Startup CEO Reflections

A blog about building high potential businesses

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  • CEO Essentials

    Armor vs. Authenticity

    Jen Baird / March 29, 2025

    Part of leading a startup is raising money from investors, often professional investors (VCs) and high-net-worth individuals (angels). I learned over time that people who have or manage large amounts of investable capital develop “armor” to keep their distance from eager entrepreneurs. Similarly, self-taught learning to be a startup executive is often accomplished by hearing the stories of those who…

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    Prerequisites for Synthesis

    September 18, 2021

    Driving for Speed with Finesse

    March 13, 2021

    Consider Your BATNA

    December 2, 2023
  • Building a Team,  Risk & Decision-Making

    Succession Planning Even in Startups

    Jen Baird / March 22, 2025

    The team is the foundation and core of a startup’s success. Yet early-stage startup teams are small and vulnerable to turnover, so proactive risk assessment and succession planning is essential for business resiliency.

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    Facilitating Team Learning Curves

    January 18, 2025

    Wingmen — Those Trusted to Go With You into Battle

    October 22, 2022

    Compensating Tiny Teams

    March 3, 2023
  • Building a Team

    Ask the Right Hiring Question

    Jen Baird / March 15, 2025

    Success in hiring the best new employees, especially when every new hire makes a massive impact like in a startup, depends on some simple process decisions that ensure you are asking the right hiring question.

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    Recruiting Hearts

    January 21, 2023

    Talking Entrepreneurship on Invisible Ink

    July 13, 2024

    Succession Planning Even in Startups

    March 22, 2025
  • 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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    A New Era of Board Service

    June 8, 2024

    Board of Directors – Good News + Bad News

    July 1, 2023

    VC Board Member Archetypes

    July 24, 2021
  • CEO Essentials,  Fundraising,  Leadership

    The Power of Professionalism

    Jen Baird / March 1, 2025

    Investors excited about funding high-potential startups are also eager to mitigate their risk by ensuring that the startup founders and leaders are experts in their domain with the professional expertise to build a high-growth company. That often unspoken reality puts a premium on startup leaders' reputations for professionalism.

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    An Ownership Mentality

    October 16, 2021

    What is that Light?

    August 27, 2022

    People Management for Startup Leaders

    February 18, 2023

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Startup CEO Reflections by Jen Baird 2025
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