Startup CEO Reflections

A blog about building high potential businesses

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  • Board of Directors,  Fundraising,  Leadership

    Looking through the Keyhole

    Jen Baird / March 30, 2024

    Investors and Board members can't fully understand a startup's intricate operations, akin to viewing through a keyhole. They should focus on crucial aspects rather than all details.

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    Evaluating CEOs

    September 21, 2024

    Diversity in the Board Room

    November 7, 2020

    On the Same Side

    August 14, 2021
  • Founding,  Fundraising

    Investing in First-time vs. Serial Entrepreneurs

    Jen Baird / March 23, 2024

    First-time startup founders bring passion and unique insight, but face steep learning curves and skepticism from investors who prefer experienced CEOs for reducing investment risks.

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    Starting Shares

    June 15, 2024

    For Me, It’s Not Just Business

    October 29, 2022

    Entreprenurial Leadership

    April 5, 2025
  • Ending

    Winding Down with Professionalism

    Jen Baird / March 16, 2024

    Deciding to end a startup is tough, yet executing a professional wind-down maintains integrity and potentially preserves future entrepreneurial relationships and opportunities.

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    Making the Decision to Stop

    March 9, 2024
  • Ending

    Making the Decision to Stop

    Jen Baird / March 9, 2024

    In my last post, I discussed the powerful motivation that drives entrepreneurs to found and build a high-potential startup and the odds against building a successful startup. Most startups do not make it, which means that many entrepreneurs will someday face the profoundly difficult decision to stop and abandon the attempt. What does that look like—and why is it so…

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    Winding Down with Professionalism

    March 16, 2024
  • CEO Essentials,  Founding

    Making a Difference

    Jen Baird / March 2, 2024

    What motivates entrepreneurs to pursue building high-potential companies? Making money? Independence? Making a difference? The answer might surprise you.

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    Good Leaders Define Reality

    January 23, 2021

    Milestones

    September 16, 2023

    Wait to Spend Until the Money is in the Bank

    October 7, 2023

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