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The Strategy Skills Podcast: Strategy | Leadership | Critical Thinking | Problem-Solving

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The Strategy Skills Podcast: Strategy | Leadership | Critical Thinking | Problem-Solving
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602 episodios

  • The Strategy Skills Podcast: Strategy | Leadership | Critical Thinking | Problem-Solving

    658: Market Engineering in the Age of AI with the CEO and founder of Traction Gap Partners, Bruce Cleveland

    03/06/2026 | 57 min
    Bruce Cleveland has operated at the center of several major shifts in enterprise technology: Oracle's early growth, the creation of enterprise CRM at Siebel Systems, the rise of SaaS through investments like Marketo and Workday, and now the restructuring of software markets through AI.
    This conversation focuses on a core idea behind those experiences: strong products alone rarely create market leaders.
    Cleveland argues that "product engineering is table stakes." The differentiator is what he calls market engineering: category design, positioning, messaging, storytelling, and thought leadership working together as a disciplined operating model led by the CEO, not just marketing.
    The discussion explores why companies struggle when they compete inside someone else's category, why distinctive language matters in gaining investor and customer attention, and why storytelling remains a strategic capability in technology businesses.
    Several practical themes emerge:
    Why category leaders capture a disproportionate share of market economics

    How positioning determines whether a company fits naturally into a customer's technology stack

    Why many firms waste capital on demand generation before establishing market relevance

    Which non-revenue signals executives should monitor before scaling go-to-market spending

    How AI is changing search, customer discovery, and software economics

    Why expertise and judgment remain valuable even as technical capabilities become easier to replicate

    Cleveland also explains why senior professionals should not underestimate the value of their experience in an AI-driven environment. His view is that the advantage increasingly comes from the ability to guide systems intelligently, not simply operate tools.
    For founders, executives, investors, and strategy leaders, this episode offers a practical framework for understanding how markets are defined, how companies earn durable differentiation, and why strategic narrative now matters as much as technology itself.
    Get Bruce's book, Market Engineering, here: https://tinyurl.com/4etpknu9
    Claim your free gift:
    Free gift #1
    McKinsey & BCG winning resume
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    Breakthrough Decisions Guide with 25 AI Prompts
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    Five Reasons Why People Ignore Somebody
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    Free gift #4
    Access episode 1 from Build a Consulting Firm, Level 1
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    Free gift #5
    The Overall Approach used in well-managed strategy studies
    www.FIRMSconsulting.com/OverallApproach
    Free gift #6
    Get a copy of Nine Leaders in Action, a book we co-authored with some of our clients:
    www.FIRMSconsulting.com/gift
  • The Strategy Skills Podcast: Strategy | Leadership | Critical Thinking | Problem-Solving

    657: Adjunct Professor at Cornell University, Cheryl Strauss Einhorn, on Critical Thinking vs. AI

    01/06/2026 | 48 min
    In this conversation with Cheryl Strauss Einhorn, the discussion examines what happens to judgment and critical thinking as AI becomes embedded in daily decision-making.
    Drawing on her background as an investigative journalist at Barron's, Einhorn explains how questioning assumptions and searching for disconfirming evidence shaped the development of her AREA Method for decision-making. She argues that AI should not be treated as an authority, but as a tool that requires active scrutiny and human judgment.
    Several points throughout the discussion:
    Use AI to challenge assumptions, not simply confirm them

    Ask for opposing viewpoints and missing evidence when using AI

    Verify citations and sources carefully, as hallucinations remain common

    Build expertise deeply enough to recognize flawed outputs

    Clarify the problem and your priorities before using the tool

    Treat discomfort in decision-making as part of serious thinking, not something to avoid

    The conversation also explores the growing risk of overreliance on AI, particularly among professionals who may begin outsourcing too much of their reasoning process. Einhorn argues that decision-making, contextual judgment, stakeholder awareness, and critical thinking will become more valuable as AI systems grow more capable.
    At its core, the episode is less about technology than about preserving independent thought. The central question is not whether AI will become more powerful, but whether people will continue exercising the skills required to think clearly, question effectively, and make decisions with conviction.
    Get Cheryl's book, The Human Edge, here: https://tinyurl.com/3h6k5wre
    Claim your free gift:
    Free gift #1
    McKinsey & BCG winning resume
    www.FIRMSconsulting.com/resumePDF
    Free gift #2
    Breakthrough Decisions Guide with 25 AI Prompts
    www.FIRMSconsulting.com/decisions
    Free gift #3
    Five Reasons Why People Ignore Somebody
    www.FIRMSconsulting.com/owntheroom
    Free gift #4
    Access episode 1 from Build a Consulting Firm, Level 1
    www.FIRMSconsulting.com/build
    Free gift #5
    The Overall Approach used in well-managed strategy studies
    www.FIRMSconsulting.com/OverallApproach
    Free gift #6
    Get a copy of Nine Leaders in Action, a book we co-authored with some of our clients:
    www.FIRMSconsulting.com/gift
  • The Strategy Skills Podcast: Strategy | Leadership | Critical Thinking | Problem-Solving

