Our machines can do amazing things. Our mapping and travel tools can span numerous transit agencies and modes of transport to conveniently navigate us across the land. They still mess up, which is acceptable. But when they fail, we don't even know that they have errored, or how, and this is less OK.
On an intermediary leg of a marathon journey from Washington, DC to Nairobi that included a DC Metrobus, a ZipCar, a BoltBus, a commuter train, an airtram, two 6+ hour flights, I needed to simply get from Penn Station to JFK Airport. I already knew that the Long Island Railroad was the best combination of price and speed for my needs, and HopStop's website confirmed it. Unfortunately my BoltBus ran an hour late, and I found myself recalculating the trip from my phone using HopStop's mobile app. For whatever reason, whether an errant filter or another limitation of the mobile app, HopStop no longer showed me any LIRR options. In this case, I knew I wasn't seeing the results I needed. I just couldn't do anything about it.