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Startup CEO Reflections

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Startup CEO Reflections's title: Startup CEO Reflections - A blog about building high potential businesses

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AI is creating a tsunami in our inboxes. As founders, entrepreneurs, and startup CEOs, we are particularly vulnerable to certain types of scams — and I have noticed a major uptick in volume over the past year or so. Let’s talk about what these new cons look like.

No doubt we are all inundated with scams on many fronts in our daily lives. The text from the U.S. P...


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I have been reflecting on the many conversations I’ve had with first-time founder-CEOs over the years — those one-on-one encounters where someone is venturing down this path for the first time and looking for honest perspective. Since I write this blog to reach and support more people than I could ever meet with personally, I want to capture the essence of those conversations...


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When building a high-potential company, a magic inflection for entrepreneurs is the breakeven point. Why? That is when the business has become self-sustaining, no longer dependent on outside cash infusions to keep going. Yet, practically, it isn’t really a point at all!

A common investor question is when your business will hit breakeven. That makes breakeven poi...


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After years of building venture-backed companies, I’ve come to understand something that wasn’t obvious when I started: the highest valuation isn’t always the best deal, saying no to buyers can be either wise or catastrophic, and you must build for auction while also focusing on independence. These aren’t contradictions—they’re the uncomfortable realities of exits that experi...


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Chosen

As many of you know, my entrepreneurial life has corresponded with my spiritual life, aligned in time since 2001. Sometimes I take a beat in December to reflect back and share some of how my life as a startup leader and my faith walk intersect.

My faith grew more muscular over the past few years as I navigated challenges and transitions by ever more firmly grasp...


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