#45 - Curiosity and Deal-Making (feat. Jonathan Cary, Senior MD at Guggenheim Securities)

In this episode of Investing In Integrity, we spoke with Jonathan Cary, a Senior Managing Director at Guggenheim Securities, one of the leading investment banks on Wall Street. In this episode, Jonathan discusses everything from navigating the financial landscape after the 2008 recession, to unleashing the power of authentic leadership. Jonathan shares several anecdotes of how he steered Guggenheim Securities through the challenging period of the last financial crisis, shaping the organization's path forward while uplifting more junior members. A central theme in Jonathan's approach to leadership is empowering others to succeed. He shares his philosophy on providing effective feedback, emphasizing the importance of genuine support and a selfless mindset. Like previous guests in senior leadership roles, Jonathan encourages listeners to show humility and curiosity in working with others. For anyone struggling with solving a problem, he advises others to be transparent about just “needing some help," which will go a long way. “Like, who's not gonna respond well to that?” he says. As Jonathan puts it, “There'll always be a reason why something won't work, but what are you gonna do to make it work? And when you become an advocate of trying to push it forward and leading an organization, you will be successful.” 00:00 - Introduction 03:13 - Personal Background 06:57 - 2008 Financial Crisis & Guggenheim 16:55 - Leadership Approach 23:48 - Continuous Learning 28:38 - Successful Deal Making 32:32 - Rapid Fires