Startup CEO Reflections

A blog about building high potential businesses

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  • 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.

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    VC Board Member Archetypes

    July 24, 2021

    Aligned on Success

    October 21, 2023

    Why An Approved Budget Does Not Equal Control

    May 1, 2021
  • Doors - Maybe You Haven't Asked Enough People
    Fundraising

    Maybe You Haven’t Asked Enough People Yet

    Jen Baird / May 27, 2020

    The most underappreciated aspect of high potential startup fundraising is perseverance. This is the story of what it can be like for a first-time CEO to raise money.

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    Funding Foundations

    September 2, 2023

    Careful What You Wish For

    August 3, 2024

    Planning Time Horizons

    February 22, 2025
  • Picking a Lawyer for Your Startup
    Founding,  Fundraising

    Picking a Lawyer for Your Startup

    Jen Baird / May 20, 2020

    An expert corporate attorney is a critical asset for a high potential startup.  But what factors should you consider to find the right one?

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    Section 1202 Tax Matters

    September 23, 2023
    Life Happens

    The Importance of Co-Founder Vesting

    June 12, 2020

    Side Hustle vs. All-in

    August 5, 2023
  • Thank you
    Impact

    The Gift of a Thank You

    Jen Baird / May 17, 2020

    This past Christmas, I received a present from a complete stranger that made my day – and possibly my decade!  It was one of those moments that rocks you back and makes you realize building that startup had a far more significant impact than you ever imagined. The message said …

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    You May Also Like

    What We Choose to Invest Our Time In

    January 4, 2025

    Appreciating Important Things in Life

    November 25, 2023

    The Most Important Thing

    February 6, 2021
  • Fundraising

    Fundraising Differences Between Angels and VCs

    Jen Baird / May 13, 2020

    Having raised $50M in angel and venture capital for my startups, I am often asked to compare and contrast the two. Let’s dive into the key differences and how both investor types can support a high potential startup.

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    You May Also Like

    How VCs Say “Yes”

    July 11, 2020
    Doors - Maybe You Haven't Asked Enough People

    Maybe You Haven’t Asked Enough People Yet

    May 27, 2020

    Section 1202 Tax Matters

    September 23, 2023
  • Fundraising

    Should I Raise Venture Capital?

    Jen Baird / May 9, 2020

    The short answer is NOT if you can help it! Having raised $50M in angel and venture capital personally, I recommend raising venture funding only as a last resort, and only if the type of business you are building absolutely demands it. Keep in mind that most startup businesses should not need venture capital and will not have the characteristics…

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    You May Also Like

    The Nature of Warm Introductions

    May 11, 2024

    The Essential Fundraising Question: What is Your Plan?

    May 20, 2023

    How VCs Say “No”

    July 8, 2020
  • Beginning

    How and Why I Got into Startups

    Jen Baird / May 8, 2020

    With a BA degree in organizational psychology and an MBA in corporate strategy and finance, my career started in the big company world. A few years working for a big money-center bank selling electronic money transfer products to large company treasury departments proved to be far too narrow a niche for the gal who dreamed of being a CEO someday.…

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    You May Also Like

    The Hidden Costs of Founding

    July 5, 2025

    How Do You Start a Company?

    July 1, 2020

    Co-Founder Dreaming

    February 25, 2023
  • Finding the path
    Blogging

    Why I Started This Blog

    Jen Baird / May 8, 2020

    Learning to build a startup has been an adventure to say the least! Now with nearly 20 years in five different startups under my belt, I find that I have useful lessons to share. My hope is this blog will be a more scalable way to help other founders and entrepreneurial CEOs accelerate their learning curves as they build great…

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    You May Also Like

    The Discipline of Blogging

    December 11, 2021

    Half a Decade of Blogging

    May 24, 2025
    What Blogging is Teaching Me

    What Blogging About My Startup Experiences is Teaching Me

    June 6, 2020

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Startup CEO Reflections by Jen Baird 2026
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