Kaylavon Middleton, widely recognized as the Medicare Boss Lady, is a Certified Medicare Insurance Planner®, strategist, and the founder of MediSolutions, a retirement fiduciary agency dedicated to guiding seniors and employer groups through Medicare and retirement transitions with clarity and confidence. She is licensed in Arizona, California, South Carolina, and Texas.

With over a decade of experience, Kaylavon has become a trusted advocate for seniors, employees, and retirees, helping them make informed decisions about their healthcare and retirement benefits. She has authored the eBook “Turning 65 and Still Working: What Employees Need to Know About Medicare” and has been featured as a Medicare expert on Sonoran Living.

Her leadership and commitment to serving the community have earned her numerous honors, including recognition in Marcus Who’s Who, Peoria Times Best Insurance Agency (2020), and the Living Life After 50 Award for Best Agency (2021 & 2023). Kaylavon is also highly sought after for her workshops and educational programs, where she empowers both corporations and individuals to make Boss Moves when it comes to Medicare and retirement planning.

Guided by her belief that “Medicare should not be a maze, it should be a Boss Move,” Kaylavon continues to build bridges between employers, retirees, and the community, ensuring that every client has the tools, knowledge, and support to thrive in life’s next chapter.