The Drop In CEO

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 personal stories, the VROOM framework, and insights on collaboration, risk, and the future of work in the age of AI.   Episode Highlights: 02:00 – Todd shares his unique background, from Air Force officer to trusted legal advisor, and the value of diverse experiences. 21:00 – The rise of the fractional executive model: why relationships, not transactions, are the future for business advisors. 33:00 – Introducing the VROOM framework: Value, Relationship, Resources, Responsiveness, Relevancy, and Measurability for client success. 45:30 – Embracing AI and collaboration: how technology and human connection are shaping the next era of business leadership.   Todd is a trusted advisor and outside general counsel for private, closely held, and family-owned businesses. A former Air Force officer and experienced construction law attorney, he brings a unique perspective to risk management, compliance, and strategy. Before joining Frost Brown Todd, he spent seven years as General Counsel for Baker Concrete Construction, overseeing all legal and enterprise risk functions. Todd provides practical, strategic counsel on contracts, disputes, HR, and governance, helping companies strengthen operations and seize growth opportunities. His proactive, business-minded approach helps clients manage risk, plan for succession, and position their organizations for long-term success.   Company Website: https://frostbrowntodd.com/ Linkedin: https://www.linkedin.com/in/todd-wilkowski-8802286/   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 Chasing Results Isn’t Sustainable [3:14] The Power of Fractional Leadership and Coaching [6:44] Key Questions for Leaders: Moving from Reactivity to Strategy [15:10] Resources and Next Steps: Mini Courses and Coaching Offers   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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] Elle George introduces herself, her entrepreneurial journey in Bali, and the inspiration behind her book. [4:40] Elle discusses overcoming a failed partnership, rebuilding confidence, and launching multiple businesses. [17:00] The importance of alignment, red flags in business relationships, and the critical questions to ask before partnering. [32:40] Strategies for handling toxic partnerships, keeping records, and maintaining personal equilibrium as a leader. Elle George is a serial entrepreneur, investor, and disruptor based in Bali, Indonesia. With over 15 years of experience, Elle has founded and operated multiple businesses across nutrition, hospitality, manufacturing, and wellness. Her latest book, "Before You Shake Hands," is a practical toolkit for navigating business partnerships, drawing on her own hard-earned lessons in alignment, resilience, and leadership.   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 to be a CEO? 01:39 — Personal story: Learning from failure and embracing outcomes 03:20 — The real value of leadership beyond titles 12:11 — Actionable steps: Vision, values, and your 30-60-90 day plan   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 Fractional Leadership [2:00] Deb introduces the concept of fractional leaders as a secret weapon for navigating business crises and explains her role as the Drop In CEO. Why Leaders Wait Too Long to Ask for Help [2:18]Discussion on the pitfalls of pride, the importance of timely support, and how fractional leaders can fill critical gaps. Real-World Success Story [7:29] Deb shares a client case study on using fractional leadership to achieve food safety certification and organizational growth. Actionable Steps for Leaders [11:13]Step-by-step guide for assessing team skills, identifying gaps, and deciding when to bring in fractional expertise. For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 managing change: What, Why, Who, and How 08:54 — Real client story: Building high-performance teams through effective change management 15:41 — Actionable playbook: How to practice and sustain change in your organization   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 Highlights Kerim’s Global Upbringing and Entrepreneurial Journey [12:13]Kerim shares how his multicultural background and early entrepreneurial spirit shaped his approach to business and supply chain leadership. The Five Ways to Navigate Tariffs [31:15]Kerim breaks down five strategies for managing tariffs, including absorption, deferral, terms and conditions, cost re-engineering, and alternative supply chains. The Importance of Agility and Risk Management in Supply Chains [41:08]Discussion on how leaders can stress-test their supply chains, prepare for disruptions, and the value of contingency planning. Global Interconnectedness and Resilience [45:28]Kerim emphasizes the need for communication, cultural respect, and adaptability in a global economy, and how to become “disruption proof.”   