Hi nubbins, First, glad to have another Wisconsin resident on board!
Well, Save2600 has the right idea, reduce the colors for your WB, make sure you don't have anything un-needed running in the background, etc. Maybe type Avail in a shell, and post the output here 
Hoping you don't have an earlier 2000 that only had 512K chip ram..... 
I know Turrican is a 1MB game, I think it may have needed 1MB chip too, but don't quote me on that .....
Also, if these games were downloaded, sometimes the DL's can get messed up, files not intact, etc....
It took me weeks to get a working version of Turrican 3....
Actually, Turrican I runs with 512kb.
From disk that is. The WHDLoad version probably requires 1MB or more.
On a 1MB Chip Ram machine with some Fast Ram it should work using WHDLoad.