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

    The Importance of Framing

    May 14, 2022

    The Why Behind

    December 16, 2023
  • 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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    Evaluating CEOs

    September 21, 2024

    Getting Value from Your Board

    October 9, 2020

    Investor Levers of Control

    July 8, 2023
  • 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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    Family

    Family Enablers: The Source of an Entrepreneur’s Strength

    October 3, 2020

    The Essential Fundraising Question: What is Your Plan?

    May 20, 2023

    The Key to Ongoing Leadership = Trustworthy Execution

    May 30, 2026
  • 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

    The Nature of Warm Introductions

    May 11, 2024

    I Am Not Your Friend

    February 12, 2022

    Fundraising in a Tough Environment

    April 15, 2023
  • 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

    The Preeminence of the Customers’ Problem

    December 10, 2022

    How Do You Start a Company?

    July 1, 2020

    Talking Entrepreneurship on Invisible Ink

    July 13, 2024
  • 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

    Picking a Lawyer for Your Startup

    Picking a Lawyer for Your Startup

    May 20, 2020

    The Challenge of Raising Money as a Solopreneur

    February 24, 2024

    Section 1202 Tax Matters

    September 23, 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

    Fundraising in a Tough Environment

    April 15, 2023

    Interpreting Fundraising Market Statistics

    January 27, 2024

    Dysfunctional Investors Are Real

    March 8, 2025
  • 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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    You May Also Like

    Pants and People

    July 9, 2022

    The Power of Professionalism

    March 1, 2025

    Driving for Speed with Finesse

    March 13, 2021
  • 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

    Finding a Startup CEO

    August 2, 2025

    The Hidden Costs of Founding

    July 5, 2025

    Compensating Tiny Teams

    March 3, 2023

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Startup CEO Reflections by Jen Baird 2026
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