I have a JSONB field that sometimes has nested keys. Example:
{"nested_field": {"another URL": "foo", "a simple text": "text"},
 "first_metadata": "plain string",
 "another_metadata": "foobar"}
If I do
.filter(TestMetadata.metadata_item.has_key(nested_field))
I get this record.
How can I search for existence of the nested key? ("a simple text")
With SQLAlchemy the following should work for your test string:
class TestMetadata(Base):
    id = Column(Integer, primary_key=True)
    name = Column(String)
    metadata_item = Column(JSONB)
as per SQLAlchemy documentation of JSONB (search for Path index operations example):
expr = TestMetadata.metadata_item[("nested_field", "a simple text")]
q = (session.query(TestMetadata.id, expr.label("deep_value"))
     .filter(expr != None)
     .all())
which should generate the SQL below:
SELECT  testmetadata.id AS testmetadata_id, 
        testmetadata.metadata_item #> %(metadata_item_1)s AS deep_value
FROM    testmetadata
WHERE  (testmetadata.metadata_item #> %(metadata_item_1)s) IS NOT NULL
-- @params: {'metadata_item_1': u'{nested_field, a simple text}'}
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