Best Digital Rebels Consulting Podcasts (2025)

Bio: James Santy is the founder and CEO of The Sales DREAM, with more than 20 years of experience spanning frontline sales, sales operations, and executive leadership. His career has been defined by a consistent ability to transform sales organizations, build scalable infrastructure, and deliver measurable growth. Summary In this conversation, Marc…

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The Margin Playbook for Sales and Marketing | Karena Bell – Founder & CEO, ProfitLinz 42:16

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22d ago42:16

42:16

Summary In this conversation, Marc Crosby interviews Karena Bell, a financial strategist, about the importance of profit optimization in businesses. They discuss common mistakes made by B2B leaders, such as focusing on revenue over profit, and the various profit leaks that can occur within organizations. Karina emphasizes the significance of effect…

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Scaling HR For Growth with Grace with Theresa Cantwell 39:52

23d ago39:52

39:52

What happens when you stop treating HR as a back-office function and start designing it as a competitive advantage? Theresa Cantwell, Strategic HR Consultant and Director at GSD HR Consulting, believes scaling a company shouldn't mean burning out your team—or yourself. With nearly two decades leading people strategy at companies like Microsoft, Tho…

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Burning GTM Myths with The Big Book of Braindumps | Richard Blundell - Founder of Vencha 58:20

1M ago58:20

58:20

Summary In this episode of Burn the Playbook, Marc Crosby interviews Richard Blundell, a SaaS sales and go-to-market expert with over 20 years of experience. They discuss Richard's journey as an author and consultant, the importance of understanding customer needs, and the common pitfalls founders face in scaling their businesses. Richard emphasize…

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How Family Offices Are Disrupting Venture Capital and Private Equity with Ron Diamond 49:41

1M ago49:41

49:41

What happens when you stop chasing returns and start investing in purpose? Ron Diamond, Founder and Chairman of Diamond Wealth, believes the future of finance isn’t just about building wealth—it’s about what that wealth can do. As a trusted advisor to over 100 family offices ranging from $250 million to $30 billion, Ron has spent more than two deca…

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Navigating Growth in Challenging Times | Insights with Kendall Justiniano 35:21

1M ago35:21

35:21

Navigating Growth in Challenging Times | Insights with Kendall Justiniano As the Founder and Managing Director of Growth Arc Advisors LLC, Kendall Justiniano helps chemical clients find untapped growth opportunities through his team’s expertise in marketing & sales, value growth and strategic transformation. With over 30 years of leadership experie…

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Sales Is Broken. Here’s How to Fix It. | Scott Marker - Author & Business Growth Strategist 1:01:37

2M ago1:01:37

1:01:37

Scott Marker – Author, Business Growth Strategist & Networking Leader Scott Marker is a two-time author of sales and marketing books, including the bestseller BROKEN – How To Fix B2B Sales, Drive Profitable Growth & Win. With two decades of experience spanning startups to Fortune 50 companies, Scott helps businesses accelerate growth through modern…

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The Power of Real Conversations with David Homan 41:44

2M ago41:44

41:44

What if networking wasn’t about schmoozing but about being seen? David Homan joins me to unlearn the myths of traditional networking and share how vulnerability, deep listening, and small group connection can foster truly meaningful relationships. As a master connector, classical composer, and co-author of Orchestrating Connection, David breaks dow…

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Your Website Is Costing You Deals | David Nathan on Digital Presence That Converts 51:46

2M ago51:46

51:46

In this episode of Burn the Playbook, Marc Crosby sits down with David Nathan, the CEO of Scaler Marketing. They discuss David's transition from exploring jungles in Costa Rica to founding a successful marketing agency that specializes in science and tech industries. David shares his insights on the importance of having a website that serves as an …

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The Sound of Freedom and Healing Trauma with Paul Hutchinson 47:31

2M ago47:31

47:31

Paul Hutchinson’s life story reads like a thriller, but his mission is deeply real and urgent. Once a multi-billion dollar fund manager, Paul transformed his life to become an undercover operative, leading more than 70 rescue missions across 15 countries to free thousands of children trapped in sex trafficking. He is the true-life inspiration behin…

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Sales Without the Script | Petra Wagner on GTM, AI, and Getting Into the Buyer's Shoes 43:32

