Inside-Out Leadership jobs and careers

About Inside-Out Leadership

Few coaches can support entrepreneurs in the radical self inquiry required to level up as leaders. Even fewer can also help entrepreneurs execute the practical steps from founding to exit from experience. Top entrepreneurs from across the world trust Inside-Out coaches to do both. We believe that personal development drives business outcomes. We believe that authenticity makes for more effective leaders. And we believe that you shouldn’t have to choose between achieving your business goals and living the life you want to live. The founder’s journey can enable us to reach rarified heights of personal and professional success, joy, and purpose. Or, it can alienate us from those parts of life we hold most dear and, ultimately, destroy us. Like most founders, I saw the promise of success, wealth and fame when I started my first company, but it didn’t take long for me to experience the downside as well. The stress it put on my relationships, the risk to financial and physical health, and the many small compromises I made in the name of “work,” over and over until I didn’t recognize the life I was living. Anyone who hasn’t been there, won’t really understand. I, Ryan Vaughan, started Inside-Out in 2021, to give founders a platform on which to do their Work. A place to drop their armor, discover who they truly are as a leader, and unabashedly bring that person to their companies and their lives. To help founders learn to consciously and systematically build their companies to suit the life they want, not the other way around. Today, I'm joined by fellow coaches Jason Pliml, Santi Jaramillo, and Micah Baldwin. Each of us trained and certified executive coaches, still on our own journey, doing our own inner work. We are a coaching company dedicated to the idea that conscious attention and persistent effort on the areas that matter — plus a great deal of bravery when it counts — can change a life. And changing the life of an entrepreneur can change the world.