As the author notes, Windows 95 was remarkable for the iterative process that Microsoft’s UI folks undertook. They published an article in the ACM [1] on how th

As the author notes, Windows 95 was remarkable for the iterative process that Microsoft’s UI folks undertook. They published an article in the ACM [1] on how they completely discarded the previous approach of designing from first principles in a vacuum in favor of rapid iteration and frequent usability testing. This let them abandon their fear of changing too much—in fact, the article directly addresses the evolution of taskbar icons from the version shown in your linked screenshots to what eventually shipped. [1] https://dl.acm.org/doi/fullHtml/10.1145/238386.238611 https://dl.acm.org/doi/fullHtml/10.1145/238386.238611