Creative Insecurity

Creative Insecurity is a serial entrepreneur’s wisdom on embracing the unknown and bravely asking the question: “What am I missing?”

Is insecurity positive or negative? Answer: It’s both. While fear-based toxic insecurity can undo even the brightest leaders, your strongest position comes from leaning into creative insecurity. This is the mindset of all who run contrary to the crowd and create what has never existed before. It means getting comfortable with discomfort, propelling an off-balance state into forward motion, and mitigating risk.

James M. Sweeney is a serial entrepreneur who started multiple companies that sold for billions, changed healthcare in America, and saved countless lives. Today, he mentors startup founders and other professionals in the art of failing your way to success. In this book, he will show you how to reframe anxiety and uncertainty into excitement for new beginnings. You will also learn the timeless wisdom of holding three crucial traits in balance: vision, humility, and the no-quit gene.

Creative Insecurity is for big thinkers who are restless where they are. Do you have the vision to see over the horizon to sense what’s coming next? Do you have an insatiable drive to improve, while others accept the status quo? Do you have an unquenched creative spark? If so, then this book is for you. Actionable insights and compelling examples will help you empower your inner misfit and realize that being different is a strength.

Discover why being first is more important than being right, why you should never marry a mistake, and why you should concentrate on the most prestigious target in your field.

“This book is a MUST read for all entrepreneurs. I loved the practical tips that are based on real-world experience. Like the author, I have also been a contrarian throughout my career as a serial woman entrepreneur that pioneered the HealthTech sector. Like Creative Insecurity says, it’s not about the technology. It’s about the problem you’re trying to solve, and what value you bring to the key stakeholders, and figuring out a business model where someone will pay for the product... Creative Insecurity is about really listening to everybody’s unmet needs, coming up with a solution that meets their unique needs, and figuring out a business model where someone will pay for the product.” -- Anne DeGheest, managing director of HealthTech Capital and MedStars

James M. Sweeney is a serial entrepreneur who started fourteen healthcare companies, including industry leader Caremark. He has raised two billion dollars in capital, generated more than thirty billion dollars in exit value, and his companies have saved or extended the lives of millions. Today he mentors young entrepreneurs and engages in humanitarian work. He received the Ernst & Young Entrepreneur of the Year award, served on the Harvard Medical School Advisory Board, and received the Lifetime Achievement Award from the Corporate Directors Forum. His alma matter, San Diego State, selected him as Alumnus of the Year in 1986.

Rhonda Lauritzen is a professional biographer and in-demand speaker at international conferences. She has an MBA in entrepreneurship from the University of Utah, served a stint as CEO of her family’s third-generation company, and was a college vice president for ten years.

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