Do Good To Lead Well with Craig Dowden

Craig Dowden
  • 5.0 (10)
  • Management
  • Updated Weekly

If you're passionate about mastering self-leadership, you're in the right place. I've dedicated my career to understanding the science and practice of positive leadership. I Integrate evidence-based principles from the fields of positive psychology with those in leadership and organizational excellence that will help you develop real-life solutions to solve your greatest challenges. Each week I'll bring world-class content with industry experts to help you use positive leadership to build a peak performance culture.

  1. 16h ago

    The Benefits of Sabbatical Leave: Lessons from DJ DiDonna

    What happens when you leave your routine behind to embrace uncertainty? DJ DiDonna, Harvard Business School senior lecturer and founder of the Sabbatical Project, joins Craig Dowden to unpack the real benefits of sabbatical leave, drawn from years of research into hundreds of sabbatical-takers. DiDonna explains why extended leave delivers measurable physical healing, from resolving stress conditions like eczema and ulcers to reducing what he calls functional workaholism. The conversation also covers the confidence and creativity gains people report, the three sabbatical archetypes, and why the benefits of sabbatical leave extend to employers as well as employees. DiDonna draws on interviews with hundreds of sabbatical-takers to show that the benefits of sabbatical leave aren't reserved for the wealthy or the lucky. He argues most people can plan toward a sabbatical five years out by setting aside a percentage of income and identifying a trusted example who has already taken one. The episode also explores why founders and CEOs, despite having more flexibility, often feel trapped by the businesses they built, and how stepping away can reduce key-person risk while creating growth opportunities for junior staff. Throughout, DiDonna distinguishes the benefits of sabbatical leave from those of a simple vacation: vacations swap work tasks for leisure tasks, while sabbaticals create open space for identity change, healing, and experimentation. He closes with micro-moment strategies, like disconnecting for a long weekend, that let listeners borrow some benefits of sabbatical leave without leaving their jobs. Key Takeaways The benefits of sabbatical leave include physical healing, with sabbatical-takers reporting resolved eczema, ulcers, and trigger fingers.Sabbatical-takers frequently describe the experience as a peak life event, comparable to a wedding or the birth of a child.Three archetypes shape how people access the benefits of sabbatical leave: the achiever, the explorer, and the seeker.Confidence and creativity gains often outlast the sabbatical itself and carry into everyday work life.Employers benefit too: sabbaticals reveal key-person risk and reduce dependence on any single employee.Emotional recovery from work identity typically takes six to eight weeks before people feel like themselves again.Micro-moments, such as fully disconnected long weekends, offer some benefits of sabbatical leave without quitting a job.Planning a sabbatical five years in advance makes accessing these benefits feel achievable rather than disruptive. Chapters 00:57 Introduction and DJ DiDonna's background 05:31 Defining what a sabbatical actually is 07:55 Why extended time off matters 14:32 Reframing sabbaticals as realistic for everyone 22:20 Time vs. space: the real difference from a vacation 25:19 The emotional journey of a sabbatical 28:55 The three archetypes: achiever, explorer, seeker 34:02 Financial and logistical planning 38:45 Sabbaticals for founders and leaders 42:26 Micro-moments: everyday sabbatical practices 47:06 Closing thoughts and final advice Guest Contact Website: https://thesabbaticalproject.org Book page: https://djdidonna.com/big-time-off/ LinkedIn: https://www.linkedin.com/in/djdidonna FAQ Q. What are the main benefits of sabbatical leave? A. DiDonna's research points to physical healing, increased confidence, renewed creativity, and stronger organizational resilience. Q. How long until the mental health benefits of sabbatical leave kick in? A. Most people need six to eight weeks before feeling like themselves again, separate from their work identity. Q. Do the benefits of sabbatical leave extend to employers? A. Yes. DiDonna argues sabbaticals reduce key-person risk and reveal overly dependent business processes.

    The Benefits of Sabbatical Leave: Lessons from DJ DiDonna

  2. Jul 16

    How to Stop Having the Same Difficult Conversation: Practice C.P.R.