2M ago43:32

43:32

Mastering B2B Sales with Petra Wagner: From Enterprise Exec to AI Coach Join Marc Crosby and guest Petra Wagner, a B2B sales strategist with over 20 years of experience at Microsoft and IBM. Petra shares invaluable insights from her journey, including the challenges of transitioning from enterprise sales to helping startups achieve consistent reven…

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Give First and the Ripple Effect of Generosity with Brad Feld 46:44

3M ago46:44

46:44

What if generosity—not hustle—is your greatest competitive advantage? Brad Feld—co-founder of Foundry Group, Mobius Venture Capital, and startup accelerator Techstars—joins Barry to explore the transformative philosophy of “Give First,” a mindset that’s reshaped how founders, investors, and mentors build lasting companies and vibrant startup ecosys…

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Sales Is Being Rewritten. Are You Ready? | Graham Hawkins - Founder/CEO SalesTribe & Qoos.ai 41:54

3M ago41:54

41:54

In this conversation, Marc Crosby and Graham Hawkins explore the evolving landscape of B2B sales, emphasizing the need for sales professionals to adapt to the new buyer journey, which is increasingly influenced by AI and digital tools. They discuss the importance of visibility in the sales process, the necessity of understanding customer motivation…

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Why AI-First Digital Product Consultancies Will Win Big with David Tuck 49:26

3M ago49:26

49:26

What if becoming a better leader meant letting go of being the expert? In this Unlearn episode, I’m joined by David Tuck, Chief Executive of Waracle, for a thoughtful and human-centered conversation on the mindset shifts required to lead high-performing teams in complex, fast-changing environments. David’s leadership journey spans over 15 years of …

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Bold Go-To-Market Tactics: Just Evil Enough to Win with Alistair Croll 44:52

4M ago44:52

44:52

What if the biggest risk in your business isn’t building the product but realizing no one wants it? In this Unlearn episode, I’m joined by Alistair Croll, technologist, entrepreneur, and bestselling author of Lean Analytics, for a candid and clever conversation on rethinking product development, marketing, and demand generation. Alistair’s work foc…

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Visionaries, Rebels, and Machines: Getting the Best of All with Jamie Dobson (Explicit) 36:54

4M ago36:54

36:54

Today on the Unlearn podcast, we welcome Jamie Dobson, technologist, entrepreneur, and a leader known for building systems that connect innovation with purpose. He joins us to share a deeply reflective journey: spanning childhood curiosity, extreme programming, leadership challenges, and the hard truths of building a company with intention. Jamie D…

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What Happens When You Go All-In in Work and Life on AI with Jeremy Shankle 45:16

4M ago45:16

45:16

Today on the podcast, we welcome Jeremy Shankle, full-stack engineer, AI strategist, and early adopter of automation tools across work and life at Nobody Studios. With decades of experience in web development, startup leadership, and product strategy, Jeremy shares how going all-in on artificial intelligence has transformed how he works, lives, and…

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The Future of Housing and Modular Home Building with John Avrett 38:30

5M ago38:30

38:30

Tap into a network of bold thinkers and industry leaders by sponsoring the Unlearn Podcast. Contact here: https://bit.ly/contact-barryoreilly ____________________________________________________________ Welcome to UNLEARN, the podcast where we talk about bold ideas, fresh thinking, and the mindset shifts needed for real change. Today, I’m excited t…

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The New Science of Self-Actualization for Founders to Reinvent Identity & Find Meaning - Faisal Hoque 35:22

5M ago35:22

35:22

Tap into a network of bold thinkers and industry leaders by sponsoring the Unlearn Podcast. Contact here: https://bit.ly/contact-barryoreilly ____________________________________________________________ Today on the podcast, we welcome Faisal Hoque, author, entrepreneur, and thinker behind Transcend. With over 10 books and years of business leaders…

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Unlearning Legacy Systems to Build Antifragile AI Operating Models with Ja-Naé Duane 46:07

6M ago46:07

46:07

Tap into a network of bold thinkers and industry leaders by sponsoring the Unlearn Podcast. Contact here: https://bit.ly/contact-barryoreilly ____________________________________________________________ Today on the podcast, we welcome Ja-Naé Duane, systems thinker, innovator, and author of Super Shifts. With over 20 years as a behavioral scientist…

