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In this episode of Founder@50, Jeremy sits down with colleague and good friend Ben Walter, a dynamic leader with an amazing career journey. From his early days at Continental Airlines to his current role as CEO of Chase for Business at JP Morgan Chase, Ben’s career is a testament to the power of cold emails and warm connections. With a background that spans multiple industries, including consulting, retail, and asset management, Ben’s journey is as diverse as it is inspiring, showcasing his ability to pivot and thrive in various roles. Ben and I explore how his initial role at Continental Airlines set the stage for his future successes, and how his strategic mindset was honed through his experiences at BCG and Gap Inc. We delve into pivotal moments that shaped his career, including his transition to Hiscox and his current leadership at JP Morgan Chase. Key Takeaways: How a cold email to an airline executive launched Ben’s career in aviation (not to mention him learning how to fly). Insights on managing imposter syndrome and the importance of authenticity in leadership. The impact of in-person mentorship versus remote work on professional development. His “three to five” goal template to help guide major career decisions. In our chat, Ben also shares his vision for the future of leadership in the age of digital transformation, offering valuable insights for entrepreneurs and leaders alike. Whether you’re a seasoned professional or just starting out, Ben’s journey from cold emails to warm connections offers a wealth of knowledge and inspiration.