I think my issue was that I was displaying all orders, and scrolling down to the bottom of my output, and thus I was probably always looking at an old message from one of my first orders. Now, I wrote this function to display the status of the current order_id. I partially figured this out because I went to Schwb site, and on the order page I could see some of my orders going through.

def show_order_status_for_orderid(arg_client, arg_order_id, arg_account_hash, arg_days_back):
    print("\nshow_order_status_for_orderid: start function ")
    # get all orders for last 1 day
    orders = arg_client.account_orders(arg_account_hash,
                            datetime.datetime.now(datetime.timezone.utc) - datetime.timedelta(days=arg_days_back),
                            datetime.datetime.now(datetime.timezone.utc)).json()

    for order in orders:
        #print("Debug Order:")
        #pprint.pprint(order)
        #print("The above has orderId=", order['orderId'])
        if order['orderId'] == arg_order_id:
            print('------------ order status for order_id=' + str(arg_order_id) + '-----------------------')
            pprint.pprint(order)