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From Fashion to Real Estate, Unlearning to Realign Purpose and Scale with Francesca Cortesi 43:51

6M ago43:51

43:51

Tap into a network of bold thinkers and industry leaders by sponsoring the Unlearn Podcast. Contact here: https://bit.ly/contact-barryoreilly ____________________________________________________________ Today on the Unlearn Podcast, I’m thrilled to be joined by Francesca Cortesi, CPO and Founder of Prodotto Collective, a product visionary, transfor…

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The Neuroscience of High-Performing Teams for Leaders to Achieve Workplace Success | Dr. Marcia Goddard 38:44

7M ago38:44

38:44

Welcome back to the Unlearn podcast! Today, we're exploring neuroscience with Dr. Marcia Goddard, a top neuroscientist and high-performance expert. As the founder of Brain Matters, a LinkedIn Top Voice, TEDx speaker, and a Neuroscientist. She's known for making science practical for business success. Her work with Formula 1, where she studied behav…

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Why Playing Too Small Is Stopping Your Finance Career Growth with Kristie Edling-Day 38:40

7M ago38:40

38:40

Welcome to UNLEARN, the podcast where we will discuss the transformative journeys, innovative tactics, and the pivotal mindset shifts necessary for authentic progress and development. Today, I'm thrilled to welcome Kristie Edling-Day, the current Executive Vice President and Chief Information Officer of Advisor Technology at LPL Financial, and form…

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How to Build a Viral App by Finding Untapped Niches for Explosive Growth | Crystal Gonzalez 55:09

8M ago55:09

55:09

Welcome to UNLEARN, the podcast where we explore the transformative experiences, strategies, and mindset shifts essential for true innovation and growth. Today, I’m honored to host Crystal Lee Gonzalez, a trailblazer in strategic growth and innovation across Southeast Asia. Born and raised in the Philippines, Crystal has spent the last fifteen year…

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How AI is Changing Product Management Forever with Diana Stepner 36:25

8M ago36:25

36:25

Welcome to UNLEARN, the podcast where we explore the stories, strategies, and mindset shifts that drive real innovation and growth. Today, I’m glad to be joined by Diana Stepner, a true trailblazer in the world of product management and people-centered leadership. A Silicon Valley native, Diana has spent over two decades building and leading global…

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How the Attention Economy is Redefining Traditional Marketing with Emily Ross 35:12

9M ago35:12

35:12

Welcome to the UNLEARN Podcast! Today, we’re joined by Emily Ross, co-author of Just Evil Enough and a leader in brand strategy and creativity. With a career spanning tech innovation, marketing, and even circus performance, Emily approaches challenges from unconventional angles. As Director of Brand Strategy at X (formerly Twitter) for EMEA, Emily …

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How Product Managers Can Avoid Startup Failures and Drive Growth with John Cutler 47:59

9M ago47:59

47:59

Welcome to the UNLEARN Podcast! Today, we’re joined by a thought leader and prolific voice in product management and organizational design, John Cutler. With a unique ability to navigate the “beautiful mess” of product development, John has spent his career exploring the complex overlaps of product, UX, and strategy. Currently serving as Head of Pr…

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Proven Strategies to Create Accountability Without Agency with Lee Vorthman 31:12

10M ago31:12

31:12

Welcome to the UNLEARN Podcast! Today, we’re joined by Lee Vorthman, Vice President of Strategic Security Initiatives at Oracle. Lee leads a global team to protect and strengthen Oracle's operations. He is also a Global CISO Advisory Board Member at HMG Strategy and an Advisory Board Member for Phoenix Security. His career began in the US Navy, and…

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Why Unlearning Cultural Norms Is Essential for Thriving in Global Leadership with Ani Filipova 46:30

11M ago46:30

46:30

Welcome to the UNLEARN Podcast! Today, we’re joined by an inspiring leader in global banking and transformation, Ani Filipova. With over two decades of experience, Ani has made her mark as a former international banking executive, setting up and managing three banks, including Citibank Bulgaria. She also led the transformation of a $2 billion busin…

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Personalized: Customer Strategy in the Age of AI with David C. Edelman 38:33