    This solo episode of Do Good to Lead Well focuses on one of the most common challenges in both leadership and everyday life: continually repeating the same difficult conversation without real resolution. Drawing on the important work of Crucial Conversations and Crucial Accountability, I explore the transformative CPR model (Content, Pattern, Relationship) as a deceptively simple framework for breaking frustrating cycles. I talk about how most people stay stuck addressing immediate content rather than recognizing damaging patterns or the deeper relationship impacts underneath. I also share concrete scripts using common scenarios to bring to life how shifting the “elevation” of a conversation can untangle recurring problems and restore trust. Leaders, teammates, and anyone facing persistent roadblocks in communication will walk away with actionable tools to finally resolve stubborn issues. Share your thoughts on how you have dealt with these situations and better yet, share the episode with someone who you feel would benefit from hearing it. What You’ll Learn - What is C.P.R. in difficult conversations? - The importance of addressing issues early. - The trap of relitigating the same content without recognizing a pattern. - The risk of escalating prematurely to relationship-level concerns after a single incident. - The problem of “piling on,” or tackling content, pattern, and relationship all at once. Podcast Timestamps (00:03) - The Recurring Conversation Challenge (01:23) - Introducing the CPR Model (03:30) - Content: Addressing Issues Early (06:08) - Elevating to Pattern-Level Conversations (08:50) - Relationship: Impact on Trust and Collaboration (10:43) - Approaching Difficult Conversations from Different Roles (14:46) - Common Traps and Pitfalls in Tough Conversations (17:53) - Choosing the Right Level for Effective Dialogue (19:33) - Final Reflections and a Call to Action KEYWORDS Positive Leadership, Difficult Conversations, Conflict Management, Crucial Conversations, Crucial Accountability, CPR model, Content Pattern Relationship, Communication Framework, Workplace Relationships, Feedback Scripts, Pattern Recognition, Escalation in Conversations, Resolving Conflict, Peer Conversations, Leadership Communication, Employee Feedback, Conversational Traps, CEO Success

  3. Jul 9

    Design Love Into Leadership: Unlocking the Power of Human Flourishing with Marcus Buckingham

    In this not-to-miss episode of Do Good to Lead Well, I am joined by Marcus Buckingham—the world’s foremost expert on human strengths and engagement—for a candid, data-rich conversation about bringing love into leadership. Drawing on his latest book, Marcus redefines love for the modern workplace: not as romance, but as an intentional design for human flourishing and extraordinary results. Our conversation begins with the deeply personal, as Marcus shares the vulnerability and lessons he learned after selling his beloved company, sparking a compelling case for why “designing love in” must be at the core of modern organizations. He also directly challenges the widespread myths that love makes organizations weak or leaders soft. Instead, tough love emerges as a vital force; sometimes the most loving thing a leader can do is share hard truths or make difficult calls. This episode dives into the real-world consequences of unloving practices like inefficient handoffs or unmanageable spans of control, offering concrete strategies for leaders to build truly vibrant, trust-filled cultures. Whether you’re a CEO who wants to transform your organization a team leader wanting to create an environment where you people flourish, this episode provides an evidence-based blueprint. Discover why love is the ultimate performance driver and how you can start designing it into how you lead today. What You’ll Learn - The power of love at work. - Redefining love in organizations. - From 'OK' to 'I Love It': The J-Curve of Experience. - Tough love: The role of accountability. - What are loving and unloving practices at work? - The ABCs of leading with love (Authenticity, Beliefs, Customs) Podcast Timestamps (00:02) - Introduction and Origin Story (02:17) - Vulnerability and Lessons from Selling a Business (06:00) - The Business Case for Designing Love In (11:22) - Defining Love in Organizations (17:11) - The Critical Importance of “Fives” (23:18) - Loving and Unloving Workplace Practices (32:11) - Tough Love and Accountability (36:17) - The ABCs of Leading with Love (44:02) - Rebuilding Trust and The Five Feelings of Love (51:07) - The Future of Designing Loving Experiences KEYWORDS Positive Leadership, Human Performance, Gallup, StrengthsFinder, Business Case for Love, Organizational Culture, Employee Engagement, Workplace Love, Trust, Team Building, Positive Experiences, Spans of Control, Loving Handoffs in Customer Service, Customer Loyalty, Authenticity, Tough Love, Human Flourishing, Loving and Unloving Practices, CEO Success

    Design Love Into Leadership: Unlocking the Power of Human Flourishing with Marcus Buckingham

  4. Jul 3

    Mastering the Art of Receiving Feedback: Triggers, Reactions, and Strategies for Positive Leadership

