Best Executive Coaches in Naples, Florida

Naples, Florida Area Executive Coaching Services

When you think of Naples, Florida, visions of white-sand beaches, world-class golf courses, and elegant living often come to mind. But beyond its beauty, Naples is also a rising hub for leadership, innovation, and human potential. The city’s professional community—spanning healthcare, real estate, hospitality, and finance—is increasingly turning toward executive coaching to elevate leadership capability, culture, and strategy.

At Digital Reference, our mission is to help organizations and professionals find the right partners for growth. Our team invests hundreds of hours each year researching, interviewing, and vetting executive coaches and consultants nationwide—using criteria such as client impact, methodology, certifications, thought leadership, and local relevance.

This Naples-area list reflects that commitment. The coaches below aren’t ranked but rather curated based on their unique contributions to leadership and HR development in the region. Some run their own boutique practices; others collaborate with established firms. Each brings something distinct to the Naples coaching landscape.

Before diving in, you may want to explore related insights from our resource library:

• How to Choose the Right Leadership Coach
  
• Building a Coaching Culture: A Guide for Modern HR Leaders
  

These two pieces provide context for what separates good coaching from transformational coaching—an important distinction as you explore Naples’ top executive advisors.

🌟 The Naples Executive Coaching Scene

Naples offers a distinctive coaching ecosystem: entrepreneurial yet personal, performance-driven yet values-centered. Many local leaders—especially in hospitality, nonprofits, and family businesses—seek coaches who can help navigate succession planning, emotional intelligence, and organizational culture. The following professionals embody those ideals.

🟢 Heather Christie

Executive Coach to CEO's, Senior Leaders & Executive Leadership Teams at Evolve Global

🔗 LinkedIn

Heather Christie brings more than two decades of executive leadership and coaching experience to Naples’ thriving business community. As President of Evolve Global, she specializes in leadership alignment, succession planning, and culture transformation for high-performing executives and boards.

A former attorney and CEO, Heather integrates analytical precision with emotional intelligence—helping leaders make data-informed decisions while cultivating people-first cultures. She’s also a certified coach with extensive experience facilitating executive retreats and strategic alignment workshops across industries.

💡 Key strengths:
🧭 Certified executive coach with 20+ years in leadership development
🌟 Expertise in organizational culture and behavioral dynamics
🔹 Experienced facilitator for executive teams and boards
🌿 Skilled in balancing business performance with purpose-driven leadership

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🟢 Natalia Stepina

HR Professional and Executive Coach
🔗 LinkedIn

With a career spanning global human resources and leadership development, Natalia Stepina is known for her ability to bridge cultures and business priorities. She brings an international HR background to her coaching, having supported organizations in both corporate and startup environments.

Natalia’s approach centers on transformational leadership and emotional agility, often guiding executives through major organizational changes. Her clients praise her ability to help leaders build resilience and influence across complex team dynamics.

💡 Key strengths:
🌍 Global HR perspective rooted in cross-cultural leadership
🧭 Deep expertise in emotional intelligence and change management
🔹 Skilled in executive presence and communication development
✨ Passionate about mentoring rising female leaders in STEM and finance

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🟢 David Langiulli

Certified Executive Coach & Leadership Trainer at License to Coach 
🔗 LinkedIn

As the founder of Fundraising Leadership, David Langiulli stands out for his focus on the nonprofit and philanthropic sectors. Based in Naples, he combines coaching psychology, leadership science, and fundraising strategy to help executives thrive in mission-driven work.

A Professional Certified Coach (PCC) through the International Coaching Federation (ICF), David’s clients include executive directors and board leaders seeking clarity, courage, and impact. He’s particularly respected for blending mindfulness and neuroscience into his leadership frameworks.