11M ago38:33

38:33

Welcome to the UNLEARN Podcast! Today, we’re joined by a true pioneer in digital transformation and customer strategy, David C. Edelman. With over three decades at the forefront of marketing and digital transformation, David most recently served as Chief Marketing Officer at Aetna/CVS, where he led transformative shifts in customer engagement. Befo…

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Ethical Strategies for Startup Leaders to Avoid Growth Hacking with Andy Budd 47:27

11M ago47:27

47:27

Mastering venture capital and ethical growth is essential for startup success. Today’s guest, Andy Budd, shares insights from his journey as Founder and CEO of Clearleft, Venture Partner at SeedCamp, and Founding Member of Adobe’s Design Circle. Andy has evolved from a designer to an investor and advisor, bringing a focus on ethical growth practice…

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Building Relationships to Recruit the World’s Best Talent with Michael A. Morell 37:54

12M ago37:54

37:54

Mastering executive search and building lasting business relationships are essential for successful transformations. Today’s guest, Michael A. Morell, shares insights from his journey at Riviera Partners, a top executive search firm, and as a former member of the Technology Advisory Board at Bridgewater Associates. Michael A. Morell is the Founder …

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Leading A Top 10 Transformation of the Decade at DBS Bank with David Gledhill 37:40

1y ago37:40

37:40

Driving innovation in technology and business transformation demands visionary leadership, seamless integration of business and tech strategies, and a willingness to take risks. Today's guest, David Gledhill, exemplifies these qualities as he shares his experience leading DBS Bank through a remarkable digital transformation and beyond. David Gledhi…

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Bridging Tech and Healthcare with Richard Lennox- Former COO & Current Health and Senior Director at Skyscanner 36:16

1y ago36:16

36:16

Leadership in technology and operations requires a strategic focus on scaling businesses, empowering teams, and driving innovation. Today's guest, Richard Lennox, exemplifies these qualities as he shares his journey from leading Skyscanner through rapid growth to scaling healthcare innovation at Current Health. Richard Lennox is an experienced tech…

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Transforming Government Procurement: Paola Santana’s Vision for G-Commerce | Founder at E-Government Innovator 49:23

1y ago49:23

49:23

Leadership in government and technology requires not only innovative thinking but also a deep commitment to public service. Today's guest, Paola Santana, exemplifies these qualities as she shares her journey from law and politics to becoming a trailblazer in government technology. Paola Santana is a lawyer, public procurement expert, and serial tec…

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Brand Safety & Platform Integrity at Spotify, TikTok and Google with from Dave Byrne 48:05

1y ago48:05

48:05

Leadership in digital ecosystems requires a commitment to safety, trust, and ethical practices. Our guest today, Dave Byrne, founder of Trust Raise and a member of the Irish Digital Board, shares his journey from major tech giants to establishing a company dedicated to improving the integrity of digital platforms. Dave Byrne has had an illustrious …

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Cracking The Code For A Career in Cyber Security with Former FBI Special Agent Dave Mahon 42:31

1y ago42:31

42:31

Cybersecurity is an ever-evolving field that requires continuous learning, adaptability, and a deep understanding of both the technological landscape and human behavior. Today’s guest, Dave Mahon, a seasoned cybersecurity expert with extensive experience in both the private and public sectors, shares his journey from the FBI to leading global cyber…

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How Teamwork Drives Success with Rob Smedley, Founder of Smedley Group 46:19

1y ago46:19

46:19

Innovation and Inclusivity in Motorsports are about breaking barriers, fostering innovation, and making the sport accessible to all. Today's guest, Rob Smedley, founder and CEO of the Smedley Group, shares his journey from Formula One engineer to entrepreneur, revolutionizing the motorsport industry. Rob Smedley is known for his work with top Formu…

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Scaling The Heights of Human Performance with Annastiina Hintsa, The CEO of Hintsa Performance 37:47

1+ y ago37:47

37:47

Leadership is about embracing sustainable practices, fostering continuous improvement, and aligning personal values with professional goals. Today's guest, Annastiina Hintsa, CEO of Hintsa Performance, shares her insights on achieving peak performance in both business and sports. Annastiina Hintsa is the CEO of Hintsa Performance, a world-leading e…