    What stops talented leaders from truly hearing honest feedback? This episode tackles that question head-on, drawing from both leading research and lived experience. While most articles, books, and workshops focus on how to give feedback, this discussion targets how to receive it. I explore why so many feedback conversations break down and how leaders can do better. Core themes include the impact of our gut reactions to critical feedback, how quickly we discount advice based on source or style, and why challenges to our identity produce the fiercest resistance. Listeners will be guided through practical, evidence-informed strategies to become better feedback recipients, creating environments where candid conversations thrive. This episode offers a refreshing, evidence-based approach for anyone committed to their own growth and eager to lead with greater effectiveness and humility. What You’ll Learn - The roots of our genuine hesitation surrounding feedback conversations. - How our reactions can prevent or derail future feedback. - Although not all feedback will be delivered perfectly, you can still find value. - Don’t let your relationship with the feedback-giver cloud your judgment - Feedback stings most when it challenges our identity. Podcast Timestamps (00:02) – Setting the Stagek (01:12) – The Personal Challenge of Receiving Feedback (05:17) – Truth Triggers: Dismissing Feedback Based on Tone and Delivery (08:38) – Beware of Absolutes (10:18) – Source Triggers: Who Delivers the Feedback (12:41) – Difficult Feedback from Difficult People (13:52) – Identity Triggers: When Feedback Challenges Self-Image (17:17) – Personal Reflection: My Own Struggle with Feedback that Challenged My Identity (20:01) - Strategies for Curiosity and Constructive Engagement (23:40) - Bringing it Together: Commitment to Feedback Reception KEYWORDS Positive Leadership, Feedback, Receiving Feedback, Giving Feedback, Leadership Growth, Psychological Safety, Critical Feedback, Defensiveness, Feedback Triggers, Doug Stone, Sheila Heen, Zenger Folkman, 360 feedback, Radical Candor, Feedback Accuracy, Feedback Source, Identity and Feedback, Evidence-Based Leadership, Coaching, Blind Spots, Core Values, Curiosity, CEO Success Source: Why (Senior) Leaders Struggle to Get Feedback and How to Change That - Do Good To Lead Well with Craig Dowden | Podcast on Spotify https://podcasts.apple.com/ca/podcast/why-senior-leaders-struggle-to-get-feedback-and-how/id1634491338?i=1000764642523

  5. Jun 18

    Leadership Lessons from Philanthropy: Glen Galaich’s Insights on Letting Go to Do Real Good

    In this spirited episode, the challenges and paradoxes of modern leadership are brought to the forefront, grounded in the world of philanthropy. My guest this week, Glen Galaich, author of the provocative book Control: Why Big Giving Falls Short and CEO of the Stupski Foundation, invites listeners to reconsider the myths surrounding control, generosity, and decision-making. He makes the compelling case about how organizational norms, incentives, and personal ego can unintentionally limit positive impact, even in the most purpose-driven organizations. During out discussion, we reflect on tough questions: What’s the real difference between intentions and measurable outcomes? How do process, relationships, and results shape lasting change? Through first-hand stories and data, this episode reveals how well-meaning leaders too often mistake intention for impact and how letting go of control, building clear processes, and inviting feedback can dramatically enhance outcomes. For executives, nonprofit leaders, and anyone invested in meaningful change, this episode offers actionable advice: embrace self-awareness, question inherited processes, and trust the people closest to the work. It’s a call to action for listeners to examine their own patterns and to move beyond good intentions to do good by leading well. What You’ll Learn - The importance of letting go of control for greater impact. - Rethinking thoughtful giving. - Process, results, relationships: The leadership triad. - The temptation of control when doing good. - The power of systems, incentives, and leadership norms. - Lead with empathy across difference. - The critical role of self-awareness: Feedback as a gift. Podcast Timestamps (00:00) – Welcome to the Show and Guest Introduction (00:03:13) - The Motivation Behind "Control" (00:10:00) - Control, Psychological Safety, and Power in Leadership (00:14:29) - Process, Results, Relationships: The Leadership Triad (00:17:38) - Misconceptions and Accountability in Leadership (00:22:04) - The Temptation of Control When Doing Good (00:30:02) - Leading with Empathy Across Differences (00:34:14) - Systems, Incentives, and Leadership Norms (00:38:16) - The Critical Role of Self-Awareness (00:42:59) - Leading Through Uncertainty (00:47:33) - Key Mindset Shifts: Moving from Intention to Impact KEYWORDS Positive Leadership, Philanthropy, Thoughtful Giving, Community Engagement, Control Mindset, Process in Organizations, Psychological Safety, Accountability, Feedback, Ego in Leadership, Power Dynamics, Self Awareness, Organizational Culture, Social Impact, Norms and Incentives, Empathy, Letting Go, Impact versus Intention, CEO Success

    Leadership Lessons from Philanthropy: Glen Galaich’s Insights on Letting Go to Do Real Good

  6. Jun 11

    What Defines a Great Leader Today? Global Insights from Allison Howell (CEO, Hogan Assessments

