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Leadership Moments

Stacey Caster and Tracy-Ann Palmer

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Each episode of Leadership Moments will transport you to the frontlines of leadership, where the extraordinary unfolds. We'll hear firsthand from trailblazers, change-makers, and visionaries from diverse fields and backgrounds. From renowned CEOs to grassroots community organizers, we'll explore the breadth and depth of leadership through the lens of personal stories. Whether you're an aspiring leader, a seasoned executive, or fascinated by the power of human resilience and determination, Le ...
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"Getting To The Root with Tracy Palmer's mission is to produce shows that will empower, inspire, and provide the audience with strategies and solutions for everyday living. Our topics will include entrepreneurship, financial enrichment, mental & spiritual wellness, healthier living, and much more! Support this podcast: https://podcasters.spotify.com/pod/show/gttrwithtracypalmer/support
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Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
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Theory of Creativity

Tandi Palmer Williams, Patternmakers

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Ideas, tools and techniques for a stronger culture sector. Join me as I pick the brains of experts in research, business, economics, technology and policy. We talk about the challenges of reaching new audiences, securing funding and amplifying the positive impacts of our work.I want to make sure arts & culture professionals have access to the best quality thinking and insights. My goal is to help grow your organisation bigger, better and stronger, so collectively, we can do even more good in ...
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In our hearts we plan the way we want to live but only GOD makes us able to live it.(proverbs 16:9) Hi and welcome to Everyday Living. I am your host Angie. Life is a journey and I am so honored that you have decided to take it with me. I love to help and encourage others... so I consider myself your Hope Dealer and your Purpose Pusher. MY motto is "We only die once but and we Live everyday...So Live Baby Live". Everyone goes through something in life and I'm here to tell you that this to sh ...
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Tune in for a treasure trove of practical advice and heartfelt lessons that will help you become a more effective and inspiring leader. Unlock the secrets to effective leadership and change management in this engaging episode. We promise you'll learn the crucial steps to continuously sell and reinforce your vision, ensuring all stakeholders are ali…
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Dara Khosrowshahi runs one of the most complicated businesses in the world, Uber. Since taking over in 2017 Dara has led the company to profitability against all odds. In this episode, we touch on a number of things including Uber’s position on the future of Autonomous Vehicles (AVs), the challenges that were overcome in making Uber profitable, and…
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What if your organization could transform constant change into a culture of adaptability and innovation? In this episode, Tracy-Ann and Stacey Caster reveal startling statistics about failed change programs and companies' declining lifespans, making a compelling case for adopting an intrapreneurial mindset. Discover essential strategies such as enc…
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Mike Maples is an 8x Midas List investor and founding partner at Floodgate Fund. In our conversation, we dive into his latest book, "Pattern Breakers: Why Some Startups Change The Future." Mike shares his frameworks on how top startups beat incumbents by redefining categories, and he reflects on his worst and best decisions. We also discuss what th…
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What happens when a high-achieving leader faces a life-altering diagnosis? Russell Creed, founder of Invictus Life Coaching, shares his powerful journey with us. From leading in a C-Level role while battling the rare liver disease primary sclerosing cholangitis (PSC) to undergoing a liver transplant, Russell's resilience is a testament to the unyie…
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Josh Reeves has built Gusto into a nearly $10B company with over $500M in ARR, serving small businesses. In our conversation, Josh delves into Gusto’s 13-year journey, sharing insights on how they achieved product-market fit by initially targeting a very narrow niche. He also highlights the tactics they’ve used to build an intentional culture of hu…
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Discover the critical factors that set successful transformations apart from the rest. We peel back the layers of what transformation really means in the business world and identify common pitfalls such as lack of urgency, poor communication, and weak leadership. Join us as we share essential practices that can significantly boost your chances of s…
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How is AI transforming the creative industry, and what pitfalls should you watch out for? Join us for an eye-opening conversation with Evan J. Cholfin, the CEO and founder of LUXHAMMER, as he shares his deep insights on these pressing questions. Evan's expertise in film, TV, and branded entertainment offers a unique perspective on the role of AI in…
