Nancy Wolff is a dynamic entrepreneur, educator, and Medicare Specialist whose careers span over three decades. Her journey began in 1985 with the launch of a successful business, earning recognition for leadership, top sales, and community dedication—culminating in the Volunteer of the Year Award from the Orange County NY Chamber of Commerce in 2014.
In the insurance industry for over 2 decades, she’s a trusted Medicare Advisor, guiding clients in 7 states through the intricate maze, constant changes in the laws and evolving landscape. Nancy’s commitment to integrity, honesty, empathy, compassion, and resilience, demonstrates her advocacy for clear, reliable information to make critical decisions when finding affordable health care. She empowers individuals with this knowledge, ensuring confidence and support in their choices.
Nancy’s passion for education extends far beyond insurance. As a lifelong learner and mentor, she has built and sustained multiple businesses with the guidance from experts, demonstrating the power of adaptability and perseverance. She understands that success comes from continuous growth, a positive mindset, and learning from the wisdom from past generations.
Nancy’s constant improvement is evident as she travels across the U.S. for professional development, and actively shares insights with business owners and ambitious entrepreneurs. She believes in the power of mentorship and networking using her experiences to inspire others to take charge of their futures.
Her dedication to learning has allowed her to refine her skills while uplifting those around her. Whether through workshops, speaking engagements, or one-on-one mentorship, she is passionate about guiding others toward dreaming bigger.
Her AI certifications and expertise allow her to bridge the gap between traditional business practices and modern technological advancements, helping entrepreneurs integrate AI tools to innovate while improving efficiency, saving time and doubling productivity.
Beyond her professional accomplishments, as a dedicated speaker, Nancy shares personal stories and valuable lessons about safeguarding personal and financial information. Having faced fraud and identity theft, she transformed challenges into opportunities for education. Her authenticity and commitment make her a trusted figure in her field.

Nancy was acknowledged with the Culture Keeper Award by her Master Networks Community for her personal achievements, her commitment to fostering strong relationships, and contributing to her community. Her inspiring journey—from launching businesses to overcoming challenging obstacles—serves as a powerful testament to determination, perseverance, resilience, and reinvention.
Nancy invites you to learn and grow with her. Connect via LinkedIn, MeetNancy.com, or call (845) 609-0629.