    How do you bridge the divide between how leaders show up and what teams truly want? On this week’s episode of the Do Good to Lead Well podcast, I sit down with Allison Howell, CEO of Hogan Assessments, to discuss their Leadership Divide Global Report, which draws on the responses from 9,794 employees across 25 countries. The findings challenge the conventional myths about what makes a great leader, and why charisma and ambition are not enough. Allison Howell pulls back the curtain on “emergent” versus “effective” leadership, sharing why the traits that get people promoted often undermine team success. We also dive into one of the other key findings; why the attributes executives display don’t match what employees crave, with nearly zero overlap. Critical leadership qualities such as cultivating trust, integrity, and humility, build both teams and organizations up, no matter the cultural context. She also shares concrete examples of the most common derailers in Hogan’s research: behaviors that fast-track promotions but quietly undermine trust and morale. Allison also offers a candid look at strategic self-awareness, the value of global perspective, and practical ways any organization can move from bias to balanced judgment. If you’re a leader, or an aspiring one, this episode delivers the research and real-world tactics you need to inspire true followership and foster organizational excellence in an era of rapid change. What You’ll Learn - The uncomfortable truth about reputation versus identity (and which one actually runs your career). - Emergence versus effectiveness: why the leaders who get promoted aren't the ones teams need. - Why your greatest strength can also become a derailer. - The global trust crisis and the surprising place leaders are best positioned to rebuild it. - Accountability: why employees are saying "you first." - Personality is climate, behavior is weather; what that means for your ability to change. Podcast Timestamps (00:00) – What is Leadership? (03:57) - Reputation Versus Identity in Leadership Assessment (06:45) - The Leadership Divide: Key Findings and Surprises (10:49) - Leadership Emergence vs. Leadership Effectiveness (13:08) - Behaviors That Get Leaders Promoted (But Hurt Teams) (20:20) - Closing the Leadership Gap: Individual and Organizational Solutions (28:06) - Balancing Ambition, Confidence, and Humility (34:59) - Can Leadership Skills Be Developed? (38:10) - The Current Context of Leadership Expectations (45:52) - Cultural Differences in Leadership Preferences KEYWORDS Positive Leadership, Hogan Assessments, Personality Assessment, Team Performance, Reputation vs Identity, Emergent Leadership, Leadership Gap, Charismatic Leadership, Strategic Self-Awareness, Leadership Development, Accountability, Integrity, Trust in Leadership, Communication Skills, Humility, Emotional Self-Regulation, Dark Side of Personality, 360 feedback, Global Leadership Trends, Data-Driven Selection, Cross-Cultural Leadership Differences, CEO Success

    What Defines a Great Leader Today? Global Insights from Allison Howell (CEO, Hogan Assessments

  7. Jun 4

    Why Empathy and Honest Communication Matter More Than Ever for AI-Driven Organizations with Joshua Gould

    What does great leadership look like when AI is moving faster than most organizations can keep up? To answer this important question, I spoke with Joshua Gould, the CEO of thebigword, a global language technology and services company, where he helped grow the business from $6M to over $100M in revenue. In 2021 he sold the business to a large US based PE firm and continued on as CEO, where he has led a $20m technology investment into AI and automation. This episode tackles the challenge of leading in an Ai-driven world, examining why level-headedness, prioritization, and empathy are more vital than ever. The discussion surfaces candid insights on how leaders can cut through tech-driven noise, return to first principles, and make decisions that truly serve their teams and customers. During our conversation, Joshua shares real-world examples that bring the risks and rewards of AI adoption to life, from transforming pricing and market share strategies to reshaping entire job roles. Josh does not shy away from hard truths, exploring the necessity of honest conversations even when the answers are unpredictable or uncomfortable. For leaders searching for actionable advice on how to steward organizational culture, empower employees, and future-proof their businesses, this episode offers a blueprint grounded in candor, resilience, and a commitment to doing good. What You’ll Learn - How to cultivate level-headedness amidst noise. - Prioritize ruthlessly: It’s the antidote to overwhelm. - Use technology to serve your values. - Building a culture of adaptation and co-creation. - Why the best leaders lean into transparency and courage, even when It’s scary. - Empathy remains irreplaceable in an Ai-driven world. Podcast Timestamps (00:00) – Welcome to the Podcast (03:10) - Essential Leadership Qualities in the Age of AI (06:16) - Fundamentals Versus Hype: How to Make Sound Decisions (10:27) – Effectively Leading Through AI Advancement (12:39) - AI as a Pricing Weapon Rather Than a Productivity Tool (19:20) - Navigating Job Impact and Workforce Concerns with AI (24:09) - Courageous and Transparent Leadership in Disruption (29:29) - Leading Culture Change Amidst AI Fear and Resistance (34:38) - Grounding Adoption in Mission and Strategic Participation (41:00) - Preserving Critical Thinking and Avoiding AI Overreliance (48:03) - Empathy, Humanity, and Leadership in an AI Future KEYWORDS Positive Leadership, AI, Artificial Intelligence, Technology-Driven World, Level Headedness, Market Fundamentals, Fear-Based Decision Making, Prioritization, First Principles, Job Disruption, Upskilling, Employee Anxiety, Courageous Leadership, Transparency, Culture Change, AI adoption, Empathy, Critical Thinking, Executive Decision-Making, Value Creation, CEO Success

