Machine Man (miniseries) #2 (1984) - First appearance of the Iron Man of 2020

Breakdowns: Herb Trimpe
Finishes/Color: Barry Windsor-Smith
Story: Tom DeFalco

Sunset Bain, owner of Baintronics, Inc., finds out about Machine Man's reawakening, and contacts Arno Stark to take care of the problem. Machine Man and the Midnight Wreckers are ambushed by Bain's troops, and the crew bolts into the subway system. They talk to a mobster about being smuggled out of town, but he sells them out. Thanks to Machine Man, the Midnight Wreckers manage to escape, but not without Hassle, who is captured and tortured by Sunset Bain. Hassle escapes, but it seems all to easy. Finally, Arno Stark prepares to hunt down Machine Man - as Iron Man!

Machine Man (miniseries) #3 (1984)

Breakdowns: Herb Trimpe
Finishes/Color: Barry Windsor-Smith
Story: Tom DeFalco

Sunset Bain tracks Hassle to Sanctuary, the Midnight Wreckers' secret base, and Iron Man shows up with a full compliment of soldiers. Numerous Midnight Wreckers take on the soldiers, while Machine Man and Iron Man throw down. Iron Man may have superior weaponry, but Machine Man manages to immobilize him by draining his energy with his arm. After the soldiers cripple Sanctuary, they flee. Machine Man fixes the problem, then heads to Baintronics to settle the score.

Machine Man (miniseries) #4 (1985)

Art: Barry Windsor-Smith
Story: Tom DeFalco & Barry Windsor-Smith

Machine Man brings the fight to Baintronics, and goes one-on-one with Iron Man while the Midnight Wreckers and Bain's soldiers duke it out on the rooftop. For all of Iron Man's bravado, Machine Man's fighting skills prevail, and he nearly pounds him to death. After forcing Sunset Bain to recall her soldiers, Machine Man and the Midnight Wreckers take off.

Amazing Spider-Man Annual #20 (1986)

Pencils: Mark Beachum
Inks: Bob Wiacek
Story: Fred Schiller & Ken McDonald

In the year 2015, Arno Stark grudgingly completes a powerful bomb for the military. When he leaves for a test run, his wife and child visit the lab, hoping to find him there. Unfortunately, a terrorist shows up, arms the bomb, and locks out all the safety systems. When the terrorist is killed trying to escape, their last hope for disarming the bomb is lost. That is, until Iron Man travels back in time to the 1980's to scan the terrorist's retina pattern when he was just a child. Here, Spider-Man defeats the Blizzard, and tries to figure out how he can pay his late rent. The Blizzard returns, and kidnaps Peter Parker's young friend Bobby. The future Iron Man shows up to save the kid—who just happens to be the younger version of the terrorist! Blizzard tries to stop him, but Iron Man kills him without thinking twice. He then tries to get the retina pattern, but Spider-Man interferes, and the scanner is destroyed. They battle, simply because Iron Man just doesn't have time to explain himself. Spider-Man thinks that this is the Iron Man from his time, and the clock is ticking...Iron Man only has a little bit of time left to get back to his own time and deactivate the bomb. Bobby is accidentally hurt by flying glass, and Spider-Man flips out. He attacks Iron Man, and delivers a sound beating. At the last minute, Iron Man's damaged armor teleports him back to his own time. Unfortunately, the timing mechanism in the bomb had malfunctioned, and all Iron Man returns to is a giant smoking crater where Stark Enterprises—and his family—once was.

Death's Head (UK) #10 (1988)

Art: Bryan Hitch
Story: Simon Furman

A member of the Dicemen hires both Iron Man and Death's Head for the same contract. Naturally, the two beat the snot out of each other, fighting over who should get the cash. Eventually, they figure out that they're being played, and track down the scumbag who hired them. Too bad that one of his cohorts saw fit to murder him in order to retain the Dicemen's honor...

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Iron Man #250 (1989)

Art: Bob Layton
Story: David Michelinie

The original Iron Man and Dr. Doom are brought to Camelot in the year 2093, by the wizard we know as Merlin. It seems that someone's using satellites to kill people with neutron beams, and Iron Man flies into orbit to stop them. Of course, trouble awaits, as Andros Stark attacks our hero using the Iron Man 2020 armor! Iron Man's no match for Andros, and falls back to Earth. Meanwhile, Dr. Doom tries (and fails) to return to his own time, and later decides to hunt down the real mastermind behind this threat. Iron Man manages to get the legendary sword Excalibur, and makes mincemeat out of Andros. Back on Earth, Doom tracks down the criminal mastermind...a future version of his own self! Doom is not impressed, and blasts his future self to pieces. With the threat to Camelot take care of, Merlin returns the two unlikely allies to their own time...but erases their memories of all the events that had transpired.

West Coast Avengers #61 (1990)

Pencils: Paul Ryan
Inks: Danny Bulanadi
Story: Roy & Dann Thomas

Immortus shows up to torment the Avengers, with the hypnotized Scarlet Witch as his captive. He tries to explain that this is all part of a master plan to protect the multiple timelines, but the Avengers don't buy it. He transports them all to Limbo, where they face off against the Legion of Unliving—a group of shades of those presumed to be dead. The Legion is comprised of the Iron Man of 2020, the Grim Reaper, the original Black Knight, the Swordsman, Left Winger and Right Winger, Oort the Human Comet, and the original Human Torch. Most of the Avengers defeat their Legion counterparts, but as Agatha Harkness casts a spell on Immortus to learn his true motives, the Legion of Unliving fades away.

What If...? #53 (1993) - "What if the Iron Man of 2020 Had Been Stranded in the Past?"

Pencils: Manny Galan
Inks: Jim Amash
Story: Simon Furman

This story branches off of the events in Amazing Spider-Man Annual #20. Rather than teleporting back to 2015, the future Iron Man is arrested and jailed. Six years later, when the news of Tony Stark's death is announced, Arno sees his chance. He teams up with Morgan Stark, Tony's jealous brother, to take over Stark Enterprises by framing Jim Rhodes. Rhodes shows up in the War Machine armor, but Arno makes short work of him, and kills him by blasting him out the window onto the pavement far below. Later, the telepresence Iron Man armor—commanded by Tony Stark!—shows up, and forces Morgan to tell him the whereabouts of "this new Iron Man." Tony hunts Arno down and pounds the living hell out of him. Arno flips out, and ends up crashing to his death. A few years later, Morgan is hiding down south with his family, still complaining about how Tony screwed him out of what was rightfully his. As he storms off, his wife puts their young son Arno to bed, telling him he can finish his Iron Man picture tomorrow.

Thor Corps #2 (1993)

Art: Patrick Olliffe
Story: Tom DeFalco

The "Hammer Brothers" continue their quest for Demonstaff's wife Ellene, and jump from reality to reality. In one of them, Thunderstrike ends up in the midst of the battle between Iron Man and the Wreckers in the year 2020! Iron Man takes a shot at him, but Thunderstrike blasts it right back at him, sending the armored antihero flying!