I have just implemented new Theme Block Architecture in my new Theme being developed. I faced an issue several times that when we branch logic when our setting has many dependencies(it depends on some other settings to get visible), the 250 max character constrain of Shopify gets annoying.
I highly suggest to add a bypass or extend the limit to maximum 300 characters and should support parentheses too in expression.
Just confirming both of those on our end: visible_if expressions are capped at 250 characters (counting the {{ }}), and parentheses aren’t supported. The parentheses piece isn’t specific to visible_if. Liquid conditions don’t support grouping at the moment, and and/or chains evaluate right to left. So a and b or c is read as a and (b or c), which you can sometimes use to your advantage when ordering the expression.
A few things that tend to help stay under the limit:
Shorter setting IDs for anything referenced in conditions
Drop == true and just use {{ block.settings.enable_x }}, or != blank where you need it.
Collapse a group of checkboxes into a single select “mode” setting so dependent settings only check one value instead of chaining several.
I definitely get that it’s not super ideal when you’ve got deeply nested dependencies, and the fact that the 250 limit isn’t documented or flagged by Theme Check is a fair gap and I’ll mention this internally. If you’ve got a real expression that’s tipping past 250, feel free to drop it here and I’ll include it as an example.