The widespread adoption of wearable devices in over 40% of U.S. households signifies the evolution of health tracking. Researchers are integrating AI into digital health and developing AI health coaches for personalised well-being. Wearables have shown benefits, with users increasing activity and losing weight. However, their effectiveness diminishes over time, driving the need for AI’s role in interpreting data. Researchers aim to expand wearable capabilities, from disease detection to mental health insights. AI advancements in health coaching envision personalised analyses, though concerns about long-term effectiveness persist. Google and Apple’s exploration of AI-powered health coaching indicates future trends. Challenges include establishing evidence linking AI metrics to health outcomes. As technology meets personalised health, the emergence of AI health coaches signals transformative possibilities and queries for healthcare’s future.