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418: How Can Leaders Create the Conditions for Staff to Succeed?

Getting Unstuck – Cultivating Curiosity

Release Date: 06/09/2026

424: Telling the Story You Can't Forget show art 424: Telling the Story You Can't Forget

Getting Unstuck – Cultivating Curiosity

The story behind this episode The story I relate in this episode emerged when, in September 2019, I walked some of the World War I battlefields in Belgium and France with my guide, Iain McHenry. As we walked along where a trench had existed during the war, Iain told me the story of an archaeological dig that recovered and eventually identified the remains of a British soldier who was killed there in November 1914 in a German mortar attack. The story has stayed with me because of how the soldier, Richard Lancaster, was finally identified and because there are literally thousands of other...

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423 - Giving an 423 - Giving an "A"

Getting Unstuck – Cultivating Curiosity

Today on Getting Unstuck Hi, I’m Jeff Ikler, host of the Cultivating Curiosity podcast. This summer, I’m periodically releasing mini-episodes of “Cultivating Curiosity.” In about 10 minutes, I’ll dive deeper into a key point from a previously broadcast evergreen episode. The content in these mini-episodes is designed to be readily applicable to your life or work. At some point during the summer of 2019, I was walking in our nearby forest preserve, listening to a podcast with Tim Ferriss in conversation with Seth Godin. Tim Ferriss always asks his guests during the wrap-up what...

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422: Is It Possible to Reinvent Oneself Without Having All the Answers? Pt 2 show art 422: Is It Possible to Reinvent Oneself Without Having All the Answers? Pt 2

Getting Unstuck – Cultivating Curiosity

Guest JoAnne Duncan has had a varied career, from Alaskan fly-fishing guide to elementary teacher and principal, always focused on valuing the strengths of every student and staff member. Though she’s stepped away from her career in public education, she continues to learn, grow, and inspire others. A lifelong learner, she finds joy and insight outdoors, exploring nature and discovering new ideas, always growing, always learning, and always curious.   Summary In Part 1 of this episode, JoAnne reflected on her unconventional path into education, her transition into school...

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421: How Can You Learn to Love Life's Unanswered Questions? show art 421: How Can You Learn to Love Life's Unanswered Questions?

Getting Unstuck – Cultivating Curiosity

Guest Elizabeth Weingarten is a journalist and applied behavioral scientist who works at the intersection of science and storytelling. A graduate of Northwestern University’s Medill School of Journalism, she has worked on the editorial staffs of The Atlantic, Slate, and Qatar Today, and was Managing Editor of Behavioral Scientist. Her writing has appeared in publications including The Atlantic, Slate, CNN, The Financial Times, Quartz, Harvard Business Review, and Time. She has led research programs at the think tank New America, the consultancy ideas42, and at tech companies Torch and...

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420  Avoiding Groupthink? A Leadership Practice Demonstrated on the Way to Pluto show art 420 Avoiding Groupthink? A Leadership Practice Demonstrated on the Way to Pluto

Getting Unstuck – Cultivating Curiosity

Hi, I’m Jeff Ikler, host of the Cultivating Curiosity podcast. This summer, I’m periodically releasing mini-episodes of “Cultivating Curiosity.” In about 10 minutes, I’ll dive deeper into a key point from a previously broadcast evergreen episode. The content in these mini-episodes is designed to be readily applicable to your life or work. This week’s mini-episode comes from a May 2023 interview with Dr. Alan Stern. Today, Dr. Stern is an aerospace executive and remains a planetary scientist. In 2015, he was the Principal Investigator on the historic New Horizons mission to Pluto....

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419:  What is the Priority? show art 419: What is the Priority?

Getting Unstuck – Cultivating Curiosity

Hi, I’m Jeff Ikler, host of the Getting Unstuck - Cultivating Curiosity podcast. This summer, I’m periodically releasing mini-episodes that, in under 10 minutes, dive into an evergreen idea from a previously broadcast episode. The content in these mini episodes is designed to be readily applicable to your life or work. This week’s episode was inspired by a conversation with educator Dr. Deb Gustafson in December 2019, when she explained how, as a principal, she had applied Jim Collins’ flywheel principle from Good to Great in her elementary school. The idea The flywheel is an...

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418: How Can Leaders Create the Conditions for Staff to Succeed? show art 418: How Can Leaders Create the Conditions for Staff to Succeed?

Getting Unstuck – Cultivating Curiosity

Guest Rich Gassen has worked at UW-Madison for over 15 years as Production Manager and, more recently, as Director at Digital Publishing and Printing Services. He focuses on empowerment, autonomy, and process improvements with his team. His work mantra has always been “Show Up and Participate,” which continues to guide him in his lifelong learning. He also leads a community of practice for supervisors at UW-Madison, focusing on training and development. Summary In this episode, Rich discusses his leadership journey and the principles that guide his work. Drawing on more than 35 years in...

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417: What's One Question You Can Ask to Build Capacity? show art 417: What's One Question You Can Ask to Build Capacity?

