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Re:Ask HN: Programs that wasted you 100 hours? by samjanis on Monday April 13, 2020 @10:01AM (#22855871)
I've become wiser over the years, but the top 3 were

3: Windows/Symantec Defrag (pre-Vista era) When I had 10-40GB hdds it used to be mesmerising watching the blocks fly around the screen. Eventually I find something else to do and pretend the computer's broken.

2: Macromedia/Adobe Flash. Sometimes animations just didn't want to work. Tweens are notoriously random with complex drawings. Delete and start all over again.

1: Editing HTML after using a WYSIWYG editor. Code clean-up. It takes ages.

Re:Ask HN: Programs that wasted you 100 hours? by Fjolsvith on Tuesday April 14, 2020 @08:45AM (#22865153)
Defrag felt so good knowing things were getting put where they belonged.
Re:Ask HN: Programs that wasted you 100 hours? by dnt404-1 on Tuesday April 14, 2020 @01:31AM (#22863006)
that brought back memories of early teen.