About Kerim: Kerim Antoine Kfuri is a leader in global supply chain innovation and media. As co-host of the Supply & Demand podcast, he brings together industry professionals to discuss trends, challenges, and opportunities shaping the future of supply chain management. With a focus on fostering dialogue and community, Kerim shares insights that drive progress and transformation. He is also the founder of The Atlas Network, a trusted partner for businesses worldwide, offering consulting, logistics, and risk mitigation services. Kerim’s visionary leadership reflects his commitment to excellence, resilience, and creating value in an ever-evolving marketplace.   Connect with Kerim: Company Website: https://kerimkfuri.com/ LinkedIn: https://www.linkedin.com/in/kerimkfuri/ YouTube: https://www.youtube.com/@Kerim-Kfuri   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 with purpose.   Episode Highlights [0:00] – Introduction: Deb welcomes listeners and sets the stage for helping C-Suite leaders navigate challenges. [2:07] – Personal Reflections: Deb shares recent experiences enjoying life in Cincinnati and the importance of investing in personal time. [5:96] – Main Topic: Deb challenges the concept of imposter syndrome and encourages listeners to focus on their unique gifts. [7:19] – Practical Advice: Deb explains how she helps leaders regain confidence by reframing their value and gifts. For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 with actionable strategies to improve their communication and leadership skills.   Episode Highlights The Framework for Challenging Conversations [10:39]Deb outlines a step-by-step framework for approaching difficult conversations, focusing on establishing common ground, identifying gaps, and taking mutual action. Why Challenging Conversations Are Difficult [7:30]An exploration of the emotional and systemic reasons that make tough conversations so challenging, and why most organizations don’t teach these essential skills. The Power of Language in Difficult Conversations [13:27]Deb discusses the importance of word choice, empathy, and respect in maintaining relationships and moving through workplace challenges. Personal Connection and Icebreaker [2:00]Deb opens the episode with personal stories and updates, setting a relatable and engaging tone for the discussion.   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 growth. Deb offers practical support, inspiration, and a special gift to help C-Suite leaders navigate challenges with confidence.   Episode Highlights: Deb’s personal story of reinvention and returning to her creative roots. The importance of embracing your authentic self and childlike wonder as a leader. Overcoming corporate and societal expectations to rediscover joy and fulfillment. Practical advice and resources for building a strong support system and navigating leadership challenges.   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 Highlights 6:30 - Defining Planetary LeadershipDeb introduces the concept of planetary leadership and explains the risks of waiting for the "planets to align" before taking action. 11:20 - Real-World Example: Delayed Risk MitigationA story from Deb’s career highlights the consequences of delayed decision-making and the importance of addressing risks early. 15:40 - Building a Culture of Proactive LeadershipDeb offers actionable advice for leaders to foster environments where risk identification is celebrated and team input is valued.   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 Highlights: [3:00] - The Power of Pausing and Reflecting: Why Deb is changing the podcast format and the importance of slowing down as a leader. [7:30] - Five Leadership Traps: Burnout, tactical overload, lack of self-investment, losing discipline, and feeling lost. [17:50] - Real Stories and Solutions: Deb shares personal and client stories illustrating each leadership trap and how to overcome them. [21:10] - Building Your Legacy: The importance of discipline, self-care, and finding your unique leadership path.   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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.   Episode Highlights: 01:12 — David’s entrepreneurial journey: from selling the Melbourne Cricket Ground to founding Systemology 12:01 — The seven-stage process for systematizing a business and why “process first” matters 27:14 — Real-world impact: How systemization saved a business 1,000 man-hours and empowered team members 41:01 — Building a culture of systems: Overcoming resistance and the role of the “systems champion”   David Jenyns is an experienced entrepreneur who sold the Melbourne Cricket Ground in his early twenties and founded Melbourne SEO Services. He systemized himself out of that business in 2016 and founded SYSTEMology to help business owners implement systems to scale their business. Today, he supports a growing community of certified SYSTEMologists, delivers workshops, keynote addresses, hosts a podcast, and is on a mission to free business owners worldwide from daily operations.   