The Power of Radical Self-Inquiry for Modern Leaders With Jerry Colonna

Book a Complimentary B2B Podcast Strategy Call: https://rise25.com/bookcall Download our B2B Podcast Strategy & Tools List PDF: https://rise25.com/podcastcheatsheetyt Jerry Colonna is the CEO and Co-founder of Reboot.io, an executive coaching and leadership development firm dedicated to helping leaders grow through the practice of radical self-inquiry. A former venture capitalist, Jerry is a renowned executive coach and the author of two acclaimed books, Reboot: Leadership and the Art of Growing Up and Reunion: Leadership and the Longing to Belong. Known for his candid storytelling and exploration of personal and generational challenges, Jerry draws on his experiences as an immigrant, entrepreneur, and leader to help others uncover unconscious patterns and build authentic connections. Here’s a glimpse of what you’ll learn: • [0:00] Intro • [2:11] Jerry Colonna opens up about how generational influences shape our fears, beliefs, and business decisions • [6:51] Why trusting yourself can become the most powerful driver of entrepreneurial success • [10:43] Jerry shares how radical self-inquiry became a turning point in his leadership journey • [14:11] How uncovering family secrets reshaped Jerry’s understanding of identity and ambition • [17:23] The profound impact of reconnecting with ancestral roots in Ireland • [20:32] Why Jerry believes belonging is essential for becoming a grounded, authentic adult • [24:25] Exploring the moral responsibilities leaders face in today’s divided and fast-changing world • [41:14] Jerry’s take on the hidden dangers of AI-driven therapy and our growing digital dependence In this episode… What if the beliefs, fears, and resilience that shape our lives today are not just personal traits, but echoes from generations past? Understanding how ancestors faced change, poverty, and struggles with belonging can transform the way we lead and live. Could reconnecting with our family history reveal where — and to whom — we truly belong? Sponsor for this episode At https://rise25.com, we help B2B businesses give to and connect to your Dream 200 relationships and partnerships. We help you cultivate amazing relationships in 2 ways: #1 Podcasting #2 Strategic Gifting #1 Our Predictable Podcast ROI Program We’re committed to helping you connect with your Dream 200 referral partners, clients, and strategic partners through our done-for-you podcast solution. We’re a professional podcast production agency that makes creating a podcast effortless. Since 2009, our proven system has helped thousands of B2B businesses build strong relationships with referral partners, clients, and audiences without doing the hard work. What do you need to start a podcast? When you use our proven system, all you need is an idea and a voice. We handle the strategy, production, and distribution — you just need to show up and talk. The Rise25 podcasting solution is designed to help you build a profitable podcast. This requires a specific strategy, and we’ve got that down pat. We focus on making sure you have a direct path to ROI — plus, our podcast production company takes any heavy lifting of production and distribution off your plate. We make distribution easy. We’ll distribute each episode across more than 11 unique channels, including iTunes, Spotify, and Amazon Podcasts. We’ll also create copy for each episode and promote your show across social media. Cofounders Dr. Jeremy Weisz and John Corcoran credit podcasting as being the best thing they have ever done for their businesses. Podcasting connected them with the founders/CEOs of P90x, Atari, Einstein Bagels, Mattel, Rx Bars, YPO, EO, Lending Tree, Freshdesk, and many more. The relationships you form through podcasting run deep. Jeremy and John became business partners through podcasting. They have even gone on family vacations and attended weddings of guests who have been on the podcast. #2 Our Comprehensive Corporate Gifting Program Elevate business relationships with customers, partners, staff, and prospects through gifting. At Rise25, thoughtful and consistent gifting is a key component of staying top of mind and helps build lasting business relationships. Our done-for-you corporate gifting service ensures that your referral partners, prospects, and clients receive personalized touchpoints that enhance your business gifting efforts and provide a refined executive gifting experience. Whether you’re looking to impress key stakeholders or boost client loyalty, our comprehensive approach makes it easy and affordable to create lasting impressions. Get started today and experience the difference a strategic gifting approach can make. You can learn more and watch a video on how it works here: https://rise25.com/giftprogram/ Contact us now at support@rise25.com or message us here: https://rise25.com/contact/