LMAO! I decided to look through the wikipedia list of Sierra games just on a whim, in case something stood out. The very first title I click on is "Yobi's Basic Spelling Tricks." I do not remember my game being a spelling game AT ALL, but the name compelled me to click on it anyway. And that's...
Man... Unfortunately, this isn't the one, but I'm impressed with how well it matches the description. The man was, perhaps, older, though. He either had less hair or a more wild hairstyle. Also, the artwork/technologies involved may not have been as complex.
Okay, I really don't expect anyone to get this one considering how little I have to give on it.
I remember it as a puzzle game, though it could be labeled as adventure or even strategy. It could be on anything from Win95-WinME, but is most likely run on Windows 98. It was 2D, perhaps top-down...
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