. Now SeasonPass will start jailbreaking your IPSW firmware. Wait until it's finished.
4.Once the process of creating the custom IPSW is entirely done, Seas0nPass will be prompting you to connect your Apple TV 2G to your computer, and then put it into DFU mode. And after your Apple Tv is on DFU mode, iTunes will be automatically launched in order to start the restoring firmware.
Put your Apple Tv 2G into DFU Mode:
Hold the Menu and Play/Pause buttons together for about 7 seconds.
5. Congratulation now you have Apple Tv 2G jailbreaking on 4.4.4 firmware.
Now it's time to boot thethered your Apple Tv with Seas0nPass
To boot tether your Apple tv, launch the Seas0nPass again and then select or click the Boot Tether Option (see the step 2 picture) and then put your Apple Tv 2G into DFU mode.
Note: it's recommended to at least disconnecting your Apple TV for a while after iTunes restoring the firmware. This will get the boot process the most of it.