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Meet our Amazing Team!

Founder of Top Flight Insurance


Joanna Wyckoff: A Journey of Service and Excellence

Joanna Wyckoff's life has been a testament to unwavering determination, a commitment to excellence, and a heart for service. Her journey has taken her from the United States Air Force to the forefront of the Medicare and insurance industry, and her impact continues to be felt nationwide.

Joanna's early years were marked by four years of active duty in the United States Air Force, where she served as an F-16 Avionics Journeyman. Her military service instilled in her the core values of discipline and determination, qualities that have been her guiding stars in achieving her goals.

Following her time in the Air Force, Joanna embarked on a nearly 10-year tenure at the Social Security Administration. During this period, she honed her expertise in the complex world of Medicare. She became a trusted resource for the public, assisting with retirement and disability applications, rectifying discrepancies, conducting investigations, and facilitating Medicare enrollments. Her dedication extended to educating the public on various aspects of Medicare, including entitlements, enrollment periods, and the intricacies of the Income Related Monthly Adjustment Amounts. Joanna's role also included guidance on the financial program known as Extra Help for Part D.

In 2016, Joanna's career took a new direction as she transitioned into the role of a health and life insurance agent. It was during this time that she discovered her true calling in the Medicare field. Her commitment to this endeavor led her to leave the government sector and venture into full-time Medicare sales.

In January 2020, Joanna Wyckoff reached a new milestone by becoming the Vice President at Nationcare Insurance Services. Her leadership was instrumental in the development of a comprehensive training platform and agency development. Under her guidance, the organization reached new heights.

The onset of the Covid-19 pandemic presented unprecedented challenges, but Joanna's expertise and resilience shone through. She undertook the critical task of training agents in transitioning to remote sales when in-person fieldwork was no longer feasible. Moreover, recognizing the need to assist millions of Americans navigating Medicare, the Marketplace, and short-term health plans, she built an under-65 health insurance sales platform for agencies and agents.

Joanna's relentless pursuit of excellence led her to create "Topflight Insurance Solutions." The name embodies the highest level of achievement and excellence, values that Joanna and her hand-picked agents exemplify. Topflight Insurance Solutions is, indeed, for top agents.

Beyond her professional achievements, Joanna has also become a sought-after speaker at conferences nationwide. Her insights into Medicare policy and sales have become invaluable resources for her peers in the industry. She also actively engages with social media groups, including "The Insurance Ladies," a group of over 10,500 women she founded in 2018, and "Medicare Mentors," a group of over 5800 she co-founded with her mentor, Joe Tretola. These groups serve as platforms for sharing expertise and networking with insurance agents across the country.

When Joanna isn't helping clients navigate the complex world of Medicare or training agents, she dedicates her time to a cause close to her heart—assisting the veteran community. Her commitment to this cause underscores her passion for giving back.

Joanna's journey is marked by her commitment to excellence, unwavering determination, and a profound dedication to serving others. Her story continues to inspire those who have the privilege of crossing paths with her, and her contributions to the insurance and Medicare industry are nothing short of remarkable. Beyond her professional life, she finds joy in exploring the world through her travels, which provide her with invaluable experiences and perspectives.


Dina Caballero is a dynamic and dedicated general agent at Insuranceporium, with offices in Henderson, NV, and Houston, TX. Known for her positive attitude and boundless energy, Dina approaches her work with a will to help others and ensure their health insurance needs are met with dedication and transparency.

Outside of work, Dina finds solace in visiting national parks, immersing herself in the beauty of nature. A book enthusiast, she spends her free time delving into the pages of different genres, expanding her horizons, and enriching her mind.

With Dina at the helm, you can trust that your insurance needs will be handled with care and expertise, as she goes above and beyond to provide personalized service and support to all her clients.

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