So as far as I can tell, dr_stardust_a4 is TOO large for the source engine to handle in terms of visibility. And I've barely even started the boss fight...
Imagine adding a payload feature to a deathrun map just because you got really fucking bored and had no ideas of how to make the map more complex than it had to be.
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From my experience though, I can tell you that for the majority of your time getting back into hammer, you WILL fail a lot, and all I can suggest is trying to get a kick out of hammer crashing or your map failing to compile. Basically try and have fun while going through the main "Trial and error, mostly error" stage.