Connect with David Jenyns: Company Website: www.systemology.comLinkedin: www.linkedin.com/david-jenyns   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 hypnotherapy, and practical strategies for personal and professional growth.   Episode Highlights:13:00 The influence of mentors and the importance of continuous learning18:00 Developing the LGET mindset and integrating coaching frameworks22:00 The role of hypnotherapy in personal transformation27:00 How neuro-linguistic programming (NLP) interrupts limiting patterns   Curtis McCullom, CEO of the Curtis McCullom Group LLC and founder of Bespoke Human Potential Coaching, empowers CEOs, entrepreneurs, and high achievers to eliminate hidden mindset blocks and unlock their fullest potential. Through transformative coaching rooted in the L.G.E.T. Mindset™—Learning, Growing, Expanding, and Transforming—Curtis helps individuals become the best version of themselves, both personally and professionally.   Connect with Curtis McCullom: Company Website: www.curtismccullom.comSocial Links: https://www.linkedin.com/in/curtis-mccullom/https://www.linkedin.com/company/bespoke-human-potential-coaching/https://www.instagram.com/curtis.mccullom/https://twitter.com/curtisBmccullomhttps://tiktok.com/@curtismccullomhttps://youtube.com/@curtismccullomhttps://www.facebook.com/BespokeHumanPotentialhttps://www.facebook.com/curtis.mccullom.BHPC/   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 business owners protect their reputations and feed their families.   Episode Highlights: 02:00 Shane’s Backstory: From restaurants to digital marketing and influencer education 07:00 Lessons from early businesses and the drive to help others 13:00 The origin and mission of Trace Fuse 18:00 How Trace Fuse helps Amazon sellers proactively and reactively 22:00 Relationship with Amazon and the challenges of review removal 27:00 Growth, focus, and the future of Trace Fuse 32:00 Work-life balance, personal growth, and building a high-performing small team 38:00 Shane’s life outside of work and the importance of family 44:00 Final advice, how to connect with Shane, and closing thoughts   Shane Barker is the CEO and founder of TraceFuse, the first Amazon TOS-compliant negative review removal system. With over 25 years of marketing experience supporting Fortune 500 brands, Shane has been recognized as a leading influencer. His recent focus is helping Amazon sellers combat negative reviews through TraceFuse’s innovative, white-hat solution.   Connect with Shane Barker: Twitter: https://twitter.com/shane_barkerFacebook: https://www.facebook.com/ShaneBarkerConsultant/Instagram: http://instagram.com/shanebarkerLinkedIn: https://www.linkedin.com/in/shanebarkerCompany LinkedIn Page: https://www.linkedin.com/company/tracefuse/   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 finding the right business partner. Lance also offers advice for aspiring entrepreneurs and insights into building a client-focused, resilient business.   Episode Highlights: 06:10 Early Lessons in Entrepreneurship and Money 15:30 Discovering Architecture and the Power of Mentorship 23:45 Building F9 Productions During the Great Recession 32:20 The Design-Build Model Explained 39:00 Niche Client Selection and Business Philosophy 45:15 Affordable Sustainability in Architecture   Lance Cayko is an award-winning architect, builder, educator, and serial entrepreneur. As co-founder of F9 Productions, a top-rated design-build firm in Longmont, Colorado, Lance brings deep expertise in architecture, construction, and real estate development. He holds degrees in Building Construction Technology, Environmental Design, and a Master of Architecture, graduating top of his class with the McKenzie Thesis Award. Lance teaches at CU Boulder and NDSU, co-hosts the Inside the Firm podcast, and leads Longmont Community Gardens as founder and president. A proud dad and professional fisherman, Lance is passionate about building stronger communities—one project, class, and garden at a time.  Connect with Lance Cayko: Instagram: @fishingwithlance Company Website: f9productions.com   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 conversation also explores Dr. Brown's book, 'The Fairy God Doctor's Guide to a Good Life,' focusing on the seven prescriptions she outlines for living a fulfilled life. Both hosts discuss the challenges and rewards of embracing one's true self in leadership roles.   Episode Highlights: 05:19 Choosing Satisfaction Over Success 11:06 Insights from 'The Fairy God Doctor's Guide to a Good Life' 14:37 Balancing Life and Leadership 20:47 Mentorship and Legacy   With over three decades of experience in healthcare as a physician, CEO and Chief Strategy Officer, Denise S. Brown, MD is a transformative leader who helps women in business learn how to prioritize and avoid maternal overwhelm. A thought leader in self-care activities for women, she brings her expertise to books for successful women. A graduate of The University of Chicago's Pritzker School of Medicine, with training at Stanford and Vanderbilt, she lives with Alex, her childhood sweetheart of 28 years, and their sons Will and Hank.   Connect with Dr. Denise Brown: Instagram: @thefairygoddoctor Company Website: https://www.sagepartners.net/   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