💡 Key strengths:
🌱 Certified coach with expertise in nonprofit leadership
💬 Skilled in communication, conflict resolution, and executive alignment
🧭 Uses evidence-based models for sustainable leadership growth
🔹 Known for empathy-driven yet results-focused coaching

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🟢 Matthew Temple

Executive Coach | Leadership Development | Speaker & Facilitator at Matthew Temple Coaching LLC
🔗 LinkedIn

A highly respected career strategist and executive coach, Matthew Temple helps professionals navigate career transitions, leadership challenges, and organizational shifts. His background includes senior roles in executive education and career management, making him uniquely attuned to the realities of corporate progression.

Matthew has coached thousands of leaders globally, combining psychometric tools, career strategy, and leadership agility frameworks to empower executives to define success on their own terms.

💡 Key strengths:
🔹 Deep experience in executive career transitions
🌍 Global network and perspective from higher education and corporate sectors
🧭 Expert in leadership storytelling and personal brand strategy
✨ Focused on long-term leadership and cultural alignment

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🟢 Andy Robinson

Leadership Coach & Founder at Andy Robinson Coaching
🔗 Website | LinkedIn

Andy Robinson is a Naples-based leadership coach with over 25 years of experience developing high-performance teams and leaders. As a Certified Professional Co-Active Coach (CPCC), he’s known for his authenticity, humor, and practical wisdom.

Andy’s clients range from entrepreneurs to senior executives, and his signature approach blends leadership presence, emotional intelligence, and personal growth. He frequently leads workshops on coaching culture adoption and purpose-driven leadership.

💡 Key strengths:
🌟 CPCC-certified coach focused on sustainable leadership growth
🔹 Skilled in organizational effectiveness and team dynamics
🧭 Blends strategic clarity with compassion and accountability
🌱 Advocates for leadership well-being and holistic success

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🟢 Sue Ryan

Leadership Excellence Coach, Keynote Speaker, Founder, The Caregiver’s Journey
🔗 Website | LinkedIn

A Naples icon in both leadership and caregiving advocacy, Sue Ryan has transformed her lived experiences into a powerful coaching practice. Through The Caregiver’s Journey, she helps individuals—especially professionals balancing leadership and caregiving roles—develop resilience, perspective, and clarity.

Sue’s work goes beyond business coaching: she’s an international speaker, author, and leadership mentor, empowering others to lead from compassion and courage.

💡 Key strengths:
💖 Expertise in resilience and adaptive leadership
🌍 Global speaker and thought leader in caregiving and leadership balance
🧭 Focused on empathy-driven communication
🔹 Helps leaders thrive through life’s transitions with purpose

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🟢 Melissa Severance

Chief Dream Officer | Executive, Leadership & Team Coach at Inspire Big Dreams
🔗 LinkedIn

With extensive experience in organizational effectiveness, HR strategy, and executive development, Melissa Severance has become a trusted advisor for companies navigating growth and transformation. Her approach integrates analytics, behavioral insight, and coaching psychology to create actionable leadership results.

Melissa has worked with mid-sized firms and global organizations alike, helping executives align vision, strategy, and people. She’s also active in mentoring women in leadership, making her a sought-after voice in HR transformation initiatives.

💡 Key strengths:
🧭 Strategic HR and talent alignment expertise
🌟 Deep insight into leadership readiness and culture shaping
🔹 Certified leadership coach with cross-industry experience
✨ Passionate advocate for gender equity and inclusive leadership

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🟢 Lou Bavaro

Executive Coach & Leadership Advisor at Inflection Point Partners
🔗 LinkedIn

Lou Bavaro brings more than 30 years of executive and leadership experience in the corporate sector to his Naples coaching practice. Known for his pragmatic, results-oriented approach, Lou partners with leaders to enhance clarity, accountability, and performance.

His clients often include C-suite executives in operations, sales, and financial services—leaders seeking to balance performance with purpose. Lou’s focus on executional excellence and leadership discipline makes him a trusted ally to senior decision-makers.

