The Failure Gap
The Failure Gap
Podcast Description
The Failure Gap podcast is hosted by Julie Williamson, Ph.D., the CEO and a Managing Partner at Karrikins Group, a Denver-based, global-serving business consultancy. Julie delves into the critical space between agreement and alignment - where even the best ideas falter without decisive action. Through candid conversations with a diverse mix of leaders, this podcast explores both the successes and failures that shape the journey of leadership. Featuring visionary leaders from companies of all sizes, from billion-dollar giants to mid-market innovators, to scrappy start-ups, The Failure Gap uncovers the real-life challenges of transforming ideas into impactful outcomes. Tune in to learn how top leaders bridge the gap and drive meaningful progress in their organizations.
Podcast Insights
Content Themes
The podcast centers on the themes of leadership, alignment, and organizational transformation. It addresses how leaders can navigate the space between agreement and alignment, emphasizing the importance of intentional communication and trust-building. Episodes include discussions on topics like financial clarity in entrepreneurship, digital transformation challenges, and the role of AI in business. Specific episodes feature leaders like Ken Wilkinson discussing property development challenges and Rob Ripp focusing on financial management.

The Failure Gap podcast is hosted by Julie Williamson, Ph.D., the CEO and a Managing Partner at Karrikins Group, a Denver-based, global-serving business consultancy. Julie delves into the critical space between agreement and alignment – where even the best ideas falter without decisive action. Through candid conversations with a diverse mix of leaders, this podcast explores both the successes and failures that shape the journey of leadership. Featuring visionary leaders from companies of all sizes, from billion-dollar giants to mid-market innovators, to scrappy start-ups, The Failure Gap uncovers the real-life challenges of transforming ideas into impactful outcomes. Tune in to learn how top leaders bridge the gap and drive meaningful progress in their organizations.
Jeremy Sharpe grew up riding around the desert with his dad, thinking he was on grand childhood adventures while secretly getting groomed as a real estate developer. Now president of Sharpe Development Group and managing partner of Rancho Sahuarita, he carries forward a multigenerational commitment to “creating a better life for people” through the built environment. His path was not linear, with early dreams of being a vet and launching his own company before returning to the family business in Tucson, stepping fully into leadership after his father’s illness and passing. That experience, and the vulnerability it required, continues to shape how he leads his team, his partners, and his community.
Episode Takeaways
- Values before vision: People may disagree with a decision, yet still trust it if they believe in the leader’s values and integrity. That trust becomes the real foundation of long-term alignment.
- Alignment includes time, not just ideas: Large-scale communities play out over decades, not quarters, so Jeremy works to get partners, employees, and residents aligned to both the vision and the timeline.
- Know when to walk away: Deals and hires can drift from alignment over time. Letting go, even late in the process, can be an act of integrity rather than failure.
- Leaders are humans, not certainty machines: Jeremy normalizes imposter syndrome, makes hard calls through a values lens, and is willing to say “I got that wrong,” whether with executives or six-year-olds who are very committed to their own positions.
- Translate the speedboat and the wake: His development team moves fast on vision and innovation while community management and utilities keep life calm and reliable for residents, with key leaders playing translator between urgency and stability.
Jeremy leaves us with a clear challenge: look within, reflect honestly on how you are really showing up, and align your daily decisions with your why. Agreement sounds nice in the meeting, but alignment is what shows up in the neighborhood, on the balance sheet, and around your own kitchen table. Connect with him on LinkedIn here.
————————-
Is misalignment holding your organization back?
Aligned teams deliver better results more consistently, and they have deeper connections to each other and their organizations.
Download our free Leadership Alignment Evaluation Tool and take the first step toward transforming how your team works together.
Learn more about Julie and Karrikins Group:

Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
For a complete disclaimer, please see our Full Disclaimer on the archive page. The Podcast Collaborative bears no responsibility for the podcast’s themes, language, or overall content. Listener discretion is advised. Read our Terms of Use and Privacy Policy for more details.