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I tested out a similar rule, and this seemed to work for me. Could you check that the list name and custom field name are correct in the rule? These need to match exactly (in terms of capitalisation and spacing as well) for the rule to recognise these and execute the rule.
Alternatively you could use the trigger based on the card being added to that specific list, such as: https://share.getcloudapp.com/xQuqKDRR
Let me know how it goes!