    656: The Habits and Systems That Shape Success (with Fredric Marshall)

    27/05/2026 | 52 min
    Fredric Marshall spent decades helping companies including Apple, Pfizer, and Genentech solve problems in sales effectiveness, product launches, and organizational change. In this discussion, he explains why he views sales and leadership primarily as change management challenges: helping people move from where they are to where they want to be.
    The conversation centers on several practical ideas that shape long-term performance. Marshall argues that strong systems reduce stress because "the system is carrying the load, not you as a person or the team." He explains why high-performing people consistently invest in infrastructure, technology, and environments that remove friction and preserve attention for higher-value work.
    The episode also explores Marshall's "Super Eight" framework, which includes the neural net, biological health, relationships, systems, assets, and contribution. One of the central themes is that attention shapes outcomes. "Whatever you feed [neural nets], they get better at," he explains, arguing for greater discipline around information intake, habits, and social environments.
    Other insights from the discussion include:
    • Why emotionally intelligent and externally focused people often elevate entire organizations
    • How successful professionals balance initiative with responsiveness rather than operating in constant reaction mode
    • Why many entrepreneurs underestimate the value of their own time and capabilities
    • How journaling, repetition, and evidence gathering can gradually replace limiting beliefs
    • Why wealth creation often depends on investing simultaneously in productive assets and personal capability
    Marshall also shares research from his work studying top performers, identifying three recurring characteristics: action orientation, external focus, and the ability to question assumptions others accept too easily.
    The discussion is ultimately about building a life and career intentionally: curating what enters your attention, surrounding yourself with the right people, and constructing systems that support the future you are trying to create.
    Get Fredric's book, Thrive: The Antidote to Future Shock, here: https://tinyurl.com/smn4u5ts
    Claim your free gift:
    Free gift #1
    McKinsey & BCG winning resume
    www.FIRMSconsulting.com/resumePDF
    Free gift #2
    Breakthrough Decisions Guide with 25 AI Prompts
    www.FIRMSconsulting.com/decisions
    Free gift #3
    Five Reasons Why People Ignore Somebody
    www.FIRMSconsulting.com/owntheroom
    Free gift #4
    Access episode 1 from Build a Consulting Firm, Level 1
    www.FIRMSconsulting.com/build
    Free gift #5
    The Overall Approach used in well-managed strategy studies
    www.FIRMSconsulting.com/OverallApproach
    Free gift #6
    Get a copy of Nine Leaders in Action, a book we co-authored with some of our clients:
    www.FIRMSconsulting.com/gift
  • The Strategy Skills Podcast: Strategy | Leadership | Critical Thinking | Problem-Solving

    655: BCG Managing Director and Partner, Kristy Ellmer, on Why Change Fails and How Great Leaders Build Real Transformation

    25/05/2026 | 53 min
    Kristy Ellmer has spent her career leading large-scale transformations across industries, countries, and operating environments. In this conversation, she explains why most change efforts fail — not because of bad strategy, but because organizations underestimate the human side of execution.
    A central idea from the discussion is the imbalance between the "what" and the "how" of transformation. Leaders spend enormous energy defining strategy, targets, and operating levers, but far less time on the behaviors and systems required for adoption. As Ellmer explains, "transformations or change are failing… on the elements of the how. It's not because there was bad strategy."
    She argues that many executives rush from alignment into execution before the organization is ready. One of the most counterintuitive lessons from her work is the need to pause after agreement is reached: "You need to take… up to two months to get organized." Without the right operating structure, early momentum eventually stalls.
    The conversation also explores why momentum must be designed intentionally. Discussing transformation work at Aetna, Ellmer explains the importance of visible early wins and helping employees understand "what's in it for you." She emphasizes that leaders are "responsible for momentum," not just strategy.
    Another major theme is resistance to change. Early in her career, Ellmer believed that "everybody will just get on board because things are right." Experience taught her otherwise. Different groups respond to different incentives, fears, and motivations. Her advice: "Be curious" about why people resist rather than assuming they are unwilling to change.
    She also challenges traditional views of change management, arguing that communication plans and training sessions alone are insufficient. "There is real science now out there on how humans really change," she says, and organizations that ignore that science struggle to achieve lasting adoption.
    The discussion also covers:
    why long transformations create fatigue when organizations never create "endings"

    how senior leaders should think about AI adoption versus AI hype

    why most companies are integrating AI as a workflow tool rather than fully replacing human work

    what separates successful consulting partners from those who simply "tick boxes"

    why career growth often comes from "leaning into uncertainty"

