1984: William H. Gates III for The Wall Street Journal.
(click ad, via) As a commenter at Vintage Ads said, "Insert disk 1 of 14." User-friendly? Still waiting for that benefit. I really do feel sorry (no I don't) for you poor Windows slaves.
Previously in Bill Gates in ads:
• Promoting atheism.
• as a penis promoting condoms.
• and, morphed with Elvis promoting a South African retail chain.