Benjamin Dorr
Benjamin Dorr is the CEO of WellSaid, a leading AI voice company transforming how enterprises create natural-sounding synthetic speech for learning, marketing, and product experiences. Under his leadership, WellSaid has pioneered a voice-actor-first model that pays royalties to human talent while delivering scalable, brand-safe AI voices trusted by Fortune 500 companies. In the conversation, Benjamin shares insights on the ethics of voice replication, the evolving role of AI in content creation, and what truly defines a responsible innovator.
Allan Leinwand
Allan Leinwand is the Chief Technology Officer at Webflow, where he’s guiding the evolution of a platform that makes building powerful websites simpler and more collaborative. His leadership journey spans pivotal roles as CTO of Shopify, ServiceNow, and Zynga, and SVP of Engineering at Slack. In the conversation, Allan shares lessons from scaling engineering cultures, bridging technology and business strategy, and how AI is transforming developer productivity without replacing human creativity.
Greg Piefer
Greg Piefer is the founder and CEO of SHINE Technologies, a pioneer in commercial fusion applications. Under his leadership, SHINE has advanced from neutron imaging and materials testing to building the world’s largest medical isotope production facility powered by fusion. Greg’s vision reframes fusion not as a distant moonshot, but as a staged, commercially viable path delivering value today while scaling toward clean energy tomorrow. His story is a must-listen for anyone with interests in science, strategy, and leadership.
Bryan Murphy
Bryan Murphy is the CEO of Smartling, an AI-powered translation and localization platform trusted by global enterprises like IBM, Disney, and Verizon. A serial entrepreneur, Bryan co-founded WrenchHead Inc., scaling it into a multi-billion-dollar business before selling to eBay. At Smartling, he’s using AI to cut the time and cost associated with helping the country’s biggest brands expand their online presence worldwide. In the conversation, he talks about scaling businesses, leading through AI transformation, and what it takes to stand out as a CEO.
Stu Solomon
Stu Solomon is the CEO of Human Security, a cybersecurity leader verifying more than 20 trillion digital interactions each week to defend against bots, fraud, and abuse. A former Air Force officer and attorney, Stu has built a career around mission and curiosity, applying both to protect the digital ecosystem. In our conversation, we discuss the future of agentic AI, the importance of trust in cybersecurity, and the leadership principles that guide him at the C-suite level.
Andrew Rubin
Andrew Rubin is the founder and CEO of Illumio, the market leader in zero trust segmentation and cybersecurity innovation. Under his leadership, Illumio has grown to a multibillion-dollar valuation while shaping how enterprises contain breaches and protect digital ecosystems. In our conversation, Andrew reflects on the naïveté and optimism that fueled his entrepreneurial journey, the cultural mindset required to sustain innovation at scale, and why resilience and authenticity matter as much as strategy.
Cheryl McKissack Daniel
Cheryl McKissack Daniel is the CEO of McKissack and McKissack, the oldest minority-owned professional design and construction firm in the United States. She is also the author of a powerful new book, The Black Family Who Built America: The McKissack’s Two Centuries of Daring Pioneers. In the conversation, Cheryl shares the incredible story of her family’s legacy and their impact on American infrastructure. She also discusses the challenges and importance of succession planning, re-engineering a legacy company, and the invaluable role of company culture. It’s a candid look at what it takes to build a lasting enterprise.
Michael Crandell
Michael Crandell is the CEO of Bitwarden, a leading open-source password management platform trusted by millions of individuals and enterprises worldwide. A serial entrepreneur, he previously co-founded RightScale, guiding it through hypergrowth to a successful acquisition. In this conversation, Michael shares insights on scaling distributed teams, maintaining a strong culture in security-focused organizations, and why open-source transparency builds long-term trust. He also reflects on how his leadership style has evolved across multiple ventures.
Joe Moglia
Joe Moglia’s journey is unlike any other. A journey from the sidelines to Wall Street to the boardroom and back to the gridiron. As the former CEO and Chairman of TD Ameritrade, he delivered a 5X return to shareholders. As the Head Football Coach at Coastal Carolina, he built a powerhouse program from the ground up. In this episode, Joe shares the principles behind his “BAM” leadership philosophy, lessons in risk-taking and reinvention, and how to lead with clarity, accountability, and heart across any arena.
Monica Molenaar and Anne Fulenwider
Monica Molenaar and Anne Fulenwider are the co-founders and co-CEOs of Alloy Women’s Health, a fast-growing telehealth platform redefining care for women navigating hormonal changes. In this candid conversation, they share the deeply personal origins of Alloy and unpack the widespread medical gap in menopause care, highlighting how limited training and systemic shortcomings have left many women underserved. We also explore lessons from their second-act careers, the realities of building a mission-driven company, and the power of curiosity, trust, and timing in both leadership and life.