Iron Man (1968) #300
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Wounded, captured and forced to build a weapon by his enemies, billionaire industrialist Tony Stark instead created an advanced suit of armor to save his life and escape captivity. Now with a new outlook on life, Tony uses his money and intelligence to make the world a safer, better place as Iron Man.
U.S. Air Force pilot and Tony Stark's friend who has his own suit of Iron Man armor, nicknamed, "War Machine."
Ultimo was a robotic construct that was developed several thousand years ago on an unknown world, which the Mandarin eventually discovered and claimed as his own creation.