Startup CEO Reflections

A blog about building high potential businesses

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  • Building,  Management,  Risk & Decision-Making

    In-sourcing and Outsourcing

    Jen Baird / September 28, 2024

    It often seems like it would be possible to grow a startup faster by outsourcing some of the key functions to an expert service provider. Sometimes, this is true, but often, there is less leverage than you might think – and there is undoubtedly a great deal of risk.

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    Every Startup is a Custom Job

    July 30, 2022

    You Cannot Learn All You Need to Know on the Internet

    June 17, 2023

    Creating, Refining, and Executing

    August 6, 2022
  • 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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    Dysfunctional Investors Are Real

    March 8, 2025

    Exits Are What Matters

    January 17, 2026

    A New Era of Board Service

    June 8, 2024
  • CEO Essentials

    Authoritative

    Jen Baird / September 14, 2024

    How do we recognize leaders? Often, it is the fact that they speak authoritatively, which flows from their confidence, decision-making, and vision-casting. This matters in startups because all startup stakeholders are looking for someone who will hopefully lead an extraordinary value-creation process.

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    Giving Thanks

    November 28, 2020

    Clear-Eyed Optimism

    July 6, 2024

    Specialties Matter

    January 28, 2023
  • Fundraising

    Hard Fundraising Market Drivers

    Jen Baird / September 7, 2024

    When fundraising, it is easy for startup leaders to focus intensely on their stories and arguments for why their startup is a great investment opportunity. While a cogent case must be built and delivered, exogenous factors often play a critical role in fundraising success and failure. 

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    You May Also Like

    How VCs Say “No”

    July 8, 2020

    Feeling Nibbled

    April 22, 2023

    Startup Financial Modeling: Things to Know

    May 27, 2023

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Startup CEO Reflections by Jen Baird 2026
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