Uber aims to improve the customer pickup experience using machine learning. Currently, there are pain points like drivers stopping in the wrong location due to GPS inaccuracies or riders not arriving on time. The ideal experience would have accurate rider location prediction. Uber is considering investing in machine learning to better predict rider locations using its large database, as this approach would be more sustainable than simple heuristics. Machine learning could also help optimize different strategies for pickups across countries by adapting to variables like cultural differences.