Startup CEO Reflections

A blog about building high potential businesses

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  • CEO Essentials,  Leadership

    Opportunity Costs

    Jen Baird / July 29, 2023

    The founding CEO of a startup always has more to do than they can fit into their available time – even if they are working every waking hour (which I do not recommend, by the way). That means one of the most significant success factors for such CEOs is their ability to consider opportunity costs and make wise decisions about…

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    CEO Whispering

    August 31, 2024

    Coping with Curve Balls

    June 4, 2022

    Building a Financial Function

    January 13, 2024
  • Fundraising

    Reputations Matter

    Jen Baird / July 22, 2023

    The right investors can make a world of difference in building a high-potential startup. Wise entrepreneurs will evaluate potential investors just as carefully as investors evaluate potential investments.

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    Know Your Numbers

    April 20, 2024

    Hard Fundraising Market Drivers

    September 7, 2024

    Investing in First-time vs. Serial Entrepreneurs

    March 23, 2024
  • Commercialization,  Founding,  Fundraising

    The Double-Edged Sword of Competition when Fundraising

    Jen Baird / July 15, 2023

    Sophisticated potential investors always ask about a startup’s competition. A well-developed answer is essential because “no competition” is not a good answer, and “too much competition” is also challenging.

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    Are We Ready to Ship?

    July 17, 2021

    Careful What You Wish For

    August 3, 2024

    What’s in a Name?

    October 5, 2024
  • Board of Directors,  CEO Essentials,  Fundraising

    Investor Levers of Control

    Jen Baird / July 8, 2023

    Just as I was zeroing in on the closing of my first equity investment in a startup I had co-founded, my corporate attorney said, "Once this investment is closed, they can fire you." What? The investors won't own more than half of my Company. How can that be?

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    Investors Who Survey the Landscape While Protecting the Focus of Their Startup Teams

    April 30, 2022

    Exits Are What Matters

    January 17, 2026

    VC Board Member Archetypes

    July 24, 2021
  • Board of Directors

    Board of Directors – Good News + Bad News

    Jen Baird / July 1, 2023

    “You’re screwed!” my Board member said over his shoulder as we accidentally ran past each other in an airport. “Wait! What? Why? That Board package was filled with great news!” I exclaimed. He paused long enough to give me a pearl of wisdom I have never forgotten.

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    A New Era of Board Service

    June 8, 2024

    VC Board Member Archetypes

    July 24, 2021

    The Hidden Value of Board Meeting Preparation

    July 25, 2020

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Startup CEO Reflections by Jen Baird 2026
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