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Leading with Servant Leadership and Gratitude ft. John Marcante, Vanguard’s former CIO 36:15

1+ y ago36:15

36:15

Leadership is about embracing the process of unlearning outdated practices, fostering a culture of continuous improvement, and aligning your team with visionary goals. Today's guest, with his esteemed 29-year tenure at one of the largest asset managers in the world, Vanguard, shares how he successfully navigated this journey. John T. Marcante is a …

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How AI is Transforming Startup Investment Decisions with William Carbone, CEO & co-founder of Evalify 35:01

1+ y ago35:01

35:01

AI is transforming the world, and William is working on how IP is impacted in an AI world… William Carbone is an AI expert, former IBMer, and now a seasoned entrepreneur with over a decade of experience in aerospace, quantum computing, and AI. At IBM, William’s main focus was to identify opportunities, driving business & technology strategies and r…

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Who Does What By How Much with Josh Seiden 38:25

1+ y ago38:25

38:25

The definition of success can change everything. Properly defined, you have an agile organization where each team member can contribute fully. Poorly defined, you have stagnant teams and users that don’t like the products. In this episode of the Unlearn Podcast, host Barry O'Reilly sits down with Josh Seiden, a sought-after designer, strategy consu…

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How to Build a Venture Studio with Ben Yoskovitz, Founding Partner at Highline Beta 40:13

1+ y ago40:13

40:13

Accelerator, Incubator, Venture Capital, Venture Studio? There are a lot of ways to get a new startup off the ground. Ben Yoskovitz, founding partner at Highline Beta, joins Barry O'Reilly on this episode of the Unlearn Podcast to talk about exactly that, and Ben shares insights into the world of venture studios, discussing his journey from foundin…

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Overcoming the Illusion of Innovation with Elliott Parker, CEO of High Alpha Innovation 38:56

1+ y ago38:56

38:56

The innovative spirit of startups is one of their strengths, something that seems to disappear as a company matures. Does it have to be that way? In this episode of Unlearn, host Barry O’Reilly is joined by Elliott Parker, CEO of High Alpha Innovation, who is an expert in corporate innovation and entrepreneurship. Together, they explore how corpora…

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The Power of Fractional Leadership with Renee Hawkins 36:59

1+ y ago36:59

36:59

What problem are you trying to solve? Is it even the right one? In this episode of Unlearn, host Barry O’Reilly is joined by Renee Hawkins, a skilled technology and transformation practitioner. Together, they discuss problem solving, aligning business strategies with purpose, and how to pivot your organization successfully. With practical tips on n…

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The Thriving Team Playbook with Dom Price, Work Futurist at Atlassian 45:04

1+ y ago45:04

45:04

They say those who don’t learn from the past are doomed to repeat it. As true a statement as it is, it’s missing one crucial element. If you never confront the reality of the present and get to the heart of why you are where you are, you won’t be able to unlearn the habits that got you there in the first place. In this episode of Unlearn, Barry O’R…

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Blockchain and the Future of Decentralized Societies with Anne Connelly, Blockchain and Cryptocurrency Expert 35:26

1+ y ago35:26

35:26

How well would you fare in the high-stakes world of blockchain and cryptocurrency? Could you navigate the complexities of decentralized technology and its potential to revolutionize society? In this episode of Unlearn, Barry O'Reilly sits down with Anne Connelly, a blockchain expert passionate about leveraging technology to transform lives in emerg…

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Tech Nuggets with Daniel Henry, former Global CTO at McDonald's 35:17

1+ y ago35:17

35:17

Would you be willing to take on mission critical, make or break projects as your career? How would you handle the challenges that arise from situations like bankruptcies and mergers while managing the extreme pressure that comes from such high stakes? Daniel Henry doesn’t just take on high stakes projects as they arise. He actively seeks them out. …

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Leadership Transformation Mindset Advice with Sabrina Braham 41:48

1+ y ago41:48

41:48

What was your biggest personal transformation? More importantly, who helped you achieve it? Read this blog and episode of the Unlearn Podcast for top leadership transformation mindset advice from a world-class leadership coach. Sabrina Braham is an executive coach, mastermind group leader, author, and leadership and career development expert with a…