Future Fit™ with Regan Robinson

Regan and Marcus Daniels, Founding Partner and CEO of Highline Beta, dig into why co-creation is no longer a collaboration tactic—but a structural response to how growth itself is changing. They explore how learning velocity outperforms capital efficiency, why misaligned mandates kill momentum, and how designing for shared loss, not just upside, determines whether companies can expand beyond the c...

Regan and Henrik Werdelin (Co-founder of BARK, Prehype, and Audos) explore why many start-ups struggle because they start from the wrong place. They unpack Henrik’s Customer–Founder Fit framework, how technology should follow the problem, and why long-term trust and authority create the permission to build more over time. Key Takeaways - Why picking your people and naming their problem comes befor...

Regan and Jess Schram, Partner at Remedy Product Studio, dive into why founders love to believe that good technology sells itself—and why that belief rarely holds true. They discuss why demand isn’t a feature of your product but a reflection of your execution, and how Remedy Product Studio helps early and growth-stage start-ups build and scale digital products that drive adoption and growth from d...

Regan, Lori Mazan (President and Co-Founder of Sounding Board), and Valerie Capers Workman (Chief Talent Engagement Officer at Handshake) dive into how acceptance is the first step of a future-ready mindset, and why EQ matters more than ever as AI changes everything. They explore why recognizing unconscious biases and unhelpful assumptions is critical when using AI, and how intergenerational mento...

Regan, Lori Mazan (President and Co-Founder of Sounding Board), and Claude Silver (Chief Heart Officer at VaynerX) dive into the provocation of “what if we embrace tenderness and love (in its most expansive form) within the workplace,” and the potential they could unlock by being open to the future’s possibilities. They explore the ways that Claude is intentionally and habitually embedding empathy...

Regan and Mark Miller, Chief Strategy Officer at Team One, dive into why future-ready companies embrace the idea that long-term thinking is the best short-term strategy, and the 5 principles leaders can use to begin shifting their mindsets and focus towards legacy-building. They explore the importance of empathy-driven approaches when building adaptable and resilient brands, and the 4 key question...

Regan and Jon Judah, SVP, Clients & Technology for the Americas at DEPT, dive into how boldness is a mindset (and not just a moment), and why it’s a strategic imperative for future-ready companies. They explore why good strategies are about seeing around corners before everyone else, and how challenging the non-negotiables requires a mix of empathy, shifting a company’s culture, embracing experime...

Regan and David Knies, Managing Director of Innovation and Growth Strategy at PA Consulting dive into why being ready for change requires having a flexible plan for what’s next, and how companies that are future-ready build resiliency into their business model and company culture. They explore how David’s early tenure at Adidas shaped his approach to spotting new opportunities, and why balancing a...

Regan, Lori Mazan (President and Co-Founder of Sounding Board), and Angela Cheng-Cimini (CHRO for Harvard Business Publishing) dive into how future-ready leaders embrace humility and continuous learning, and the role that psychological safety plays in helping employees engage in the problem-solving process. They explore how Harvard Business Publishing is experimenting with GenAI to develop their l...

Regan and Dan Gardner, Executive Chairman and Co-Founder of the Code and Theory Network, dive into how future-readiness requires relentlessly overcoming the organizational debt that hinders imagination and adaptability, and why discourse and disagreement are key to unlocking creativity. They explore the importance of diverse perspectives and challenging assumptions when envisioning what’s next, an...

Regan and Nick Allen, Senior Partner at TCS Interactive, dive into why future-readiness is rooted in an optimistic and abundant mindset, and how well-being and mindfulness play a role in sparking imagination and enhancing creativity. They explore the ways that convergences of design, technology and data play a role in Nick’s work, and how TCS’s culture of lifelong learning and innovation enables t...

Regan and David Mayer, Senior Partner and Director of Marketing and Customer Strategy at Lippincott, dive into why future-readiness hinges on understanding human motivations, maintaining a healthy paranoia about what’s next and embracing a rebellious spirit, and how effective innovation requires a combination of strategic rigor and creativity. They explore the ways that marketers can play a vital...

