I dislike the argument about context managers being unusable if you have a class that needs to re-use some context across many methods.

There are a lot of ways to do so comfortably. A trick I really like is to use `contextlib.contextmanager`, and have a pure constructor and a separate static factory method that injects appropriate contexts. This also makes the code more loosely coupled in general :-)

    from contextlib import contextmanager

    class Session:
        @classmethod
        @contextmanager
        def create(cls):
            with db.connect(...) as connection:
                yield cls(connection)
        
        def __init__(self, connection: db.Connection):
            self._connection = connection

        def login(self, name, password):
            self._connection.query(...)

    with Session.create() as session:
        ...