The Sims Unleashed (Win98) - Crashes, Missing Objects

I should note that this is for The Sims Unleashed on CD-ROM, not The Sims Legacy.  The Sims Legacy won't launch on my Windows 10 computer, so I brought my original Sims computer out of storage.  When I last played The Sims on it, probably in the late 2000s, as far as I can recall everything was working.

I've noticed that on entering a fair number of lots, the game simply crashes.  On others, they load, but give a Missing Objects warning.  On one lot I could tell it was the dining room table, but on others it's not necessarily obvious - most objects are there.

How can I debug these issues?  Are there log files that might say which objects are missing or why the crash happened?  I'd like to be able to see the lots that I created way back in the day, especially the one that mirrored the house I grew up in, which is unfortunately one of the ones that crashes.

I'm running Windows 98 SE, with 512 MB of RAM, a 450 MHz Pentium II processor, and an 8 MB Matrox Millennia G200 graphics card, with The Sims running in 800x600 mode.

There have been a few changes to this machine since I last played The Sims on it, including switching to an SSD (but with the original partitions copied over), upgrading to Windows 98 Second Edition (from Windows 98 FE), adding more RAM (originally 128 MB), and that the DVD drive, which is original, switched letters at some point.  I still have the original hard drive and RAM somewhere, so I could roll those back (and with it, the SE upgrade), but am hoping there might be a way to diagnose the problem before trying those steps.

Bonus points if the diagnostics could also apply to The Sims Legacy.  I'm pleasantly surprised that the original is partially working on 26-year-old hardware, but had been hoping the new one would work and I could migrate the lots from the original to it.