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Incomplete Death's Head #1 (1993)

Art/Story: various

This issue is a retelling of many old Death's Head tales, and the Iron Man of 2020 appears inside the cover along with many other foes Death's Head has faced.

Incomplete Death's Head #11 (1994)

Story: Simon Furman
Art: Bryan Hitch

This is a reprint of Death's Head #10, with a new cover of Iron Man tearing the head off of Death's Head.

Incomplete Death's Head #12 (1994)

Pencils: ?
Inks: ?
Story: ?

Iron Man appears in a flashback panel.

(I don't have this issue yet; when I find it, I'll be able to post a synopsis.)

Marvels #0 (1994)

Art: Alex Ross
Book Concept: Kurt Busiek

There's a pinup here of the original Iron Man fighting the Iron Man of 2020. (You can see a scan in the Gallery.)

Iron Man 2020 (1994)

Pencils: Bob Wiacek, Will Rosado
Inks: Bob Wiacek
Story: Walt Simonson, Bob Wiacek

Iron Man is hired by Marcus Wellington, one of his business rivals, to save his daughter, who's been captured by terrorists. Iron Man arrives on the island, and discovers that the real reason Marcus wants his daughter back is because she discovered a secret plan—her father plans to unleash a killer computer virus to destroy the world's networks, then make a killing on the antidote. Iron Man manages to save her, and kill off the terrorists, but when he returns, Marcus is waiting for him—in a giant armored suit of his own! Unfortunately, this suit is much more powerful than Iron Man. As a last ditch effort, Iron Man infects the armor with the computer virus. The armor malfunctions, and Marcus ends up getting killed by his own defense systems.

Doom 2099 #25 (1995)

Story: John Francis Moore, Warren Ellis
Pencils: Pat Broderick
Inks: John Nyberg

At Margaretta's whim, twin Dooms fight across the timestream. They bounce from a turn-of-the-century Latveria, to 1942 Germany, to the present, and so on. At one point, they briefly pass through the year 2020, where a fleet of Iron Men fly through the New York City skyline! Eventually, the battling Dooms arrive around the year 2089 where the secret of the false Doom is revealed. The real Doom takes care of business, and tells Margaretta that her meddling (and subsequent killing of Wire) has causes severe problems with the time platform, and he leaves her to her fate as the entire fortress is destroyed by a timequake.

Iron Man: The Legend (1996)

Pencils: various
Inks: various
Text: Peter Sanderson

This is a retrospective of Tony Stark's life and accomplishments, up to and including his death due to Kang's meddling (the worst Iron Man story ever told). However, the last page has some info on "Stark of the Future," and one of the files listed is a brief rundown on the Iron Man of 2020.

Fantastic Four #405 (1997)

Story: Tom DeFalco
Pencils: Paul Ryan
Inks: Dan Bulanadi

Strange things are afoot, and it turns out that Zarrko, the Tomorrow Man, is behind them! In his quest to get rid of that pesky Ant-Man, Zarrko starts pulling various characters out of the timestream to attack him, like Conan, Snowbird...and the Iron Man of 2020! Fortunately, right after the characters attack, they're teleported back to their proper time. Soon, the rest of the FF show up and defeat Zarrko, but he manages to escape anyway.