Holly Rivera

President & COO
WAIMI
Port Saint Lucie, FL 34953

I am a strategic operations and financial executive with over fifteen years of experience leading organizations through growth, transformation, and measurable success. My career has been built across healthcare, finance, and emerging technology fields that demand both precision and vision. I am passionate about helping teams and businesses move from strategy to execution, turning complex challenges into structured, results driven solutions.

As Chief Operating at WAIMI, I guide executive leadership in organizational strategy, performance improvement, and sustainable growth. I thrive at the intersection of data and people, using analytics, financial forecasting, and operational insight to build systems that empower teams and strengthen outcomes.

Previously, I led multimillion-dollar dental practices to record growth, achieving 35% patient acquisition increases, with millions in revenue recovery through operational and cultural transformation. My leadership philosophy is rooted in transparency, collaboration, and accountability, fostering a culture where trust and excellence drive performance.

I believe success is not just measured by numbers, but by the integrity, morale, and shared values that sustain them. Every day, my goal is simple: to help visionary leaders and teams transform their business vision into reality.

• Advanced Cardiovascular Life Support Experienced Provider
• Basic Life Support
• Real Estate License
• Business Broker
• Notary
• OSHAA
• HIPAA

• University of Florida - Masters International Business
• Indian River State College - Bachelor of Applied Science in Organizational Management

• 2025 America's Best in Medicine Recipient
• 2025 Influential Women Recipient
• The National Society of Leadership and Sucess - University of Flordia
• The National Honor Society - University of Florida
• Honor Society - The University of Florida
• Congressional Award

• Https://nam02.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.gofundme.com%2Ff%2Fsupport-bobbys-fight-against-burkitt-lymphoma%3Fattribution_id%3Dsl%3A3432f531-95aa-4440-9af3-29499f724b11%26lang%3Den_US%26ts%3D1761594784%26utm_campaign%3Dfp_sharesheet%26utm_content%3Damp17_ta%26utm_medium%3Dcustomer%26utm_source%3Dfacebook%26fbclid%3DIwZnRzaAN3TPtleHRuA2FlbQIxMQABHsReTJXBoiQp0R1B5QVWxSALPZrBuUxl3pdMwHEU2GQmrt5Itq5oZdg1OR0M_aem_XqzD-pr7i-tFXcUbUWgbQA&data=05%7C02%7CHolly.Rivera2%40affordabledentures.com%7Ca85a371c55ad44eb7e5c08de1be7c6fb%7C177aabcf8165443e97b1825cf97facc7%7C0%7C0%7C638978879468541329%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=Lnrzdl%2FiPNL1zOuu2rtMvVyJv9hZmhuO1I1YLMqfD0M%3D&reserved=0

Q

What do you attribute your success to?

I attribute my success to discipline, vision, and adaptability, qualities strengthened by the strong women who guided me. Throughout my career, I have been inspired by female leaders who lead with intelligence, composure, and purpose, women who showed me that resilience and empathy are not opposing forces but the pillars of true leadership. They taught me that power lies not in control, but in the ability to inspire confidence and growth in others.

I have built my career around that philosophy. I have a unique ability to see potential in people, systems, and teams and the courage to take calculated risks to realize it. Consistency, gratitude, and integrity keep me grounded as I continue to grow and lead.

With over a decade of experience in organizational leadership, operations, and financial strategy within different industries, I have overseen growth initiatives, patient experience programs, and performance systems that strengthened both culture and profitability. From front desk to boardroom, I understand how every role contributes to the greater mission.

The systems I have implemented have improved patient retention, increased revenue, and elevated team morale. More importantly, they have reinforced my belief that when leadership is guided by empathy, structure, and vision especially the kind modeled by the women who came before us, it creates sustainable success and inspires the next generation to rise even higher.

Q

What’s the best career advice you’ve ever received?

The best career advice I have ever received came from leaders who led with calm confidence those who did not need to control every detail to command respect. They led by example, with strength rooted in empathy, clarity, and purpose. One mentor in particular showed me that true leadership begins with listening. Before you can guide others, you must first understand what drives them, their values, fears, and motivations.

As a woman in executive leadership, that lesson has become my foundation. Strength to me is not about volume or authority it is about influence through trust, grace under pressure, and consistency in action. I have learned that leading with empathy and conviction is not a contradiction; it is a superpower. It is what allows me to inspire excellence without intimidation, to empower rather than micromanage, and to create spaces where people feel seen, supported, and capable of growth.

Every team I lead is an extension of that philosophy: confident, collaborative, and accountable where success is measured not just by results, but by how people evolve in the process.

Q

What advice would you give to young women entering your industry?

My advice to young women entering the industry is to be confident but stay teachable. Every experience, even the challenging ones, builds your leadership voice. Never stop thinking, keep your curiosity, and ask questions. Learn to trust your instincts, set boundaries, and remember that collaboration will always take you further than competition. Embracing both confidence and humility creates a foundation for long-term success and meaningful impact. No one can ever hold you back except yourself.

Q

What are the biggest challenges or opportunities in your field right now?

The biggest challenge in my field today lies in balancing growth with authenticity. As healthcare and business evolve rapidly, it is easy for organizations to chase scale at the expense of connection. The opportunity lies in strategic, people centered leadership building infrastructure that supports expansion while preserving the trust and compassion that define exceptional service.

As Chief Operating Officer at WAIMI, I extend that philosophy across industries. WAIMI’s mission is to help businesses transform vision into measurable success through operational excellence, financial strategy, and human centered innovation. I partner with leadership teams to align structure with purpose ensuring that growth is not only profitable but sustainable, ethical, and impactful.

No matter the sector, my purpose remains the same: to lead with integrity, empower others to rise, and prove that strength and compassion are not opposites they are the foundation of lasting success.

Q

What values are most important to you in your work and personal life?

The values that guide me both professionally and personally are integrity, empathy, accountability, and growth. Integrity builds trust; it means doing the right thing even when it is not easy. Empathy keeps leadership human, reminding me that behind every target or task is a person with their own potential. Accountability ensures progress is earned, not assumed rooted in ownership and follow through.

Equally important is my commitment to helping others cultivate and grow. I believe true leadership is measured not by personal achievements, but by how many people you help rise alongside you. I am passionate about mentoring, developing talent, and creating environments where people feel valued, capable, and inspired to become their best.

In both work and life, I strive to lead with gratitude, consistency, and vision building success that is not only measurable, but meaningful. To me, success is about impact, integrity, and the lasting growth of those around us.

Locations

WAIMI

Port Saint Lucie, FL 34953

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