Ever wish employee benefits could go beyond the usual offerings and tackle real-life stressors? Join us as we chat with John Cooper, co-founder of Overalls, a company that’s transforming how we think about workplace support by addressing everyday challenges like insurance hassles and caregiving needs. Discover how John’s personal experiences led to the creation of this innovative service and how Overalls has achieved a remarkable product-market fit by engaging with employers to fill a crucial gap. With a seamless integration into the workplace and an easy-to-use platform, Overalls is here to offer relief from the chronic stressors we all face, aiming to improve both employee well-being and productivity.
In our conversation, we also unravel the unpredictable journey of entrepreneurship with John, sharing insights on emotional resilience and risk management in the face of unforeseen events like pandemics and financial crashes. We challenge the perceived safety of corporate roles versus startups, and reflect on the agency and unpredictability inherent in both paths. As Overalls scales and educates the market, learn about the role of thought leadership and the exciting integration of technology that keeps people at the heart of problem-solving. This episode is a testament to the dynamic nature of building a startup while staying committed to solving real issues with innovative solutions.
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Website: https://innovativewealth.com/
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Connect with Jon here:
Website: https://getoveralls.com
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About Jon:
Jon Cooper is a serial entrepreneur and change agent specializing in employee benefits, insurtech, and healthtech. As the Founder and CEO of Overalls, he’s redefining employee well-being with Overalls LifeConcierge™, a solution that simplifies life’s complexities to reduce stress and improve productivity in the workplace. His career milestones include founding Life.io, a disruptive platform in the insurance sector acquired in 2021, and strategic roles at TriZetto, Wellcare and Oliver Wyman. An MBA from The Wharton School and a BA from the University of Pennsylvania round out his credentials. When not working, Jon enjoys family time, skiing, and is trilingual.
