As longevity increases throughout the world, individuals stay working longer throughout their lifetimes. At the midcareer point, many individuals rethink how they want to spend their time in the working world. Some continue to work with the same companies and adjust their careers. Others choose to retire early. When they retire, many find the adjustments to retirement surprisingly difficult. This research explores the many aspects of the experience of retirement and how organizations can strategically maximize the talents of these individuals. The main focus of retirement has been on the financial consideration which does not encompass all that is needed for retirement planning. This book explores a holistic framework to retirement which combines life planning and wellness concepts to capture the whole retirement experience. With this cutting edge information, organizations can capitalize on the experience of the midcareer workers and create strategies to enhance their human resource strategy. The final implications include strategies for individuals and organizations to maximize the second half of life professionally and personally.