About Me
Stephen DeWitt - Founding Partner
After more than 40 years of building leading tech companies, I'm excited to share my entrepreneurial passion and operating experience by helping others build the next generation of great companies. My approach to leadership coaching is designed to empower teams with the tools they need to succeed. Talk to me today about how I can support your growth, help you navigate the chaos that is reality in early-stage companies, and put you on a solid track to success and profit. If you're an investor, let me help you in your diligence and help your portfolio executives achieve their best. Having spent years building companies in process automation (RPA), AI, DevOps, and enterprise systems and infrastructure, I can help you frame the market opportunity, the technical horizons ahead, and the contending visions of the future.
My Background
I've spent my career building category-defining companies between Silicon Valley, New York, and Canada. I've had the opportunity to lead multiple market-making start-ups as CEO. I've raised hundreds of millions of venture dollars. Been a buyer and seller of dozens of businesses. Even led a company through an IPO and a multi-billion dollar exit. Each opportunity was unique and each a journey of fulfillment. I've also served as a senior executive at industry leaders like Symantec, Sun, Cisco, and Hewlett Packard at times of massive technological and business model transformation. I'm a Chicagoan by roots and grew up between there and Ohio. I'm a graduate of Babson College in Massachusetts. I'm the son of a serial entrepreneur and father to some wonderful children.
My Approach
I've had the great privilege of working with amazing people through the years. Every day I've learned from them and from leaders and mentors who embraced the intensity of the technology industry and were pioneers. I take being an advisor very seriously. Whether it's working with a first-time CEO or management team or collaborating with a group of seasoned veterans, aligning to outcomes is critical and it's not easy. My goal in working with all my clients is to help them facilitate this critical alignment. Often, this comes as a result of a tough and personal process where company vision/mission, commercial realities, and time run in conflict with one another. Every business is different and as such there is no secret formula. Many of my favorite engagements are simply about providing the CEO with a set of experienced operational ears to help them drive their agenda.