I was an OS/2 guy at the time of Bob, so I never used it. But what I see reminds me of a modern upgrade of Commodore’s 1983 Magic Desk.
That seems...stressful. I'd hate to accidentally move it while trying to press the fire button and delete all the stuff on my disk.
Its also interesting to see the desktop metaphor work on such weak equipment, at least outside of a lab. I think this is also further evidence that GUIs just couldnt really work well with such low resolution.
Two years later you had GEOS which looks like something I could tolerate today: