581: President of the Sy Syms Foundation on Legacy, Leadership, and Family Enterprise

581: President of the Sy Syms Foundation on Legacy, Leadership, and Family Enterprise

Marcy Syms, former CEO of Syms Corporation and president of the Sy Syms Foundation, reflects on leadership, governance, and the responsibilities of stewarding a family-founded, publicly traded business. Her perspective blends the operational discipline of retail with long-term thinking shaped by philanthropy and board service.

Syms underscores that organizational resilience rests on clear governance, candid communication, and leaders willing to face hard choices directly. As she puts it,

"Leaders are not tested when things are going well—they're tested when the pressure is on and they have to make tough decisions."

Key insights from the discussion include:
  • Governance as Stewardship
    Boards must challenge assumptions and safeguard alignment between values, accountability, and performance.

    "The role of an independent director is not to be a cheerleader, it's to really be a steward."

  • Succession in Family Enterprises
    Generational expectations can create friction with shareholder responsibilities. Codifying roles, rules of engagement, and equity structures helps prevent conflict.

    "If you don't write it down, you're going to end up with misunderstandings."

  • Retail as a Proving Ground
    Syms draws lessons from decades in a competitive industry, highlighting the need to balance cost discipline with customer orientation and agility in adapting to change.

  • Philanthropy with Rigor
    Through the Sy Syms Foundation, she illustrates how philanthropy can extend corporate values into society when managed with the same discipline as business strategy.

    "Philanthropy isn't just giving money away, it's about investing in ideas and people with the same rigor you bring to business."

  • Authenticity in Leadership
    For Syms, credibility is earned through constancy:

    "People watch what you do over time. If you stay true to your principles, that's how you build trust."


This conversation provides senior executives and board members with a grounded perspective on balancing family legacy, fiduciary responsibility, and societal contribution. It offers practical lessons in governance discipline, leadership maturity, and aligning enterprise with enduring values.

📚 Get Marcy's book, Leading with Respect, here: https://shorturl.at/V0zJ3

Here are some free gifts for you:

Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach

McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf

Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo

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436: Selling Services to PE Firms with Aimably's Founder and Stanford Grad, Claire Milligan

436: Selling Services to PE Firms with Aimably's Founder and Stanford Grad, Claire Milligan

Welcome to Strategy Skills episode 436, featuring an interview with Claire Milligan, a Stanford graduate turned startup founder. Claire helps businesses grow by spending smarter and reducing their cloud costs. Her target market is PE firms. In this episode, we discuss what PE firms care about, how to approach them, the biggest challenges and potential solutions they encounter, as well as the sales process and lead time. Whether she's helping businesses transform their cloud spending or hitting the slopes as a ski patroller, Claire Milligan thrives on distilling complex problems down to their core issues — and turning these pragmatic findings into groundbreaking solutions. Through a journey spanning marketing, UX, and leadership roles at tech companies like Tallie and SpringAhead, she's meticulously constructed a diverse skill set built upon hands-on expertise and an unrelenting thirst for knowledge. Now, as the CEO of startup Aimably, she's applying her unique superpowers to help businesses grow by spending smarter and dramatically reducing their cloud costs. Here are some free gifts for you: Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo

1 Huhti 202451min

435: Stanford University's Jeremy Utley. AI's brainstorming and problem-solving potential

435: Stanford University's Jeremy Utley. AI's brainstorming and problem-solving potential

Welcome to Strategy Skills episode 435, where we feature an interview with the co-author of the inspiring new Generative AI study, Jeremy Utley. This episode highlights the common mistakes and missed opportunities many corporate teams and individuals make when using AI. Too often, individuals treat AI as a mere search engine, leading to answers that fall short of actual solutions. Jeremy Utley is an adjunct professor specializing in creativity and entrepreneurship at Stanford University, where he has taught design thinking and creativity to nearly one million students of innovation worldwide. In 2023, he was named a top ten global innovation leader by Thinkers50 for his recent book Ideaflow: The Only Business Metric That Matters. Here are some free gifts for you: Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo

27 Maalis 202453min

434: Conditions for great PowerPoint slides (Strategy Skills classics)

434: Conditions for great PowerPoint slides (Strategy Skills classics)

For this episode, let's revisit a Strategy Skills classic from the Corporate Strategy & Transformation study. This podcast is for those who have mastered all the basics on slide design and formatting. In this podcast, we discuss how to determine if your PowerPoint slides are influential on a study. Influential PowerPoint slides may not be the most beautiful pieces of work or even the ones with the most effort, though it is usually at least the latter. Click here to see the full study and here to see the merger study and market entry study. Here are some free gifts for you: Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo

25 Maalis 202416min

433: Digital strategy expert, Venkat Venkatraman. How Real-Time Data and AI Will Power the Industrial Future

433: Digital strategy expert, Venkat Venkatraman. How Real-Time Data and AI Will Power the Industrial Future

