Reinventing After Failure: Insights on Grit, Leadership, and Company Culture with Mike Chaput

In this episode, hear the unconventional business journey of Mike Chaput, president and founder of Endsight, as he shares real experiences and practical takeaways for entrepreneurs, small business owners, and startup founders. Mike dives deep into what it’s truly like to buy a business at 24, manage a risky acquisition, survive bankruptcy, and then bootstrap a now-thriving technology company in the competitive field of cybersecurity and IT services. Learn how Mike leveraged hard-won lessons from early mistakes, like poor due diligence and a cash-strapped startup environment, into a resilient, profitable 20-year business with over 140 employees and $35 million in annual revenue, without taking outside capital. This episode covers the realities of partnership, the importance of building a strong network, and why defining both business strategy and company culture are key to long-term growth. Discover insights on leadership, setting vision, using financial constraints to drive smart decisions, and how adapting your management style can empower your team and company to grow. Connect with Mike:   / michaelchaput   Learn more about our episode sponsor, Oceans Talent: https://oceanstalent.com/dave #entrepreneurship #leadership #startups #businessstrategy #culturematters