Sorry DW, if I am spoiling your Secret Santa Gift, but I needed to get this up so that you have the context for your team, and I'll be offline for the next few days...
Deathwing's Squad.
When you are an international terrorist organization who deals weapons to every tin pot dictator, monstrous war criminal, or dim witted revolutionary you are always going to have one major problem - getting paid. In fact, when you only deal with people that are disreputable, dishonest and tend to believe that they can settle debts with a bullet, you are going to need one heck of a collections department. That's where Deathwing's Squad comes in. They collect what is owing, or make sure that the debts are paid... in blood.
Deathwing
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Deathwing is a former Green Beret that was working to protect a small African village against the local warlord. At a critical moment, Deathwing was called back to Washington for what amounted to little more than a glorified photo op. He returned to the village to find the people he was protecting slaughtered to a man and the village razed to the ground. Deathwing went rogue. While hunting the warlord, Deathwing came across the warlord's weapon supplier - Cobra Commander himself.
Cobra Commander explained that he wanted the warlord too, but for an entirely different reason, and offered Deathwing a job, hunting down warlords that were unwilling to give Cobra their due, with the full backing of the Cobra Organization.
"I have done more good in my role working for Cobra, than I ever did in the Forces. Evil is what you make of it, I choose to make it die."
Slipknot
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Slipknot was an Iron Grenadier with a habit of breaking into places that he shouldn't be. While this made him a great operative, it made him an even greater security risk to Destro's operations. Torn between promoting and executing him, Destro loaned Slipknot out to Deathwing's Squad as his resident silent and difficult entry specialist. When collecting from well armed bad guys, sometime you have to get in and out before the bad guy knows you're there. With Slipknot, getting in and out, without getting caught is the ultimate game.
"Give me a rope, a target and a time frame."
Upload
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Upload was born to surf the internet. Hacking since he was 14, and building his own equipment since he was 15, he has been riding the crest of the electronic wave since you could only access the internet with a dial up modem. While as proficient a Televiper as Cobra has ever had, he also had a bad attitude about internal firewalls and requirement limited access rights. He was about to be executed out of hand for rigging the Televiper Visual Receptor to hook into Netflix, when the call came down for a computer extraction specialist. They sent him to Deathwing's Squad, and he's never looked back.
"He's great at siphoning funds out of an account, but on duty, you never know if he's keeping guard, or catching up on the last season of Mad Men in that helmet of his."