Startup CEO Reflections

A blog about building high potential businesses

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  • Board of Directors,  Fundraising

    Dysfunctional Investors Are Real

    Jen Baird / March 8, 2025

    Private high-potential startups often need to raise capital to fund the development and commercialization of their visions. Yet, too often, what causes the disappointingly large failure rate for such startups is not the technology, the market, or the need but dysfunctional investor behavior.

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    You May Also Like

    Getting Value from Your Board

    Getting Value from Your Board of Directors

    May 30, 2020

    Why An Approved Budget Does Not Equal Control

    May 1, 2021

    The Hidden Value of Board Meeting Preparation

    July 25, 2020
  • Board of Directors,  Leadership

    Evaluating CEOs

    Jen Baird / September 21, 2024

    Evaluating employee performance has a certain framework, however, that framework is applied somewhat differently when assessing a startup CEO. A CEO is ultimately responsible for an organization's performance, so the core of a CEO evaluation is fundamentally an organizational evaluation.

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    You May Also Like

    Looking through the Keyhole

    March 30, 2024

    VC Board Member Archetypes

    July 24, 2021

    A New Era of Board Service

    June 8, 2024
  • Board of Directors

    NIFO is Good Governance

    Jen Baird / June 29, 2024

    The Board of Directors oversees company operations, focusing on strategic direction and risk management, while management handles execution and reporting.

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    You May Also Like

    The Hidden Value of Board Meeting Preparation

    July 25, 2020

    Board of Directors – Good News + Bad News

    July 1, 2023
    Getting Value from Your Board

    Getting Value from Your Board of Directors

    May 30, 2020
  • Board of Directors,  Impact

    A New Era of Board Service

    Jen Baird / June 8, 2024

    Former startup CEO explores new career paths after decades in leadership, focusing on board service and mentoring first-time CEOs.

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    You May Also Like

    Investor Levers of Control

    July 8, 2023

    Diversity in the Board Room

    November 7, 2020

    The Illusion of Control

    April 27, 2024
  • Board of Directors,  CEO Essentials,  Relationships

    The Illusion of Control

    Jen Baird / April 27, 2024

    Owning over 51% of shares doesn't guarantee startup CEOs control due to dependence on investor funding and their significant influence.

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    You May Also Like

    On the Same Side

    August 14, 2021

    Board of Directors – Good News + Bad News

    July 1, 2023

    Evaluating CEOs

    September 21, 2024
  • 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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    You May Also Like

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

    April 30, 2022

    A New Era of Board Service

    June 8, 2024
    Getting Value from Your Board

    Getting Value from Your Board of Directors

    May 30, 2020
  • Board of Directors,  CEO Essentials,  Fundraising

    Aligned on Success

    Jen Baird / October 21, 2023

    Startup fundraising is a grueling process. By the time the deal closes, a startup leader often feels embattled and exhausted, wondering if taking on investment is possibly the worst thing ever. Yet there is light after closing.

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    You May Also Like

    Looking through the Keyhole

    March 30, 2024

    On the Same Side

    August 14, 2021

    Dysfunctional Investors Are Real

    March 8, 2025
  • 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?

    Read More

    You May Also Like

    A New Era of Board Service

    June 8, 2024

    The Illusion of Control

    April 27, 2024

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

    April 30, 2022
  • 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.

    Read More

    You May Also Like

    Getting Value from Your Board

    Getting Value from Your Board of Directors

    May 30, 2020

    A New Era of Board Service

    June 8, 2024

    Diversity in the Board Room

    November 7, 2020
  • Board of Directors

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

    Jen Baird / April 30, 2022

    actionable intelligence while still protecting the focus and time their startups must sustain to actively build value.

    Read More

    You May Also Like

    Looking through the Keyhole

    March 30, 2024

    Aligned on Success

    October 21, 2023

    A New Era of Board Service

    June 8, 2024
  • Board of Directors

    On the Same Side

    Jen Baird / August 14, 2021

    Recruiting venture investors always feels adversarial as they ask tough questions and challenge your assumptions. However, once their money is in, you are all on the same side.

    Read More

    You May Also Like

    Why An Approved Budget Does Not Equal Control

    May 1, 2021

    Evaluating CEOs

    September 21, 2024
    Getting Value from Your Board

    Getting Value from Your Board of Directors

    May 30, 2020
  • Board of Directors

    VC Board Member Archetypes

    Jen Baird / July 24, 2021

    Every venture capitalist is unique; however, when one is joining your Board of Directors, there are some patterns that can guide you in ways to engage them effectively.

    Read More

    You May Also Like

    The Hidden Value of Board Meeting Preparation

    July 25, 2020

    NIFO is Good Governance

    June 29, 2024

    Board of Directors – Good News + Bad News

    July 1, 2023
  • Board of Directors

    Why An Approved Budget Does Not Equal Control

    Jen Baird / May 1, 2021

    Do you think approving a budget means you have control? Think again. Budgets do not equal control. Especially in a startup.

    Read More

    You May Also Like

    NIFO is Good Governance

    June 29, 2024

    VC Board Member Archetypes

    July 24, 2021

    The Hidden Value of Board Meeting Preparation

    July 25, 2020
  • Board of Directors

    Diversity in the Board Room

    Jen Baird / November 7, 2020

    The composition of a Board of Directors can directly impact its effectiveness. Diversity in experiences, viewpoints, expertise, and temperaments all contribute to better ideas.

    Read More

    You May Also Like

    The Hidden Value of Board Meeting Preparation

    July 25, 2020

    The Illusion of Control

    April 27, 2024

    Investor Levers of Control

    July 8, 2023
  • Board of Directors

    Getting Value from Your Board

    Jen Baird / October 9, 2020

    Jennifer Baird, a serial venture and angel-backed CEO, shares tips for leading and working with a Board of Directors. #BeenThereRunThat

    Read More

    You May Also Like

    Getting Value from Your Board

    Getting Value from Your Board of Directors

    May 30, 2020

    The Illusion of Control

    April 27, 2024

    Investor Levers of Control

    July 8, 2023
  • Board of Directors,  CEO Essentials

    The Hidden Value of Board Meeting Preparation

    Jen Baird / July 25, 2020

    It is time. Time to work on the board package, again. The effort feels like an interruption to the team. So the key to maximizing the value to the startup is to recognize and leverage the hidden value of the process of Board meeting preparation.

    Read More

    You May Also Like

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

    April 30, 2022
    Getting Value from Your Board

    Getting Value from Your Board of Directors

    May 30, 2020

    The Illusion of Control

    April 27, 2024
  • Getting Value from Your Board
    Board of Directors

    Getting Value from Your Board of Directors

    Jen Baird / May 30, 2020

    Working with your Board of Directors is a critical skill for the CEO. Here are three insights about working with the Boards of early-stage, venture-backed companies.

    Read More

    You May Also Like

    Dysfunctional Investors Are Real

    March 8, 2025

    Board of Directors – Good News + Bad News

    July 1, 2023

    The Hidden Value of Board Meeting Preparation

    July 25, 2020

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Startup CEO Reflections by Jen Baird 2025
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