Jennifer Aniston and Bill Gates

What comes to mind when you think about the ’90s?

Obviously, Jennifer Aniston of Friends and Windows 95!

As of the date of this writing, all this is an eternity ago – a quarter of a century, in fact. One of the two is nearly forgotten, and it is not Jennifer – thank God!

We have to admire the cloud and the foresight of Bill Gates to hire Jennifer and her co-star Matthew Perry to lend their fame to teach people about Windows 95. When the infotainment, below, was published, Friends was in its first season, and it could not have been clear what phenomenon Friends would become.

About a decade earlier Steve Jobs had rocked the world of product announcements with his Superbowl commercial introducing the MacIntosh. Boring Microsoft – in comparison – had to come up with something earth-moving, and celebrities probably seemed like a good idea.

The first move was to include a pretty cool music video on the distribution CD, Eddie Brickell’s Good Times, but the problem here was that you must have already bought the software, so it was not a particularly good promotional tool.

For this, Jennifer was put to work. At least by today’s standards, it was rather cringe-worthy, but then again, many of the 90s soaps carried the same hallmark.

Lean back, pour a drink and enjoy – all while learning how to use Windows 95.

Microsoft Windows 95 Video Guide – 1995 – Jennifer Aniston & Matthew Perry

As an afterthought – how much more fund would that have been, had Bill Gates hired Ross instead of Chandler!?