EPISODE · Nov 28, 2025 · 1H 17M
Growing Up in Calimesa: Councilmember Eric Cundieff’s Journey from Navy Service to City Hall
from Calimesa Insider · host City of Calimesa
In this special episode of the Calimesa Insider podcast, City Manager Will Kolbow sits down with Councilmember Eric Cundieff for an in-depth, non-political conversation about his life, his service, and his path to the Calimesa City Council.Eric shares stories from growing up in the Yucaipa–Calimesa area, what inspired him to join the U.S. Navy, and a few memorable moments from his time at sea. He also talks about his years as a San Bernardino County Deputy Sheriff, how he became involved in the Calimesa Planning Commission, and what eventually led him to run for City Council.We also explore what he’s learned along the way, the surprises of serving in local government, and his reflections on community, leadership, and public service.Topics in this episode include: • Growing up in the Yucaipa–Calimesa community • Influences and early experiences that shaped his path • Joining the U.S. Navy and stories from his time in service • A career with the San Bernardino County Sheriff’s Department • How he became a Planning Commissioner • What inspired him to run for City Council • Lessons learned about public service and community leadership Whether you’re a longtime resident or new to Calimesa, this episode offers a warm, personal look at one of your Councilmembers and the experiences that shaped him.🎧 Listen to more episodes of the Calimesa Insider: https://calimesa.gov/podcast📅 Watch City Council meetings live or on demand: https://calimesa.gov/youtube00:00 Introduction to Today's Episode01:40 Upcoming Community Events04:01 Interview with Councilmember Eric Cundieff04:47 Eric Cundieff's Early Life and Influences09:55 Joining the US Navy12:08 Life in the Navy14:57 Stories from the White House26:21 Transition to Law Enforcement30:21 Entering Local Politics38:55 Balancing Development and Community Benefits40:15 Lessons from the Planning Commission41:47 Decision to Run for City Council44:10 Campaign Challenges and Surprises44:24 Public Safety and Budget Realities48:17 Running for Office: Experiences and Reflections54:27 Council Dynamics and Responsibilities58:06 Future Plans and Community Engagement01:13:52 Advice for Aspiring Public Servants01:16:12 Conclusion and Upcoming Events
What this episode covers
In this special episode of the Calimesa Insider podcast, City Manager Will Kolbow sits down with Councilmember Eric Cundieff for an in-depth, non-political conversation about his life, his service, and his path to the Calimesa City Council.Eric shares stories from growing up in the Yucaipa–Calimesa area, what inspired him to join the U.S. Navy, and a few memorable moments from his time at sea. He also talks about his years as a San Bernardino County Deputy Sheriff, how he became involved in the Calimesa Planning Commission, and what eventually led him to run for City Council.We also explore what he’s learned along the way, the surprises of serving in local government, and his reflections on community, leadership, and public service.Topics in this episode include: • Growing up in the Yucaipa–Calimesa community • Influences and early experiences that shaped his path • Joining the U.S. Navy and stories from his time in service • A career with the San Bernardino County Sheriff’s Department • How he became a Planning Commissioner • What inspired him to run for City Council • Lessons learned about public service and community leadership Whether you’re a longtime resident or new to Calimesa, this episode offers a warm, personal look at one of your Councilmembers and the experiences that shaped him.🎧 Listen to more episodes of the Calimesa Insider: https://calimesa.gov/podcast📅 Watch City Council meetings live or on demand: https://calimesa.gov/youtube00:00 Introduction to Today's Episode01:40 Upcoming Community Events04:01 Interview with Councilmember Eric Cundieff04:47 Eric Cundieff's Early Life and Influences09:55 Joining the US Navy12:08 Life in the Navy14:57 Stories from the White House26:21 Transition to Law Enforcement30:21 Entering Local Politics38:55 Balancing Development and Community Benefits40:15 Lessons from the Planning Commission41:47 Decision to Run for City Council44:10 Campaign Challenges and Surprises44:24 Public Safety and Budget Realities48:17 Running for Office: Experiences and Reflections54:27 Council Dynamics and Responsibilities58:06 Future Plans and Community Engagement01:13:52 Advice for Aspiring Public Servants01:16:12 Conclusion and Upcoming Events
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Growing Up in Calimesa: Councilmember Eric Cundieff’s Journey from Navy Service to City Hall
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