Regan and Kyle Bunch, SVP and Client Partner at We Are Social, dive into how the foundation of future-readiness lies in building your mental fitness and imagination muscles over time, and the importance of having diverse and multi-dimensional perspectives of the past and present when strategizing what’s next. They explore how companies jump on shiny new objects to their detriment (rather than focu...

Regan and Abram Sirignano, Senior Partner and Global Lead of the Experience and Innovation Practice at Prophet, dive into how future-readiness is about letting go rather than controlling or predicting it with certainty, and why intuition and imagination training help you interpret signals and discover multiple possibilities. They explore the role that vulnerability plays in an innovation context,...

Regan and Tim Maleeny, Chief Strategy and Innovation Officer for Havas, dive into why innovation teams need a resident contrarian, and how a continuous improvement mindset is essential when living in an era of constant beta mode. They explore how companies jump the shark on trends too early (and ultimately create customer friction and frustration), and why Tim’s approach to cultivating a curious a...

Regan and Thomas Knoll, Founder and Head of The Innov8rs CoLab, dive into how resilience and adaptability are essential ingredients of the future-readiness recipe, and the ways that preparing for what’s next is like training as a professional athlete. They explore the myth of the lone innovator (and its implications), and why The Innov8rs CoLab’s approach to borrowing marginal practices from unexp...

Regan and Clark Scheffy, Partner at IDEO, dive into the role that an exploratory and optimistic mindset plays when envisioning what’s next, and how fear and ego get in the way of future-readiness. They explore why human-centered design, strategy cascades and prototyping enable you to instigate the future in a tangible way, and how IDEO builds creative cultures rooted in serendipity and collaborati...

Regan and Aaron Edwards, CEO and Co-Founder of The Charles Group, dive into how future-readiness is being equipped to act in real-time, and why continually looking at ways to evolve your business business model and staying focused enable quick adjustments. They explore the ways that Aaron’s background in finance shapes his unique approach to navigating growth and transformation, and how The Charle...

Regan and Kristen Groh, Senior Partner at Prophet, dive into the importance of behavior change when implementing innovative ideas, and the steps leaders can take to cultivate resilience within their teams. They explore the ways that curiosity and learning new things has fueled Kristen throughout her career, and how customer insights strategically positions Prophet to thrive in the future. Key Take...

Regan and Ben James, Chief Innovation Officer at GALE, dive into the role that surprise plays when thinking about the future’s possibilities, and how it acts as a trigger that sparks your imagination. They explore why innovation is a core value and an approach (and not an outcome) at GALE, and how embedding it throughout the company enables the delivery of breakthrough experiences and drives enter...

Regan and Jennifer DaSilva, President of Berlin Cameron and Executive Officer of VML West, dive into how vulnerability supports future-readiness, and why it allows you to tap into an intuitive edge that makes you more perceptive to subtle shifts in the market and consumer behavior. They explore the ways that nurturing connections play a role in Jennifer’s work, and how loneliness and future-readin...

Regan and Chip Conley, CEO and Founder of the Modern Elder Academy, dive into why a growth mindset is a strategic competency, and how curiosity creates wisdom and is the taproot for creativity and innovation. They explore the misconceptions about disruption, and why becoming a “first-class noticer” who looks at failures and surprises is essential for future-readiness.  Key Takeaways How curiosity...

Regan and Caroline McCarthy, VP of Marketing and Communications at Infillion, dive into the importance of genuine curiosity when sniffing out trends, and how cultivating a deep ability to listen helps Caroline pick up on signals that others don’t in her work. They explore how innovation can be introducing something in an entirely new context, and why future-readiness begins with being on top of th...

Regan and Eugenia Blackstone, Chief Marketing Officer for Iris Powered by Generali (Iris), dive into the idea that future-readiness is about being “planned but not planted,” and why honest communication must be an intentional part of your business transformation plan (and not an afterthought). They explore misconceptions about innovation (hint: you’ve got to keep taking those 3-point shots), and h...

Regan and Dan Slagen, Chief Marketing Officer at Tomorrow.io, dive into the ways that being comfortable with the uncomfortable enhances future-readiness, and why throwing out the standard playbook and setting up adaptive systems are essential for staying ahead. They explore how Dan determines which risks are worth taking, and why fostering a non-traditional culture of openness and honesty empowers...