The Drop In CEO

The Drop In CEO

Inspire your team. Elevate your people. Transform your organization from within. The most common problem business leaders face is being able to identify a problem before it ripples into the entire organization. As the Drop in CEO I help businesses get to the root of the issue and use 15+ years of proven executive leadership strategies to fix the problem and make way for a brighter future. Join me, Deborah Coviello, each week as I connect you with CEO’s and industry leaders who are doing the work of transforming their businesses from the inside out. Learn how to be an inspirational leader, take control of your career, and build a strong foundation of purpose. What if the secret ingredient to your company’s success is you? Inspirational leadership starts with acknowledging that people are the most important asset in your company. Learn how to identify strengths within others and elevate them to the next level of success.

Episodes

November 24, 2025 35 mins

In this episode of the Drop in CEO podcast, host Deb Coviello welcomes Joe Bockerstette, Managing Partner at Business Enterprise Mapping. Joe shares his journey from engineering to consulting, angel investing, and leading transformative workflow improvements for organizations. Together, they discuss the realities of process management, the challenges of change leadership, and practical advice for business leaders seeking sustainabl...

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In this episode of the Drop in CEO podcast, host Deb Coviello welcomes Terry Blachek, an accomplished entrepreneur and franchise leader with over 35 years of experience in the health, fitness, and consumer lifestyle sectors. Terry shares his journey from humble beginnings to scaling major fitness brands like Orange Theory Fitness, discusses the importance of clarity, business models, and mindset, and offers actionable advice for le...

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In this episode of the Drop in CEO podcast, Deb Coviello welcomes back Todd Wilkowski, a seasoned fractional general counsel and trusted advisor to family-owned and closely held businesses. Together, they explore the evolution of the fractional executive model, the importance of building relationships over transactions, and how proactive legal and business strategies can empower small and medium-sized businesses. Todd shares person...

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November 3, 2025 17 mins

In this episode of the Drop in CEO podcast, Deb Coviello explores the pitfalls of short-term thinking among CEOs and introduces the concept of fractional leadership as a solution for sustainable success. Deb shares personal stories, client experiences, and practical questions to help leaders move from crisis management to strategic, balanced leadership.

 

Episode Highlights:

  • [0:24] Introduction: The CEO Trap – Why C...
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October 27, 2025 43 mins

In this episode of the Drop in CEO podcast, host Deb Coviello welcomes serial entrepreneur and author Elle George. Together, they explore the critical lessons of business partnerships, the importance of alignment, and how to recover and thrive after setbacks. Elle shares insights from her new book, "Before You Shake Hands," offering practical advice for leaders navigating complex relationships.

 

Episode Highlights:

  • [1:05...
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October 20, 2025 19 mins

In this episode of the Drop in CEO Podcast, Deb Coviello explores what it truly means to be a CEO, emphasizing that leadership is about value and impact, not just titles. Through personal stories and actionable advice, Deb encourages listeners to recognize their own gifts, shift their mindset, and take steps toward leaving a legacy in their organizations.

 

Episode Highlights:

  • 01:00 — Introduction: What does it mean...
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In this episode of the Drop In CEO Podcast, Deb Coviello explores the power of fractional leadership for businesses facing crisis or transformation. She shares practical strategies for leveraging outside expertise, discusses the value of upskilling through curated audio mini-courses, and offers actionable steps for leaders to assess and fill skill gaps within their teams.  

Episode Highlights

  • Introduction to Fraction...
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In this episode of the Drop In CEO Podcast, host Deb Coviello explores how C-Suite leaders can successfully navigate constant change. Deb shares actionable strategies, real client stories, and a practical playbook to help leaders adapt, communicate, and sustain change in their organizations.

 

Episode Highlights:

  • 00:00 — Introduction: The importance of adapting to change as a leader
  • 02:13 — The four pillars of...
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This episode of The Drop-In CEO features a conversation with Kerim Kfuri, President and CEO of the Atlas Network, who shares his journey from a global upbringing to leading innovation in supply chain management. Kerim and host Deb Coviello discuss the complexities of modern supply chains, the impact of tariffs, the importance of agility and risk management, and how technology and mindset shape business resilience.

