Startup CEO Reflections

A blog about building high potential businesses

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  • Blogging

    Half a Decade of Blogging

    Jen Baird / May 24, 2025

    Wow! I have passed HALF A DECADE of blogging. I launched my blog in May 2020 and have posted every week since. Today, I am reflecting back on what writing 277 posts over five years has taught me – and where I might go from here.

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    The Discipline of Blogging

    December 11, 2021
    Finding the path

    Why I Started This Blog

    May 8, 2020
    What Blogging is Teaching Me

    What Blogging About My Startup Experiences is Teaching Me

    June 6, 2020
  • CEO Essentials

    Strategic Planning for Startups

    Jen Baird / May 17, 2025

    An internet search for “strategic planning” often turns up elaborate processes tailored for large organizations to tackle the problem of laying out their vision, goals, and strategies. Yet, even though having a strategic plan is essential for every organization’s success, how do we adapt these often expensive, consultant-driven processes to fit the world of a small, early-stage startup?

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    Thresholds of Spending

    December 9, 2023

    The Most Important Thing

    February 6, 2021

    Delivering Sound Bites

    July 3, 2021
  • Budgeting & Finance,  CEO Essentials,  Fundraising

    Stock Option Grant Planning

    Jen Baird / May 10, 2025

    Because the stock option pool size is a subject of fundraising negotiations, this is often the point at which the early-stage founders/CEO is first confronted with the need to develop a stock option grant plan.

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    A Startup’s Chart of Accounts

    February 17, 2024

    Cap Table Housekeeping

    November 18, 2023

    Banking for Startups

    January 20, 2024
  • Building a Team,  CEO Essentials

    Equity Incentives for Startup Teams

    Jen Baird / May 3, 2025

    Joining a startup feels risky to many, yet the upside potential of making a difference and sharing in the financial rewards of building a success can be enticing. Startup founders and leaders should consider how to incentivize their team using equity as part of an overall compensation package.

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    The Challenge of Raising Money as a Solopreneur

    February 24, 2024

    Specialties Matter

    January 28, 2023

    Facilitating Team Learning Curves

    January 18, 2025

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Startup CEO Reflections by Jen Baird 2025
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