What does it take to find work that truly fits? Sandy sits down with friend and defense technology leader Sean Plankey to explore the persistence, self-awareness, and purposeful decision-making behind a meaningful career.
Sandy and Sean discuss why finishing what you start, betting on yourself, and seeking work with a clear mission can shape a career. Sean shares candid lessons from a poorly structured startup role, where lack of integrity and resources made success impossible, and contrasts that experience with leading transformation efforts at the U.S. Coast Guard.
We learn why strong leaders distinguish between meaningful change and unnecessary tradition, invest in people and tools, and build teams intentionally. Listeners will gain practical guidance for finding their “click” by evaluating a role’s purpose, authority, resources, culture, and alignment with their strengths.
In this episode, you will hear:
- Persistence through academic challenges and Sean’s path to the Coast Guard Academy and
Penn - Cybersecurity leadership, military service, and deployment to Afghanistan
- Moving from military service into technology, startups, and purpose-driven work
- Transforming the U.S. Coast Guard through investment, modernization, and team empowerment
- Lessons from a startup role marked by misalignment, limited resources, and integrity concerns
- Finding your “click” through diligence, team fit, meaningful work, and clear role expectations
Connect with Sandy Ogg:
Website: https://www.sandyontalent.com/
LinkedIn: https://www.linkedin.com/in/sandyogg/
X: https://twitter.com/SandyOnTalent
Instagram: @SandyOnTalent
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