Alan Gregerman is the President and Chief Innovation Officer at VENTURE WORKS Inc, a consulting firm that helps organizations create innovative strategies, products, and services. He is a keynote speaker, award-winning author, and business consultant who helps companies and organizations unlock their teams’ genius zones. For over 25 years, Alan has designed and delivered high-impact keynotes for organizations, including Google, Marriott, Verizon, Mercedes-Benz, Kaiser-Permanente, Citibank, and Lockheed Martin.

With the speed of innovation, businesses often fall into the trap of relying on what they already know. While past expertise can bring incremental improvements, it rarely sparks the kind of breakthroughs that transform industries. How can companies avoid getting stuck in the comfort of their knowledge and uncover fresh ideas to stay relevant?

Innovation expert Alan Gregerman encourages brands to embrace enlightened ignorance, a mindset that values curiosity, humility, and openness to the unknown. Outsiders often disrupt industries because they see problems without being blinded by past experiences. Alan also emphasizes the importance of balancing iteration with innovation, continually raising the bar for customer expectations, and finding creative ways to differentiate in increasingly competitive markets. He pushes leaders to reevaluate their expertise and adopt a mindset of constant learning.

In this episode of the Up Arrow Podcast, William Harris chats with Alan Gregerman, President and Chief Innovation Officer at VENTURE WORKS Inc, about how enlightened ignorance can catalyze innovation. Alan discusses why outsiders often spark breakthroughs, how businesses can balance iteration with bold innovation, and why raising customer expectations is crucial to long-term growth.

DeDe Halfhill is the Founder and Principal Consultant at TAIOH Partners, a leadership consulting firm. As a retired US Air Force Colonel, keynote speaker, and advisor, she has over 25 years of leadership experience, including advising the Commander General in Iraq and the Chairman of the Joint Chiefs. DeDe has developed the Master the Unseen™ framework — the hidden and emotional dynamics shaping alignment, trust, and momentum in teams.

Leaders often believe that data, KPIs, and dashboards tell the whole story of their organization. Yet, beneath the numbers are unspoken emotions and hidden dynamics that drive or derail performance. When leaders avoid difficult conversations or overlook the emotional undercurrents within their teams, they risk making costly mistakes and missing opportunities. How can leaders confront these invisible forces and lead more effectively?

Retired Air Force Colonel and leadership advisor DeDe Halfhill emphasizes the importance of curiosity, reframing negativity, and making team members feel seen and heard. Leaders can engage in coaching techniques to uncover the fear behind resistance, promote accountability, and recognize when their strengths and ideas can become liabilities. By addressing emotions directly and building trust outside of crisis moments, leaders can foster resilience and connection and boost performance.

In today’s episode of the Up Arrow Podcast, DeDe Halfhill, Founder and Principal Consultant at TAIOH Partners, joins William Harris to discuss uncovering the leadership blind spots that can derail performance. DeDe talks about reframing dissent as care, the identity crisis leaders often face after major transitions, and the importance of acknowledging humanity in the workplace.

Jon Sneider is the Founder, President, and Executive Producer of Wild Gravity, an award-winning creative production company. With more than 25 years of experience in marketing and advertising on the agency and client sides, he’s held senior roles at L.L.Bean, Microsoft, and Redfin. Jon is also the author of Hacking Advertising, which talks about building effective advertising campaigns.

Many businesses still rely on large agencies to produce their advertising, only to face bloated costs, long timelines, and diluted creative. The traditional agency model often creates inefficiencies, with multiple vendors and layers of approval that hinder the process. How can companies deliver world-class ads without sacrificing quality?

Advertising veteran Jon Sneider has created an approach to challenge traditional advertising inefficiencies. He maintains that small, expert teams eliminate unnecessary hierarchies and deliver stronger results with less overhead. By focusing on breakthrough, brand and message recall, likability, and purchase intent, companies can create effective ads that scale industries. Additionally, combining AI with human expertise accelerates production while retaining high-performing creative.

In this week’s episode of the Up Arrow Podcast, William Harris hosts Jon Sneider, Founder, President, and Executive Producer of Wild Gravity, to talk about reinventing advertising for efficiency and impact. Jon shares examples from high-performing insurance campaigns, his experience managing sales teams and advertising budgets at large corporations, and how growing up before the internet fueled his creativity.