The first video is typical 1980’s-era futurism from Apple, featuring commentary from Steve Wozniak, Alvin Toffler, Ray Bradbury, etc.  The focus is on educational applications, voice-activated interfaces, adult literacy, and a ginormous green pointing device.  Oh yeah, don’t forget this was the product of the non-Steve Jobs era, so the fictional devices’ form factors trend towards taupe plastic cases with BIGASS hinges.  The incidental music is the most annoying part — it has a smug, cloying quality reminiscent of Doogie Howser, MD.

The best part is when the fifth-grader gives his class a presentation on volcanoes utilizing a blackboard-sized HD-quality display.  When he launches the eruption footage the class goes totally apeshit.  This is the most predictive moment in the film — Michael Bay’s core audience really was in grade school in 1988.  Discovered via Paleofuture:

The whole thing reminds me of an ancient bunch of nerd jokes about comparing different operating systems with a trip to the store.  Apple began developing the Taligent OS in 1988, which was later abandoned.  The joke, which pretty much sums up the video:

TALIGENT/PINK: You walk to the store with Ricardo Montalban who tells you how wonderful it will be when he can fly you to the store in his Learjet.

Next is a promotional video for Microsoft’s Windows 386, designed to market the product to software sellers, not prospective customers.  This point is critical, so keep it in mind as you watch.  Microsoft is well-known for advertising that’s so bad it’s uncomfortable to watch and this might be the worst thing they ever attempted.  Here are some of the highlights:

• It opens with a Mission Impossible-styled premise.  The boss’s tape recording greets the hero, a blonde female executive with the requisite shoulder pads and giant glasses with the following statement: “I hope you came in at a reasonable hour and brought your brain cells with you.”
• Look for the inexplicable 1950’s-style gas station pinup calendar, featuring what appears to be artwork by R. Crumb.
• The IT guy who sees the hero’s amazing new operating system in action and says “Is that OS2?  You’re not supposed to be running OS2.”  And, later, “What else does it do besides look like OS2?”
• At about the seven-minute mark the hero begins rapping about Windows 386.  Then begins undressing.  Then is transformed into a . . . horrible, horrible thing.  She’s wearing wrap-around shades, dressed like Debbie Gibson, and has a pink streak in her hair, while rapping about Windows and attempting to seduce an accountant.  It’s enough to cause a spit-take.  Or the 1988 version of a spit-take, which I imagine would be bloody snot and cocaine shooting out of your nostrils.
• Finally, after winning over her boss with her amazing presentation document, she’s off on a hot date — with her Microsoft Windows 386 salesman.