@lukeharby The way you're enqueing the stylesheets may be the issue. SEe step 5 here:
https://wordpress.com/support/themes/child-themes/
and this:
https://developer.wordpress.org/themes/advanced-topics/child-themes/
“ideal method of enqueueing stylesheets is when a parent theme loads both its own style.css & child theme’s style.css. Not all themes do this. Examine the code of the parent theme to see which stylesheets it is enqueueing.
If the parent theme loads both stylesheets, the child theme does not need to do anything"
https://developer.wordpress.org/themes/advanced-topics/child-themes/
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