Getting Unstuck – Cultivating Curiosity

Hi, I’m Jeff Ikler, host of the Cultivating Curiosity podcast. It’s summer, and our thoughts naturally turn to making the most of longer days and warmer weather. We’re desperate to be outside. With that in mind, I’m periodically releasing mini episodes of “Cultivating Curiosity.” In about 10 minutes, I’ll dive deeper into a key point from a previously broadcast evergreen episode. The content in these mini episodes is designed to be readily applicable to your life or work. The idea This week’s mini episode was inspired by a July 2021 interview with Dr. Melissa “Missie”...

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416: How Can We Make Work Feel and Be More Meaningful? show art 416: How Can We Make Work Feel and Be More Meaningful?

Getting Unstuck – Cultivating Curiosity

Guest After 11 years at IBM, Brooke Erol left a “great job on paper” to pursue a more aligned, purpose-driven life. She founded Your Best Life Inc. to help professionals find meaning at work, and later Purposeful Business to support leaders in building people-centered organizations. She is the author of  and Create a Life You Love, and speaks globally on leadership and purposeful work. Summary In this conversation, career coach and author Brooke Erol explores the changing nature of work, fulfillment, and identity in an era shaped by burnout, layoffs, and artificial...

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415: Is It Possible to Reinvent Oneself Without Having All the Answers? Pt 1 show art 415: Is It Possible to Reinvent Oneself Without Having All the Answers? Pt 1

Getting Unstuck – Cultivating Curiosity

Guest JoAnne Duncan has had a varied career, from Alaskan fly-fishing guide to elementary teacher and principal, always focused on valuing the strengths of every student and staff member. Though she’s stepped away from her career in public education, she continues to learn, grow, and inspire others. A lifelong learner, she finds joy and insight outdoors, exploring nature, and discovering new ideas, always growing, always learning, and always curious.   Summary In this episode, JoAnne reflects on her unconventional path into education, her transition into school leadership, and...

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More Episodes

Guest

Rich Gassen has worked at UW-Madison for over 15 years as Production Manager and, more recently, as Director at Digital Publishing and Printing Services. He focuses on empowerment, autonomy, and process improvements with his team. His work mantra has always been “Show Up and Participate,” which continues to guide him in his lifelong learning. He also leads a community of practice for supervisors at UW-Madison, focusing on training and development.

Summary

In this episode, Rich discusses his leadership journey and the principles that guide his work. Drawing on more than 35 years in the printing industry, Rich explains how influential mentors shaped his belief that effective leaders provide both autonomy and support. He recalls a manager who trusted employees to make decisions while remaining available during difficult moments—a model that continues to inform his own leadership style.

Rich emphasizes that leadership is fundamentally about people. He believes employees perform best when they feel valued, understood, and connected to the larger purpose of their work. Whether by sharing customer praise, encouraging innovation, or involving staff in major decisions, such as relocating the print shop, he seeks to create an environment where people feel a sense of ownership and agency.

A strong advocate for continuous learning, Rich helped build a campus-wide community of practice for supervisors, providing opportunities for networking, book discussions, and professional development. He stresses the importance of listening, asking questions, and resisting the urge to have all the answers. As leaders advance, he argues, their role shifts from solving problems to removing barriers that prevent others from succeeding.

Throughout the conversation, Rich highlights transparency, curiosity, and habit-building as essential leadership skills. Ultimately, he sees leadership not as a destination but as an ongoing learning process focused on helping people grow, contribute, and thrive.

The Essential Point

Great leadership is less about having the answers and more about creating the conditions for others to succeed. Leaders serve their teams best when they listen, build trust, remove obstacles, and help people see the significance of their contributions.

Social Media & Referenced

LinkedIn: https://www.linkedin.com/in/richgassen/

Campus Supervisors Network Homepage: https://campussupervisorsnetwork.wisc.edu/

UW Printing site with article on innovation during a change initiative: https://printing.wisc.edu/2024/05/23/the-dpps-printshop-move-finding-innovation-through-challenge/

Jeff’s LinkedIn article

 

About Jeff

Jeff Ikler is the Director of Quetico Leadership and Career Coaching. “Quetico” (KWEH-teh-co). He works with leaders in all aspects of life to identify and overcome obstacles in their desired future. He came to the field of coaching after a 35-year career in educational publishing. Prior to his career in educational publishing, Jeff taught high school U.S. history and government.

Jeff has hosted the “Getting Unstuck—Cultivating Curiosity” podcast for 5 years. The guests and topics he explores are designed to help listeners think differently about the familiar and welcome the new as something to consider. He is also the co-host of the Cultivating Resilience – A Whole Community Approach to Alleviating Trauma in Schools, which promotes mental health and overall wellness.

Jeff co-authored Shifting: How School Leaders Can Create a Culture of Change. Shifting integrates leadership development and change mechanics in a three-part change framework to help guide school leaders and their teams toward productive change.