In the wake of the worldwide phenomenon of technology overtaking every aspect of our lives and the huge surge in the overall usage and application of technology in everyday life. There are two facets that have emerged as striking features in the global tapestry of social media and techno-connected societies and communities across the world. Number one is the total re-haul in the way people work and live, which can be termed as ‘Lifestyle’ in the broader sense. The second is the invasion of technology into every aspect of that life, as smart devices, gaming consoles, Applications, and special Apps and gadgets have bombarded us from every direction. Looking at it from various perspectives gives a wide spectrum of viewpoints and each has its own merits and demerits, yet the most important and striking feature has to be the impact of the digital era on health. And that’s the viewpoint that is more pressing and urgent in the current global context. The upside and downside of the Digitalization of every aspect of life as a direct result has triggered both a socio-economic upheaval and a global health crisis simultaneously. The Upside being digitalization of almost everything around us and the ease and simplified solutions which comes at the touch of a button, we can call it digital empowerment, the downside being Sedentary lifestyle-induced debilitating epidemics of obesity, Diabetes, Cardiovascular diseases, and many physiological and psychological problems for people across profiles and ages. However, there is a major awakening to the crises, and many Governments, companies, communities, and people have realized the value of a healthy lifestyle and responded with a dramatic sense of responsibility and commitment towards healthier choices and interestingly enough, fitness is the latest priced possession and status symbol. But far from being an elitist phenomenon, it is fast becoming a pop culture and at least in that spirit has become a major calling for people across the spectrum to get fitter. Again, technology in the form of smartphones, wearables, gadgets, and intelligent devices is at the forefront of this paradigm. The question though, with regard to the efficacy and effectiveness of the devices and solutions and the innumerable wearables, Apps, and technologies that are available in various forms and formats is still at large and their role as a definitive solution for health and fitness requirements is a work in progress, which, unless it involves the right blend of the expertise, experience, and education, cannot become an empowering tool. We need to find the right ones that will enable us to use the available technology without overwhelming us and fit within the scheme of specific requirements and aspects that we seek feedback and inputs for and thereby enhance the effectiveness and amplify the experience.