@task(nout=2)
def get_dt():
    dt = (datetime.now() - timedelta(days=3)).strftime('%Y-%m-%d')
    x = 5
    return x, dt


@task()
def t_1(x):
    logger = prefect.context.get("logger")
    <http://logger.info|logger.info>(x * 10)


@task()
def t_2(x):
    logger = prefect.context.get("logger")
    <http://logger.info|logger.info>(x * 100)


def main():
    start_date = datetime.now(timezone('US/Pacific'))
    schedule = Schedule(clocks=[CronClock('30 8 * * *', start_date=start_date)])

    with Flow("dt_passing", schedule=schedule, executor=LocalDaskExecutor()) as flow:
        x, dt = get_dt()
        dt = datetime.strptime(dt, '%Y-%m-%d')
        n_days = (start_date - dt).days

        with case(n_days > 4, True):
            t_1(x)
            
        with case(n_days > 4, False):
            t_2(x)

    flow.run()
    print(x, dt)

dt = datetime.strptime(dt, '%Y-%m-%d')
TypeError: strptime() argument 1 must be str, not GetItem

flow.run()
print(x, dt)

<Task: get_dt[0]> <Task: get_dt[1]>

The merge will return the first real result it encounters, or None. If multiple tasks might return a result, group them with a list.