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 a company streamline operations, resulting in improved morale, better performance, and increased company value. Tune in to learn how to overcome resistance in process documentation and when to consider automation for optimal efficiency.   Episode Highlights: 02:15 Errol's Personal and Professional Journey 10:27 The Importance of Process Documentation 21:22 Navigating Resistance and Achieving Buy-In   Errol Allen is a process improvement and systems expert who helps organizations align people, processes, and technology for better efficiency and ROI. With a hands-on approach shaped by roles at companies like ADT, GEICO, and The Houston Post, Errol launched his consulting business in 2011 to pursue his passion for smart systems and stellar service. He facilitates cross-functional process improvements across industries like property management, logistics, and manufacturing. A Houston native and natural storyteller, Errol’s insights have been featured in the Houston Business Journal, Customer Experience Magazine (UK), and more. His favorite saying? “I’m just having fun!”   Connect with Errol Allen: LinkedIn: https://www.linkedin.com/in/errolallen/ Company Website: http://www.errolallenconsulting.com   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

In this episode of the Drop In CEO podcast Ashish Gupta, founder and CEO of ScaleUpExec, shares his journey from co-founding a wireless technology company acquired by Qualcomm, to working at Apple, and eventually starting his own firm focused on fractional leadership for small and medium-sized businesses. They discuss the importance of understanding the needs of both the business and its team, the challenges and strategies involved in transforming distressed businesses, and the benefits of having a versatile COO. Ashish emphasizes the value of introspection for entrepreneurs to clearly define their business goals and align their teams accordingly.   Episode Highlights: 02:28 Ashish Gupta's Journey: From Wireless Tech to Apple 03:44 Entrepreneurial Challenges and Successes 05:52 Transforming a Distressed Business 08:55 Insights on Leadership and Team Building 17:29 The Role and Impact of Fractional COOs   Ashish has had a long journey in business and tech - selling 2 businesses where he was founder-level, managing a $2B/year budget at Apple, and now running a fractional COO firm that has turned around over 20 businesses. He is an expert at helping leaders and businesses reach their potential.  Connect with Ashish Gupta: LinkedIn: https://www.linkedin.com/in/ashish-gup/ Company Website: https://scaleupexec.com/   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.

In this episode of the Drop In CEO podcast Noel Massie shares his journey from starting as a part-time supervisor to becoming Vice President of UPS’s US Delivery Operations. He emphasizes the importance of intentional leadership, focusing on the development of team members, and shares his insights on effectively communicating and influencing without coercion. Noel discusses his book, 'Congrats You've Been Promoted,' which offers practical advice for new and seasoned leaders alike. Additionally, he talks about his extensive involvement in community service and the impact of projects like second grade literacy initiatives.   Episode Highlights: 09:13 The Importance of Investing in People 20:55 The Importance of Communication Skills 21:31 Directional Communication: A Key Leadership Skill 22:37 The Tactical Side of Leadership   Noel Massie began working for UPS part time during college and rose through the ranks tobecome vice president for UPS’s US Delivery Operations. Before his retirement in 2019, heoversaw 200,000 employees who were led by 12,000 supervisors. In this role, Noel supportedand guided the package delivery and logistic services in the United States. He continues tomentor young leaders and supervisors.   Connect with Noel Massie: LinkedIn: https://www.linkedin.com/in/noel-massie-8b7511a/ Company Website: https://noelmassie.com/ Masterclass: https://noelmassie.com/choose-your-bonus-package/#masterclass   For more information about my services or if you just want to connect and have a chat, reach out at: https://dropinceo.com/contact/See omnystudio.com/listener for privacy information.