💡 Key strengths:
🌍 Deep operational leadership experience
🔹 Practical frameworks for accountability and team alignment
🧭 Expertise in executive transitions and leadership presence
🌟 Mentor for emerging and mid-career leaders

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🟢 Kathleen Lant

Senior Manager Career Coaching & Transformation at LeaderUP 
🔗 LinkedIn

A coach with a creative edge, Kathleen Lant blends leadership coaching with communication strategy to help executives lead with authenticity and confidence. Her approach integrates storytelling, clarity, and emotional intelligence—helping leaders connect deeply with their teams.

Kathleen’s clients value her intuitive understanding of organizational culture and her ability to unlock invisible barriers to performance through trust-based coaching relationships.

💡 Key strengths:
🌟 Expert in executive communication and presence
🔹 Focused on emotional intelligence and authenticity
🧭 Helps leaders improve connection and storytelling
✨ Supports transformation through self-awareness and purpose

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🟢 Richard D. Rogers

Executive Coach, Speaker and Minister
🔗 LinkedIn

With a long career in corporate leadership and executive coaching, Richard Rogers specializes in leadership development, cultural change, and team alignment. He brings a consultative approach rooted in both psychology and business acumen.

Richard’s coaching philosophy emphasizes clarity, accountability, and alignment, helping leaders transform not just their performance but also their impact.

💡 Key strengths:
🧭 Expertise in leadership team coaching and culture development
🌍 Experienced across sectors, including finance and technology
🔹 Skilled in assessment and leadership behavior modeling
🌱 Known for data-informed yet empathetic coaching style

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🟢 Terrence Cavanaugh

Leadership Coach & Organizational Consultant
🔗 LinkedIn

Terrence Cavanaugh is known for his strategic insight and human-centered approach to leadership development. His experience spans executive coaching, change management, and HR strategy—particularly for organizations in growth or transition.

Terrence helps executives bridge leadership gaps, strengthen communication, and enhance influence within complex corporate environments.

💡 Key strengths:
🔹 Deep knowledge of HR systems and leadership frameworks
🧭 Focused on strategic leadership and performance alignment
🌟 Skilled in navigating executive transitions and team culture
✨ Balances analysis with empathy and clear direction

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🟢 Shawn S. Simon

Executive Coach & Leadership 4-Performance Solutions Consultant  at Simon Lead LLC
🔗 LinkedIn

Shawn Simon combines years of corporate leadership experience with a passion for personal growth. Her coaching practice centers on executive mindset, authentic leadership, and interpersonal intelligence—core capabilities for thriving in today’s dynamic workplace.

Shawn’s style is supportive yet direct, and she’s widely praised for helping leaders uncover blind spots, strengths, and actionable growth strategies.

💡 Key strengths:
🌟 Focused on leadership mindset and emotional agility
🧭 Skilled in feedback, communication, and team development
🔹 Known for high empathy and results-oriented coaching
✨ Advocates for well-being and sustainable performance

Why Executive Coaching Matters in Naples

Leadership in Naples is as much about community and legacy as it is about business. Local executives often juggle board service, philanthropy, and high-stakes professional roles. The best coaches—like those featured above—understand that success here requires self-awareness, emotional intelligence, and adaptability.

Through research and client interviews, Digital Reference found that coaching has become a differentiator among top-performing organizations in Southwest Florida. From nonprofit executives to corporate teams, the trend is clear: the right coach doesn’t just enhance leadership—they shape company culture, retention, and innovation.

At Digital Reference, we believe that research fuels better decisions. Our team curates lists like this to help organizations find trusted partners in leadership, HR, and organizational development. Every professional featured here has been carefully vetted through independent research, reputation review, and local impact analysis.

If you’re exploring ways to build stronger leadership pipelines, navigate change, or establish a coaching culture in your organization, Digital Reference is here to help.

🙅 Discover more from Digital Reference:

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Because in Naples, as in every great city, leadership isn’t just about titles. It’s about transformation.