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Eric Glyman (CEO, Ramp) shared his operating playbook for leading one of the fastest-growing startups on his second appearance on the podcast. We also explored the unique ways Ramp leverages AI internally, strategies for startups to build moats in AI, and the concept of self-driving money. We concluded with one of the most profound and thoughtful d…
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What if the very challenges you face are the keys to unlocking your true leadership potential? Throughout our speaking engagements across the country, we've encountered common themes of change, resiliency, and the power of community. We'll unpack the urgency of adapting to change. We also examine the growing trend of formal resiliency planning in b…
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Ever wondered how AI will reshape the future of leadership? Join us as we sit down with David Pawlak, head of IT strategy and governance at CMS Energy, who brings over 40 years of industry experience to our discussion. Dave draws compelling comparisons between the transformative power of AI and historic technological leaps like the internet and the…
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Klarna CEO Sebastian Siemiatkowski led the rise from a profitable business to their peak $50 billion valuation, in which they were burning $150 million a month. In my latest episode, Sebastian shares how he turned Klarna back to profitability and discusses Klarna’s ongoing pursuit of creating a digital financial assistant. He also reflects on their…
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Unlock the secrets of effective leadership with insights from top industry leaders! In this episode of our podcast, we're thrilled to bring you a special roundtable discussion featuring contributors from our forthcoming book, "The Leadership Navigator; Chart Your Course To Leadership Master, Your Mentorship Guide." Hear from Chris Perkins, Presiden…
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Olivier Pomel built Datadog into a $40B company while burning only $25M in capital. In our conversation, he shares the fundraising lessons, operating principles, and core insights that made this possible. He also discusses the pros and cons of building a tech company in NYC, how early-career professionals should approach learning AI tools, how Data…
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Steve Kaufer led Tripadvisor to multi-billion dollar success over a 20+ year run as CEO. He discusses getting acquired and spun out from IAC, becoming a public company CEO, and his biggest operating lessons from his decades-long journey. Steve also shares behind-the-scenes of his new venture, Give Freely, and reflects on his entrepreneurial path. (…
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Ever wondered how seasoned technology leaders navigate the tricky waters of transitioning from technical roles to leadership positions? In this episode, with Brian Woodring, we uncover the "new leader trap" and the delicate balance between achieving short-term goals and ensuring long-term team sustainability. You'll gain practical insights into man…
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Since 2017, Bill Shufelt (CEO, Athletic Brewing) went from hedge fund trader to the CEO of the leading producer of non-alcoholic craft beer. Unlike the typical tech-focused chats, this one centers around a product many have fallen in love with. In the conversation, Bill tells stories of the unscalable but crucial strategies he used to build a brand…
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In this episode, you'll grasp the intricate ways in which your emotional intelligence can elevate your career and the profound connection between an engaged team, profitability, and productivity. It's about rolling up your sleeves and modeling the behaviors that inspire, engaging in candid conversations that bridge gaps, and committing to the share…
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In the midst of meme stock craziness, Robinhood CEO Vlad Tenev shared his most eye-opening insights from running the company that transformed the game for retail investors. He talks about Robinhood’s new Gold Card, his views on crypto, the media side, how artificial intelligence could change finance, and more. (00:00) Intro (03:27) The Origin of th…
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Unlock the potential of AI in your business with the guidance of data science leader Apurva Wadodkar, who brings her innovative 5E framework to our discussion. She will help you prepare to navigate the cutting-edge terrain of generative AI and its ethical implications. Including examples seen through the lens of Autodesk's productivity revolution. …
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On the day of the ChatGPT-4o announcement, Sam Altman sat down to share behind-the-scenes details of the launch and offer his predictions for the future of AI. Altman delves into OpenAI's vision, discusses the timeline for achieving AGI, and explores the societal impact of humanoid robots. He also expresses his excitement and concerns about AI pers…
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Stepping into the aftermath of a mass layoff may feel like entering uncharted territory, In this episode, we map out the landscape of current job opportunities with precision and care. From the tech sector's quarter-million layoffs to the burgeoning industries seeking fresh expertise, we tackle the paradox of this era's job market. Listen closely f…
