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Is it possible to use require (or similar) to organize my config into a modular structure of directories, without running into this issue?

Is it possible to use require (or similar) to organize my config into a modular structure of directories, without running into this issue?

Attempt 2: Using require Example - WIP

Attempt 2: Using require Example - Doesn't work as I had expected

As you'll see below following through a simple example as suggested by @Drew yields the correct result. So the issue is either a) me, or b) my use of require to pull in programmatically set customizable variables.

As you'll see below following through a simple example as suggested by @Drew yields the correct result. However a more complex example using require to pull in programmatically set customizable variables reproduces the issue.