    Throughout the episode, Ellmer returns to one principle: organizations execute change more effectively when they treat employees with the same intentionality they would apply to external customers. "It's your job to sell the change," she says — not simply announce it.
    Kristy Ellmer is a Managing Director and Senior Partner at BCG and a former Chief Transformation Officer, with decades of experience leading multiyear transformations inside global organizations. She is a coauthor of the book, How Change Really Works.
    Get Kristy's book, How Change Really Works, here: https://tinyurl.com/2zb4p63d
    Claim your free gift:
    Free gift #1
    McKinsey & BCG winning resume
    www.FIRMSconsulting.com/resumePDF
    Free gift #2
    Breakthrough Decisions Guide with 25 AI Prompts
    www.FIRMSconsulting.com/decisions
    Free gift #3
    Five Reasons Why People Ignore Somebody
    www.FIRMSconsulting.com/owntheroom
    Free gift #4
    Access episode 1 from Build a Consulting Firm, Level 1
    www.FIRMSconsulting.com/build
    Free gift #5
    The Overall Approach used in well-managed strategy studies
    www.FIRMSconsulting.com/OverallApproach
    Free gift #6
    Get a copy of Nine Leaders in Action, a book we co-authored with some of our clients:
    www.FIRMSconsulting.com/gift
  • The Strategy Skills Podcast: Strategy | Leadership | Critical Thinking | Problem-Solving

    654: Associate Director of Culture and Change at BCG, Philip Jameson, on Why Most Transformations Fail

    20/05/2026 | 52 min
    Philip Jameson discusses why most organizational transformations fail despite strong strategic intent, significant investment, and broad awareness that change is necessary.
    Drawing on his work at Boston Consulting Group and the research behind How Change Really Works, Jameson argues that the core problem is often not strategy itself, but a poor understanding of "how humans behave during periods of change."
    The conversation begins with Jameson's unusual path into consulting through classical music and leadership at the Sydney Symphony Orchestra. He reflects on the orchestra's temporary departure from the Sydney Opera House during its renovation and why the experience fundamentally shaped his thinking about institutional change.
    "It was an experience that I had had of really a change gone right," he explains, "and it made me passionate about giving the gift of great change to as many people in my life as I could."
    A major focus of the discussion is what Jameson calls "false alignment" — situations where leadership teams behave "as if you're more agreed than you really are." He argues that many transformations fail because executives believe they share a common vision until operational specifics expose deep disagreements.
    The episode also explores why leaders often avoid disagreement altogether. Citing behavioral research from Julia Minson, Jameson explains that people routinely overestimate how damaging disagreement will feel in practice.
    "It is much worse to imagine having a disagreement with someone than it is to actually have a disagreement with someone," he says.
    Another major theme is agency. Jameson draws on the "IKEA effect," the tendency for people to value outcomes they helped create themselves. In successful transformations, employees feel they have "their thumbprint on the design of the change."
    "Change really works," he argues, "when the people affected by that change… feel that they have contributed meaningfully to it in some way."
    The conversation also examines why organizations frequently underestimate barriers to adoption. Jameson outlines seven common reasons employees resist new tools, systems, or behaviors — including skill gaps, lack of time, lack of perceived benefit, and fear of losing status or value inside the organization.
    Rather than treating resistance as irrational, he argues leaders should approach adoption with "deep empathy" and structured thinking about human behavior.
    Another important thread concerns rituals and operating cadence during transformation. Jameson describes successful change efforts as highly disciplined systems with consistent decision-making rhythms, clear forums, and predictable escalation paths.
    "In great changes," he says, "there's a very consistent drumbeat."
    The episode also explores storytelling as a strategic tool during periods of uncertainty. Jameson outlines three recurring narratives used in successful transformations: the threat story, the fitness story, and the destiny story. The strongest organizations, he argues, usually commit to one clear narrative rather than mixing several competing explanations.
    The latter part of the discussion turns to AI and organizational adaptation. Jameson views AI transformations primarily as behavioral transformations rather than purely technical ones.
    "Maybe you think of it as an AI change," he says, "but really it's about human beings."
    Throughout the conversation, Jameson returns to one central idea: organizations rarely fail because they lack intelligence or ambition. They fail because leaders underestimate how difficult it is for groups of people to change behavior collectively and sustain that change over time.
    For executives, operators, and transformation leaders, the episode offers a practical framework grounded not only in strategy, but in the behavioral science of how change actually happens.
    Get Philip's new book, How Change Really Works, here: https://tinyurl.com/2zb4p63d
    Claim your free gift:
    Free gift #1
    McKinsey & BCG winning resume
    www.FIRMSconsulting.com/resumePDF
    Free gift #2
    Breakthrough Decisions Guide with 25 AI Prompts
    www.FIRMSconsulting.com/decisions
    Free gift #3
    Five Reasons Why People Ignore Somebody
    www.FIRMSconsulting.com/owntheroom
    Free gift #4
    Access episode 1 from Build a Consulting Firm, Level 1
    www.FIRMSconsulting.com/build
    Free gift #5
    The Overall Approach used in well-managed strategy studies
    www.FIRMSconsulting.com/OverallApproach
    Free gift #6
    Get a copy of Nine Leaders in Action, a book we co-authored with some of our clients:
    www.FIRMSconsulting.com/gift
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