Helping leaders navigate their inflection points with clarity and confidence | Founder, Inflection Point Solutions | Healthcare Executive | Change Management Consultant & Coach
The term “inflection point” is often used in mathematics to describe a change in direction, but for Amy Raymond, it is a life philosophy. After twenty-five years navigating the high-pressure corridors of healthcare finance and technology, Raymond has mastered the rare ability to see a shift coming before it hits the balance sheet. Her career hasn’t just been about managing revenue; it has been about managing the human transition that occurs when a system, a company, or a career reaches its critical moment of change.
Today, as a sought-after Leadership and Change Management Consultant, Coach, and Healthcare Executive, Raymond operates at the intersection of operational excellence and empathetic leadership. Whether she is scaling a tech startup or advocating for the military spouse community, her mission remains singular: helping leaders navigate transitions with clarity and confidence so they can accelerate performance rather than stall in the face of change.
The Resilience of a Lifelong Learner
Raymond’s professional journey began at the University of Texas at Dallas, where she pursued Interdisciplinary Studies in Health Sciences. This early academic focus provided the groundwork for a career that would require a deep understanding of both technical systems and human behavior. However, her most profound education happened outside the classroom.
As a military spouse, Raymond learned the art of the pivot early and often. The unique challenges of frequent relocations and the inherent uncertainty of military life forged a sense of resilience that most executives only encounter much later in their careers. Instead of viewing these transitions as obstacles, Raymond utilized them as laboratories for adaptability.
“When I think of being a milspouse, what first comes to mind is deployments and homecomings and all the badass milspouse friends I have who have shown me what it means to persevere through… well, all the things.” This perspective allowed her to build a career that was not just mobile, but upwardly mobile, eventually leading her to advocate for the 15% of military spouses and veterans she would later recruit into her own teams. For Raymond, leadership isn’t just a degree; it’s the ability to find a path forward when the map is constantly changing.
Scaling Systems and Empowering People
Raymond’s rise through the healthcare sector is marked by a series of high-stakes transformations. At The Advisory Board Company, she managed the most complex implementations, overseeing contracts valued at over $50 million. She wasn’t just managing projects; she was setting the standard for project management best practices across entire enterprises. Angela Romero, VP of Professional Services, noted that Raymond was instrumental in defining processes that allowed the organization to deliver results “faster, cheaper, and better.”
This reputation for high-impact results led her to AKASA, where she served as SVP of Revenue Cycle Operations and Deployments. During her tenure, she scaled the revenue cycle vertical from a handful of analysts to a powerhouse of specialized teams. Her leadership style during this period was defined by a rare blend of grit and trust. As Jessie Moses, Sr. Director of Product + Business Transformation, observed, Raymond is a “no-nonsense leader who gets things done,” but one who simultaneously “places trust in the leaders reporting to her… offering support and guidance as needed.”
Raymond’s career has never been just about the “what”—the revenue cycle transformation or the ROI of automation—but the “how.” She recognized that even the most advanced technology is only as effective as the team behind it. By focusing on the patient financial experience and staff engagement, she transformed cold operational metrics into human-centered successes.
A Legacy of Advocacy and Insight
In early 2025, Raymond reached her own professional inflection point with the launch of Inflection Point Solutions (IPS). Having spent decades solving problems for multi-state health systems and tech giants, she recognized a gap in the market: leaders often have the technical skills to manage a company, but they lack the coaching to manage the transition.
Through IPS, Raymond provides the bridge. She works with newly promoted managers and seasoned executives alike, ensuring they don’t just survive high-stakes transformations but thrive within them. Her impact extends far beyond the boardroom; she is a dedicated Board Member for the South Texas Healthcare Financial Management Association (HFMA) and an Advisor for the University of Oklahoma’s Women in Leadership program.
Raymond’s commitment to the military community remains a cornerstone of her identity. Recently, Inflection Point Solutions was officially recognized as a Military Spouse Owned Business by the US Military Spouse Chamber of Commerce. For Raymond, this isn’t just a certification; it’s a badge of honor that reflects her dedication to a community that taught her the very resilience she now teaches other leaders.
The Future of High-Stakes Leadership
Looking ahead, Raymond is focusing her 25 years of expertise toward executive-level coaching, board governance, and high-impact advisory roles. She views the modern executive role not as a fixed position, but as a dynamic state of change. Her leadership philosophy is anchored in the belief that sustainable growth is only possible when an organization invests in the resilience of its people.
Whether she is speaking from a podium or advising a startup board, Raymond’s message is clear: the most successful leaders are those who can stand at the edge of an inflection point and see it as an opportunity for acceleration. Through her work, she continues to inspire a new generation of leaders to lead with their heads and their hearts, ensuring that as industries evolve, the people within them do too.
Editorial Note
Amy Raymond’s journey is a testament to the power of adaptability. From the rigors of military life to the complexities of healthcare technology, she has proven that transitions are not interruptions, but catalysts for growth. For organizations and leaders standing at their own crossroads, Raymond’s story serves as a call to action: to embrace change with a structured strategy and a human-centered heart. To learn more about navigating your own leadership transitions, connect with Amy via Inflection Point Solutions.
