Startup CEO Reflections

A blog about building high potential businesses

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  • Communication

    Keep in Touch: Engaging Your Investors in Your Company’s Story

    Jen Baird / July 29, 2020

    The end of July is approaching. It is time to connect with my key investor-stakeholders on our company’s progress. This practice of routinely telling our company’s latest story is an essential component in maintaining my investors’ support.

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    The Three Strikes Communication Rule

    May 6, 2023

    Pants and People

    July 9, 2022

    Essential Entrepreneurial Enabler: Herding Cats

    October 30, 2021
  • 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.

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    Diversity in the Board Room

    November 7, 2020

    Aligned on Success

    October 21, 2023

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

    April 30, 2022
  • CEO Essentials

    Your Company’s Lawyer is NOT Your Lawyer

    Jen Baird / July 22, 2020

    A few weeks ago, another CEO reached out and asked for a referral to an attorney. My first question was for the company or for yourself? I didn’t always realize that there was a difference.

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    You May Also Like

    Entreprenurial Leadership

    April 5, 2025

    Are You Ready to Commit to Founding?

    January 25, 2025

    The Power of Professionalism

    March 1, 2025
  • Sweetspot
    Fundraising

    Too Early. Too Late. Finding the VC Fund Timing Sweet Spot.

    Jen Baird / July 18, 2020

    When raising venture capital, understand the venture fund timing sweet spot so you can align your startup’s needs with your potential investor’s needs, or at least realize when it will be hard to fit.

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    You May Also Like

    Section 1202 Tax Matters

    September 23, 2023

    Startup Fundraising: Keep it Clean

    April 17, 2021

    Breakeven Point: Why It’s Not Actually a Point

    January 31, 2026
  • Founding,  Fundraising

    Getting Baked for Fundraising

    Jen Baird / July 15, 2020

    Building an investable business takes more time and effort than most people realize. Too often, I see people jumping the gun and trying to fundraise too early.

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    You May Also Like

    Evaluating Markets Before Founding

    March 5, 2022

    Talking Entrepreneurship on Invisible Ink

    July 13, 2024

    Side Hustle vs. All-in

    August 5, 2023
  • Fundraising

    How VCs Say “Yes”

    Jen Baird / July 11, 2020

    When you are raising venture capital, a VC’s most common answer is ‘no.’ Sometimes, if you are lucky, they start to say ‘yes.’ Here is what that looks like.

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    You May Also Like

    Management. Management. Management.

    April 26, 2025

    The Challenge of Raising Money as a Solopreneur

    February 24, 2024

    Fundraising is a Means

    October 28, 2023
  • Fundraising

    How VCs Say “No”

    Jen Baird / July 8, 2020

    For a startup, raising venture capital is daunting. The numbers are not in your favor. Learning to recognize "no" gives you a chance to move on quickly to the next opportunity for a great fit.

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    You May Also Like

    Helping VCs Understand Your Technology

    October 17, 2020
    Sweetspot

    Too Early. Too Late. Finding the VC Fund Timing Sweet Spot.

    July 18, 2020

    Understanding the Waterfall

    October 14, 2023
  • Permission to Innovate
    CEO Essentials,  Management

    Permission to Innovate

    Jen Baird / July 4, 2020

    Realizing the potential for process improvement requires making sure that those who are part of designing the change are empowered to find the best path.

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    Focus. Execute. Panic is Unhelpful.

    January 2, 2021

    A Sense of Urgency

    October 22, 2021

    Breakeven Point: Why It’s Not Actually a Point

    January 31, 2026
  • Beginning,  Founding

    How Do You Start a Company?

    Jen Baird / July 1, 2020

    It does not necessarily start with the idea since you can find a worthy idea. So how does a founding CEO actually begin?

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    You May Also Like

    Startup Genesis: Choosing a Problem to Solve

    September 5, 2020

    The Hidden Costs of Founding

    July 5, 2025

    Beginning Again

    January 1, 2022

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Startup CEO Reflections by Jen Baird 2026
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