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Above seems to be validate during my test.
I changed if custom_field.field_type in ['text', 'number', 'date', 'checked']:
to if custom_field.field_type in ['text', 'number', 'date', '**checkbox**]:
and hardcoded this post_args = {'value': {str(custom_field.field_type): value}}
as post_args = {'value': 'checked' : value}}