Roger Osorio

In my 20s I did what many Americans do, setting my sights on what I thought “success” meant. I climbed the corporate ladder as a national account manager at a refrigeration company, until I felt even my enthusiasm cool down. I then did what few Americans do and traded in my cushy paycheck to follow my instinct and a budding passion for teaching. The rest is history… in the making.

I initiated my first reinvention in 2008, in the middle of a global recession. Tutoring math showed me I had a gift for helping people break through their limiting beliefs and grow in pursuit of their own happiness. During this pivotal time, I also got my first taste for public speaking, filling a ballroom to standing room only. I now understood what it means to be truly fulfilled by our work. My curiosity led me to pursue an MBA and a Master’s in Psychology. I tested everything I was learning on my students, and the results were game-changing. In a rush of excitement, I turned my focus to coaching.

Within a few years, I was a global facilitator for over 85 Techstars Startup Weekend events around the world. Bridging two generations, I was recruited by a top tier leader at IBM to spur an intrapreneurial spirit throughout the oldest tech company in the world. In this role, I rose to worldwide executive coach, delivered talks to 50,000, and taught 2,000 employees to apply the foundations of coaching in their day-to-day work. Many went on to become coaches themselves. When the pandemic slashed our workforce, leaving me without a job, I spent my final month coaching the newly laid-off how to prepare for reinvention ahead of their last day. And The School of Reinvention was born.

I am proof that determination, a growth mindset, and staying true to ourselves and open to possibility can take us further than we could have imagined. This is the driving force behind everything I have achieved and created since my journey to reinvention began:

• International Keynote Speaker presenting 600+ live talks for audiences from 100 countries and as large as 200,000, including Google, IBM’s Think Conference, CES, and the World Bank.
• Ivy League Professor of Entrepreneurship at the University of Pennsylvania and Sarah Lawrence College since 2018, helping graduate students take their ventures from concept to creation.
• Reinvention Coach, supporting individuals and cohorts to launch their own reinventions, beginning with a project idea through pivoting toward their next career.
• Best-Selling Author of The Journey to Reinvention: How to Build a Life Aligned with Your Values, Passion, and Purpose, reaching the top of the list in 3 categories.
• Community Leader of The School of Reinvention online platform, making the process faster and easier for 250,000+ people the path, through content, support, and connections.
• Podcast Host on The School of Reinvention, where I extract valuable insights for our listeners from the people I interview, on their journeys to reinvention.
• Blog Writer of The Journey to Reinvention, where I share my weekly discoveries, experiences, and practical lessons on personal and career reinvention.
• Editor of The Reinvention Report, sharing the latest trends on the topic of reinvention.
• Lifelong Learner with an MBA and Master’s degree in Psychology focusing on Leadership Development & Coaching, and a Bachelor’s in Finance & International Business.

None of this was handed to me on a silver platter. As a minority raised in a household with no prior college education, I learned from an early age to apply grit and resilience, push through my limiting beliefs, lead with my strengths, and carve my own path. I now see a future of unlimited opportunity, as though my story has just begun. It is my mission to use my knowledge and experience to help those on the road to reinvention live their best lives, as an expression of their greatest potential, on their terms.