    Why Empathy and Honest Communication Matter More Than Ever for AI-Driven Organizations with Joshua Gould

  8. May 28

    Incorruptible Leadership Lessons from Eric Ries: Why Good Companies Go Bad and How Great Companies Stay Great

    This week on the Do Good to Lead Well podcast, I sit down with bestselling author Eric Ries for a timely and thought-provoking conversation about leadership, mission, and the growing crisis of short-term thinking in business. Eric first transformed the entrepreneurial world with The Lean Startup. In his latest book, Incorruptible, he tackles a new challenge: why so many organizations lose sight of their purpose, compromise their values, and drift away from the very mission that made them successful in the first place. Together, we explore why many traditional business “best practices” are no longer serving leaders, employees, or society — and what it takes to build organizations that can withstand the pressures of short-term performance, protect trust, and stay anchored in their values over time. Through powerful stories, real-world examples, and surprising data, listeners learn how organizations can defend their mission, outlast competitors, and resist the economic “gravity” that pulls so many companies into compromise. From redefining profit as human flourishing to making trust and love into competitive advantages, the episode offers a blueprint for building companies that not only succeed financially, but endure. Whether you’re a founder determined to preserve your mission, or an executive seeking to build a culture of integrity, this episode is packed with practical guidance and inspiration. Tune in to discover what it truly means to become an incorruptible force for the good of your business and the good of humanity. What You’ll Learn - The perils of “best practices.” - Corruption isn’t just a crime – It’s losing your purpose. - How the moral logic of capitalism has been lost. - Redefining profit: Maximizing human flourishing. - Mission (not money) makes companies endure. - Trust and love are competitive advantages. - Governance isn’t boring. It’s your organization’s DNA. - Does growth kill mission? The risk is real. The reality does not have to be. - You can build incorruptible companies: An evidence-based business case. Podcast Timestamps (00:00) - A Special Topic and Guest (01:49) - From the Lean Start-up to Incorruptible (04:07) - Defining and Diagnosing Corruption (08:32) - The Moral Logic of Capitalism and Value Creation (13:03) - Redefining Profit and Human Flourishing (19:15) - Mission Drift and Protecting Organizational Purpose (22:01) - Outliers: Exceptional Companies and New Best Practices (25:29) - Financial Gravity, Longevity, and Employee Ownership (30:00) - Trust as Organizational Currency (34:23) - The Long Term Stock Exchange and Long-Termism (35:20) - Love, People-First Leadership, and Real Competitive Advantage (41:23) - Governance, Board Dynamics, and Creating Incorruptible Organizations (44:46) - Lessons from Case Studies: Zita Cobb and Beyond (49:16) - Closing Reflections and Practical Resources KEYWORDS Positive Leadership, Incorruptible, Integrity, Do Good to Lead Well, Long Term Thinking, Effective Governance, Market Reform, Lean Startup Method, Company Culture, Avoiding Short Term Thinking, Corruption, Capitalism, Value Creation, Shareholder Primacy, Business Ethics, Corporate Mission, Profit Redefinition, Human Flourishing, Stakeholder Alignment, Organizational Trust, Financial Gravity, Mission Controlled Companies, Organizational Character, CEO Success

    Incorruptible Leadership Lessons from Eric Ries: Why Good Companies Go Bad and How Great Companies Stay Great
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About

If you're passionate about mastering self-leadership, you're in the right place. I've dedicated my career to understanding the science and practice of positive leadership. I Integrate evidence-based principles from the fields of positive psychology with those in leadership and organizational excellence that will help you develop real-life solutions to solve your greatest challenges. Each week I'll bring world-class content with industry experts to help you use positive leadership to build a peak performance culture.

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