While ZIP file support has long been a commonplace feature of Windows and other operating systems, this wasn’t always the case. Once upon a time, a Microsoft engineer had to create a kernel extension called “VisualZIP” to enable standard ZIP features. This same kernel extension nearly got Microsoft engineer Dave Plummer fired due to workplace politics he was unaware of, but ultimately ended up being the basis for today’s ZIP support in Windows.

While this factoid has been on the record for a while, Dave Plummer uploaded an 8-minute recounting of the life and death of VisualZIP to YouTube on April 17th, 2024, so we saw fit to take a look at both it and his prolific career in Microsoft today. The retrospective, including how it nearly got him fired— twice if one takes the worst interpretation of the latter half of the story

So, despite Dave Plummer’s employment contract and verbal agreements allowing him to work on and sell software on the side while still working at Microsoft, VisualZIP’s existence still caused two significant incidents. The first was when an employee in an entirely separate department, spurred by a jealous competing developer, reported Plummer’s work on VisualZIP to Human Resources to get him fired.

Due to his integral role at Microsoft, this caused high alarm and anxiety for days, including among Dave’s superiors. His being the creator of Task Manager for Windows NT 4.0, among other core components, while working as an intern may explain that. Fortunately, a quick email to the VP then and Dave had nothing more to worry about.

Until the second incident that VisualZIP impacted his time at Microsoft— when a woman also working there in acquisitions called to ask about acquiring VisualZIP from Dave. When he agreed to meet, he asked, “What building?” and said he could be there within thirty minutes, which highly alarmed her. She had made the call before knowing Dave was already a Microsoft employee.

In any case, Dave Plummer had a long and fruitful career at Microsoft before choosing to retire. He has a dedicated playlist to Windows War Stories on the Dave’s Garage channel. It may be worth checking out if you’re interested in seeing more of his specific insight on Windows development and its history, including an extended Secret History of Windows ZIP Folders.