At Wisdom Insurance Network, wisdom is our foundation. Founded on a bedrock of knowledge and dedicated to helping seniors find the best possible care, we pride ourselves on our expertise and commitment to providing top-tier service. With the necessary training and licenses in place, we serve clients across Tennessee, Kentucky, North Carolina, South Carolina, Virginia, Texas, Illinois, Georgia, Ohio & Florida. Trust us to guide you through the complexities of insurance with care and wisdom.
Meet The Team
Ryan Ritter
CEO, Principal Agent & Licensed Sales Agent
Ryan Ritter embarked on his insurance career at a prominent brokerage, where he honed his skills and gained valuable experience in the fast-paced industry. Transitioning to work directly for Humana, a leading health insurance provider, Ryan further deepened his knowledge and embraced the structured approach required to navigate the complex world of insurance.
Hailing from New York and having lived in Pennsylvania, Florida, and now Tennessee, Ryan brings a unique perspective shaped by his diverse experiences across different states. Drawing from this wealth of insight, Ryan is committed to providing the best possible care and service to his community. His dedication, combined with his nationwide expertise, allows him to offer tailored insurance solutions that truly benefit those he serves. Having experience in a call center atmosphere and working in the field over the last couple of years, Ryan has a firm grasp on how Health & Life Insurance works.
Stephen Jackson
COO & Licensed Sales Agent
Stephen Jackson is the head wrestling coach at Knoxville Catholic High School and a proud father of twins, Hadley and Hayes. His wife, Brooke Jackson, serves as the head volleyball coach at Christian Academy of Knoxville, making athletics a true family calling.
Stephen entered the Medicare industry four years ago as a marketer for a national Field Marketing Organization (FMO). Through dedication, leadership, and a passion for mentorship, he quickly advanced to become a Regional Sales Development Manager. Drawing from his coaching background, Stephen empowers agents with the same principles he instills in athletes—discipline, strategy, and belief in their potential. He’s committed to helping others build lasting careers and create impact in the lives of the clients they serve.
Rebecca Watts
865-500-4244
Hello my name is Rebecca Watts and I am a Licensed Life and Health Agent for the State of TN. I received my License in 2014 and was a broker for several years. Recently I was a captive agent for Humana until this year when I returned to my first love of being a broker. I enjoy coming into your home and helping you understand and navigate the many levels of healthcare and Medicare. I have a love and passion for seniors and helping them. In my downtime I love time with family, friends, and doing scrapbooking and card making. Please give me a call and let me personally help you with your healthcare needs and questions.
Penny Mayo
865-500-3858
Penny Mayo has been a licensed agent for three years. She also has over 20 years of experience in healthcare operations which includes 15 years in the medical billing industry. With this experience, she is able to help individuals navigate through Medicare in finding the best plan to fit their needs as well as a resource through the medical billing process.
Along with educating individuals through the avenues of Medicare, she also enjoys community outreach and volunteering for local organizations and communities. The highlight of her day is seeing the faces light up when individuals receive game prizes of day to day essentials they may need.
Born and raised in East Tennessee, she bleeds orange and cheers for the Vols! Being a proud mother of a set of twin, identical girls, she is very excited for their new journey as they begin college this year.
“We spoke with Ryan Ritter who took time to explain all of our options and answered our many questions. He forwarded information to us via email and once we had time to review the information he answered all of our questions professionally.”
“This was the first time my wife and I talked with Ryan Ritter. In fact, as I went into the call I had just about talked myself into keeping our existing Medicare Supplemental insurance. But he didn't try to hard-core sell me, we just started talking about advantages and details, and it was more like a project we were working on together. I was impressed on how well he could understand when we read off long account numbers, we didn't have to repeat much. He was able to provide us with significant savings. My wife and I came away having had a pleasant experience!”