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After 18 years leading Guidewire (~$10B), Marcus Ryu made the transition from CEO to partner at Battery Ventures. In the episode, Marcus shares his journey of co-founding Guidewire in 2001, steering the company through its IPO in 2012, and building one of the largest vertical software businesses in the world. He shares his insights on how to build …
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Have you ever wondered how a leader is shaped by their past, or how high-performing teams reach the pinnacle of success? Dr. Tim Buividas, esteemed CEO of the Corporate Learning Institute, joins us to share profound insights into the art of team dynamics and the transformative power of leadership training. Transitioning from autocratic regimes to i…
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After last week’s announcement that IBM is acquiring HashiCorp for $6.4B, HashiCorp co-founder Armon Dadgar discussed a few behind-the-scenes elements of the acquisition and HashiCorp’s full journey from the early days. Armon shares some of his biggest lessons from the journey, from fundraising to community building and more. (00:00) Intro (01:17) …
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Have you ever considered that your most recent experiences could be silently shaping your leadership decisions? Join us as we unravel the complex web of recency bias, a mental shortcut that's steering the ship in boardrooms and markets alike. We dissect the psychological studies that lay bare the surprising sway of our last encounter over our strat…
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Before Andrew Bialecki took Klaviyo public and scaled the company to $6B, he bootstrapped it to over $1M in ARR. In our discussion, Andrew reveals his philosophies around fundraising, finding the best talent, cultivating entrepreneurship inside Klaviyo, scaling culture, and more. (00:00) Intro (01:13) Klaviyo's Bootstrap Beginnings (09:37) The Stra…
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Can ethical foresight keep pace with the rapid evolution of AI technology? Ashley Duque Kienzle, an AI connoisseur and entrepreneur at the helm of Almma Health, joins us for an invigorating discussion that traverses the ethical minefield tech leaders must navigate. With a rich background at Meta, Amazon, and Changing Health, Ashley illuminates the …
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After 23+ years in venture capital, Jeremy Levine has thrived in many eras, taking risks on now-iconic companies like LinkedIn, Shopify, Yelp, Pinterest, and more. In our discussion, Jeremy shared stories behind these investments and the mindsets he’s developed along the way. We also explored how the VC landscape has evolved over the last 20 years …
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Discover how to stand out in the leadership arena as we delve into the art of personal branding. We've unearthed the six pillars that can elevate your career to new heights: image, beliefs, presence, reputation, value, and strengths. Anchored in the latest psychological research, we offer you tools that promise not only to spotlight your unique pro…
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Garrett Langley is the CEO of Flock Safety, a $4B company helping solve 10% of US crimes with AI-powered tech. Garrett offers an in-depth look into Flock Safety’s ambitious vision to eliminate crime in America and all the operating lessons he’s learned along the way, including how to build a strong and motivated team, keep people accountable, and l…
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Our conversation with Susan Ireland uncovers the true essence of leadership—it's about nurturing talent, not hoarding control. She brings to light the art of delegation, the strength found in empowering others, and the courage to trust in your capabilities as recognized by peers. Beyond the strategies and corporate ladders, the heart of our discuss…
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In less than 8 years, Sanjit Biswas scaled Samsara from 0 to over $1B ARR. In our latest conversation, Sanjit shares all the lessons he’s learned about running a hyper-growth organization, including all the changes he’s made since growing and selling his first company Meraki to Cisco for $1.2B and going on to scale Samsara to $20B. A great episode …
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Prepare to transform conflict into a tool for leadership growth and innovation as we delve into conflict resolution, armed with emotional intelligence and empathy, to offer you the strategies you need to turn tense moments into opportunities for team building and creative problem-solving. We tackle the art of preparation, the mastery of active list…
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One of the most preeminent AI founders, Aravind Srinivas (CEO, Perplexity), believes we could see 100+ AI startups valued over $10B in our future. In the episode, we discuss why Perplexity decided to compete with Google and Aravind shares predictions for the utopian future of artificial intelligence. He also discusses the differences between workin…
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Unlock the untapped potential within your team and lead with vigor as Dr. Randy Ross joins us in a riveting exploration of passion's role in effective leadership. Discover how to cultivate an impassioned workforce that aligns personal zeal with your organization's mission, where rewards are measured in impact rather than currency. We delve into the…