Welcome to Strategy Skills episode 433, an interview with the coauthor of Fusion Strategy: How Real-Time Data and AI Will Power the Industrial Future, Venkat Venkatraman. In Fusion Strategy, digital strategy expert Venkat Venkatraman and world-renowned innovation guru Vijay Govindarajan offer a first-of-its-kind playbook that will help industrial companies combine what they do best—create physical products—with what digitals do best—use algorithms and AI to parse expansive, interconnected datasets—to make strategic connections that would otherwise be impossible. Venkat Venkatraman is the David J. McGrath Jr. Professor of Management at the Questrom School of Business, Boston University. He has previously taught at the Sloan School of Management at the Massachusetts Institute of Technology and at the London Business School. He is considered one of the foremost authorities on how companies develop strategies to win with digital technologies. He has lectured and conducted digital strategy workshops all over the world with companies such as IBM, Merck, Ericsson, BP, Canal+, and others. Get Venkat's book here: https://rb.gy/2vq6rx Fusion Strategy: How Real-Time Data and AI Will Power the Industrial Future. Here are some free gifts for you: Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo

20 Maalis 202457min

432: One of the world's leading experts on strategy and innovation, Vijay "VG" Govindarajan. How Real-Time Data and AI Will Power the Industrial Future

432: One of the world's leading experts on strategy and innovation, Vijay "VG" Govindarajan. How Real-Time Data and AI Will Power the Industrial Future

Welcome to Strategy Skills episode 432, an interview with the coauthor of Fusion Strategy: How Real-Time Data and AI Will Power the Industrial Future. In Fusion Strategy, world-renowned innovation guru Vijay Govindarajan and digital strategy expert Venkat Venkatraman offer a first-of-its-kind playbook that will help industrial companies combine what they do best—create physical products—with what digitals do best—use algorithms and AI to parse expansive, interconnected datasets—to make strategic connections that would otherwise be impossible. Vijay "VG" Govindarajan is widely regarded as one of the world's leading experts on strategy and innovation. He is the Coxe Distinguished Professor, a Dartmouth-wide chair, at Tuck School of Business at Dartmouth College and a former Marvin Bower Fellow at Harvard Business School. Govindarajan is the author of the bestselling books Reverse Innovation and Three-Box Solution. Get Vijay's book here: https://rb.gy/2vq6rx Fusion Strategy: How Real-Time Data and AI Will Power the Industrial Future. Here are some free gifts for you: Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo

18 Maalis 202455min

431: Design the value chain you need | value chain analysis (Strategy Skills classics)

431: Design the value chain you need | value chain analysis (Strategy Skills classics)

For this episode, let's revisit a Strategy Skills classic where we discuss value chain analysis.   Here are some free gifts for you: Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach   McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf   Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo   Subscribe to FIRMSconsulting's YouTube channel: http://bit.ly/Firmsconsultingsubscribe

13 Maalis 202411min

430: Chief evangelist of Canva and host of the Remarkable People podcast, Guy Kawasaki, on Lessons from the world's most remarkable people

430: Chief evangelist of Canva and host of the Remarkable People podcast, Guy Kawasaki, on Lessons from the world's most remarkable people

Welcome to Strategy Skills episode 430, an interview with the author of Think Remarkable: 9 Paths to Transform Your Life and Make a Difference, Guy Kawasaki. In Think Remarkable, tech titan Guy Kawasaki teams up with Madisun Nuismer, producer of the Remarkable People podcast, to share invaluable knowledge from more than 40 years of working with game-changing organizations such as Apple, Canva, Google, Mercedes Benz, and Wikipedia, and delivers insights from a collection of amazing interviews that'll kick you into high gear and get you ready to start showing the world your best, most amazing self. Together the authors show you how to lead a fulfilling life by drawing on insights from working closely with some of the world's most remarkable people. Guy Kawasaki is the chief evangelist of Canva and the creator of Guy Kawasaki's Remarkable People podcast. He is an executive fellow of the Haas School of Business (UC Berkeley), and adjunct professor of the University of New South Wales. He was the chief evangelist of Apple and a trustee of the Wikimedia Foundation. He has written Wise Guy, The Art of the Start 2.0, The Art of Social Media, Enchantment, and eleven other books. Kawasaki has a BA from Stanford University, an MBA from UCLA, and an honorary doctorate from Babson College. Get Guy's book here: https://rb.gy/tvng27 Think Remarkable: 9 Paths to Transform Your Life and Make a Difference Here are some free gifts for you: Overall Approach Used in Well-Managed Strategy Studies free download: www.firmsconsulting.com/OverallApproach McKinsey & BCG winning resume free download: www.firmsconsulting.com/resumepdf Enjoying this episode? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo

11 Maalis 202447min

429: Benchmarking analysis (Strategy Skills classics)

429: Benchmarking analysis (Strategy Skills classics)

For this episode, let's revisit a Strategy Skills classic from the Corporate Strategy & Transformation study, where we explain how benchmarking analysis, or what is also called best practice analysis, should be used for the top-down analysis and why they are so difficult to manage in a real study. Click here to see the full study and here to see the merger study and market entry study. Enjoying our podcast? Get access to sample advanced training episodes here: www.firmsconsulting.com/promo Subscribe to FIRMSconsulting's YouTube channel: http://bit.ly/Firmsconsultingsubscribe

6 Maalis 202416min

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