Connected Wellness/Healthcare is all about retrieving people's physiological parameters through sensors and performing analysis. Individually, such analytics can help a patient to maintain a wellness regime, or to decide when to see a doctor, and can assist doctors in diagnosis. Collectively, such analytics, if performed over a long time over large set of patients, has the potential to discover new disease diagnostic and treatment protocols. In this chapter, we first discuss how advances in sensing and analytics can take us from a reactive illness-driven healthcare system to a proactive wellness-driven system. We introduce an IoT driven architecture and discuss how non-invasive, affordable, unobtrusive sensing using mobile phones, wearables and nearables is making physiological and pathological data collection from human body possible in thus far unimaginable ways. We also introduce breakthrough technologies in form of exosomes and 3D organ printing that has the potential to disrupt the future healthcare landscape.Assuming various kinds of physiological and pathological measurements becoming available 24 × 7 from patients, a whole set of analytics opportunities open up for alerting, diagnostics, prognostics and diagnostic rules discovery. We discuss how big data analytics techniques like anomaly detection, stream reasoning, evidence based learning moving towards AI techniques like deep learning and cognitive computing will help in moving from the current art of diagnostics to future science of prognostics. Finally we take a peek into a hypothetical healthcare system of future where with help of all the above technologies, we describe a day in the life of a person in 2050.