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This week, Tracy Young launched her second startup, TigerEye, from stealth mode. After selling PlanGrid to Autodesk for $875 million and working with YC for a couple of years, Tracy and her husband/co-founder decided to build the software they wished they’d had while building PlanGrid. In our conversation, Tracy unmasks her vision for TigerEye and …
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Have you ever stood at the helm during a storm and wondered how to steer the ship safely to shore? Tracy-Ann and I, Stacey Caster, have been there, navigating the turbulent seas of layoffs and transitions. In our latest conversation, we unpack the vital role of leadership during these testing times. Join us for heartfelt anecdotes and actionable st…
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Zach Weinberg is the Co-Founder and CEO of Curie.Bio, which has raised over $500 million to combine early-stage investing in biotech and drug discovery copiloting. He is also the co-founder of Flatiron Health, which sold to Roche for $1.9B, and Invite Media, which sold to Google when he was 21. In the episode, Zach dives into the current venture ma…
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Unlock leadership secrets of teams and Boards with the wisdom of Jennifer Germaine, a seasoned leadership coach with a legal background that adds gravitas to her advice for navigating the corporate jungle. Jennifer delves into strategies for aligning a team's purpose with the organization's broader goals and shares techniques for managing personal …
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Tooey Courtemanche has been the CEO of Procore for over two decades, bringing the company from $0 to over $1B ARR and a $11B+ valuation today. In my latest episode, we explore how Tooey built the #1 Construction Management Software company, including his strategies for maintaining a talented team, his mindsets for tough times, lessons from mentors …
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This episode is a testament to the transformative power of sharing wisdom and experiences. We talk about the essence of paying it forward in leadership and how this creates a ripple effect, encouraging emerging leaders to forge their paths and, in turn, inspire others. We discuss the pivotal moments that can shape a leader's journey, stressing the …
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Ever found yourself nodding along to someone’s suggestion, only to realize you’ve committed to something that goes against your grain? You're not alone. Jennifer Reimer, who navigated the complex corporate waters, joins us to recount her journey towards shedding her people-pleasing skin to assert her leadership prowess. If you've ever wondered what…
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Niraj Shah is the Co-founder and CEO of Wayfair. In this episode, Niraj shares Wayfair’s journey from a collection of 250 sites generating $500 million in revenue to a single, unified brand achieving over $10 billion in online sales of home goods and furniture. He explains the challenges of overseeing a vast e-commerce platform with more than 10,00…
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Transitioning to an AI-native business landscape isn't a choice; it's a necessity for staying ahead in today's competitive arena. In this episode, we map out how leadership must evolve in tandem with these technological advances. We're advocating for a new paradigm where leaders are not just tech-savvy but are staunch ambassadors of ethics, inclusi…
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In this memorable episode from our podcast archives, we revisit our conversation with Parker Conrad, Co-Founder of Rippling and former CEO of Zenefits. Parker opens up about his entrepreneurial path, detailing everything from fundraising challenges to his departure from Zenefits and the founding of Rippling. We also discuss the dynamics between VCs…
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Embark on an enlightening journey as we traverse the line between public and private sectors with our esteemed guests, Chris Burrows and Phil Bertolini. As we unfold the personal transitions and pivotal moments that come with a career shift, you'll hear first-hand how aligning with a company's mission is pivotal when moving from government to the p…
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Step into the huddle as we explore the parallels between commanding a football team and steering a corporate ship. Discover the essence of leadership through the lens of the Detroit Lions head coach Dan Campbell's game-time decisions. As we dissect his high-stakes calls and the leadership qualities they embody, we promise you'll walk away with idea…
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Filip Kaliszan is the Co-Founder and CEO of Verkada, one of the fastest-growing private companies out there today. In the episode, Filip discussed many of the first principles decisions he has made in growing Verkada into a $3.5B business that employs over 2000 people. He also dives deep into their 2021 hack, what it was like dealing with that cris…
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Ever wonder how a genuine heart-to-heart can transform a team? Grab your headphones and join us as Matthew Toth, the tenacious founder of C3 Technology Advisors, recounts a pivotal moment that shifted the dynamics within his company. Through a tale of vulnerability and connection, Matthew lays bare the essence of leadership: it's all about understa…
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