Episode Highlight...

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September 21, 2025 11 mins

In this episode of the Drop-in CEO podcast, Deb Coviello shares personal stories and professional insights to help C-Suite leaders navigate challenges with confidence. Deb discusses the importance of investing in personal time, challenges the narrative of imposter syndrome, and emphasizes the value of surrounding yourself with people who recognize your gifts. Listeners will gain practical advice on regaining confidence and leading ...

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In this solo episode of the Drop-in CEO podcast, host Deb Coviello shares personal updates and dives deep into the art of navigating challenging conversations with confidence. Deb introduces a practical framework for handling difficult discussions, explores why these conversations are often so tough, and emphasizes the importance of language and empathy. Through relatable stories from both family and business, Deb equips listeners ...

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September 8, 2025 13 mins

In this heartfelt episode of the Drop-in CEO podcast, Deb Coviello explores the journey of reinventing oneself as a leader. Deb shares personal stories of rediscovering her creativity, overcoming the constraints of corporate life, and embracing the childlike wonder that fuels authentic leadership. Listeners are encouraged to reflect on their own paths, reconnect with their passions, and find joy in both personal and professional gr...

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In this solo episode, Deb Coviello, the Drop-in CEO, shares a heartfelt reflection on the importance of pausing and reassessing your leadership journey. Deb opens up about her own experiences, the challenges leaders face, and the critical need to invest in yourself, stick to your strategy, and avoid burnout. Tune in for actionable insights and stories that will help you lead with intention and leave a lasting legacy.

 

Episode...

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In this solo episode, Deb Coviello, the Drop-in CEO, shares a heartfelt reflection on the importance of pausing and reassessing your leadership journey. Deb opens up about her own experiences, the challenges leaders face, and the critical need to invest in yourself, stick to your strategy, and avoid burnout. Tune in for actionable insights and stories that will help you lead with intention and leave a lasting legacy.

 

Episode...

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In this episode of the Drop In CEO podcast Join host Deb Coviello as she welcomes David Jenyns, entrepreneur and founder of Systemology, to discuss how business owners can free themselves from daily operations by building effective systems. David shares his journey from selling the Melbourne Cricket Ground to systematizing businesses, and offers actionable insights for leaders looking to scale and optimize their organizations.

&nbs...

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In this episode of the Drop In CEO podcast Deb Coviello welcomes Curtis McCullom, CEO of The Curtis McCullom Group and founder of Bespoke Human Potential Coaching. Curtis shares his journey from top sales agent to transformative coach, revealing how he helps CEOs, entrepreneurs, and high achievers eliminate hidden mindset blocks and unlock their fullest potential. The conversation explores the LGET mindset, the power of hypnotherap...

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In this episode of the Drop In CEO podcast, Deb Coviello welcomes Shane Barker, CEO and founder of TraceFuse, the first Amazon TOS-compliant negative review removal system. The conversation covers entrepreneurship, the importance of focus, lessons learned from business growth, and the value of work-life balance. Shane also discusses the origins of Trace Fuse, the challenges of working with Amazon, and his commitment to helping busi...

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In this episode of the Drop In CEO podcast, Deb Coviello welcomes Lance Cayko, a serial entrepreneur, architect, builder, and co-founder of F9 Productions. Lance shares his journey from rural North Dakota to building a vertically integrated business in architecture, construction, and real estate development. The conversation explores the value of mentorship, the design-build model, affordable sustainability, and the importance of f...

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In this episode of the Drop In CEO podcast Dr. Denise Brown, a transformative leader in healthcare with over three decades of experience, shares her journey from medical school to becoming a Chief Strategy Officer and eventually a CEO. She discusses how she chose personal satisfaction over traditional success metrics, emphasizing the importance of making conscious, heartfelt decisions in both personal and professional life. The con...

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In this episode of the Drop In CEO podcast Errol Allen shares insights on helping C-Suite leaders and organizations enhance their process efficiency, reduce costs, and achieve better business outcomes. Errol delves into the importance of process documentation, the role of CEOs in leading these initiatives, and the benefits of thorough documentation for training and internal operations. Highlighted is a case study where Errol helped...

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