Startup CEO Reflections

A blog about building high potential businesses

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  • Communication,  Leadership

    The Why Behind

    Jen Baird / December 16, 2023

    Getting everyone aligned and moving in the same direction is a critical startup leader responsibility and skill. Articulating the “why” behind the direction makes all the difference by supplying the underlying reasons, motivations, or rationales behind a particular direction, decision, proposal, or action.

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    You May Also Like

    Each is Unique

    January 29, 2022

    The Three Strikes Communication Rule

    May 6, 2023

    The Great Divide

    February 19, 2022
  • Communication

    The Three Strikes Communication Rule

    Jen Baird / May 6, 2023

    When building a startup, connecting with others is essential. And the onus is often on us to take the initiative and reach out to potential investors, partners, customers, and even friends or acquaintances. Yet when do we cross the line between persistence and annoying?

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    Essential Entrepreneurial Enabler: Herding Cats

    October 30, 2021

    The Great Divide

    February 19, 2022

    The Importance of Framing

    May 14, 2022
  • CEO Essentials,  Communication,  Relationships

    Pants and People

    Jen Baird / July 9, 2022

    Growing a high-potential business presents many opportunities and encounters with people that can be pretty intimidating. My mentor taught me that remembering the human dimension can help you engage authentically and effectively. That insight has helped me often.

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    You May Also Like

    An Ownership Mentality

    October 16, 2021

    People Management for Startup Leaders

    February 18, 2023

    Big Sticks

    July 2, 2022
  • CEO Essentials,  Communication

    Big Sticks

    Jen Baird / July 2, 2022

    Organizational leaders often carry a “big stick” that sometimes puts excess weight behind any minor questions or requests they might make. This dynamic can waste a lot of organizational resources, so it is essential to be mindful when you find you have a “big stick.”

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    You May Also Like

    Leadership is Lonely

    December 19, 2020

    Cultivating Your Community of Champions

    April 29, 2023

    Hire When It Hurts

    February 1, 2025
  • Communication

    The Importance of Framing

    Jen Baird / May 14, 2022

    Effective communication often comes down to framing. What is important, what is an implementation detail, and how does the information fit into the mental framework of the recipient?

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    You May Also Like

    The Great Divide

    February 19, 2022

    Essential Entrepreneurial Enabler: Herding Cats

    October 30, 2021

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

    July 29, 2020
  • Communication

    The Great Divide

    Jen Baird / February 19, 2022

    Sometimes the communication gulf between technical and non-technical people crushes forward progress, yet too often, both sides throw up their hands, and the gaps remain unbridged. Startup leaders cannot afford to let such chasms persist.

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    You May Also Like

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

    July 29, 2020

    Each is Unique

    January 29, 2022

    Big Sticks

    July 2, 2022
  • Communication,  Selling

    Each is Unique

    Jen Baird / January 29, 2022

    Each and every organization is unique, with its own culture, objectives, processes, and history. Remembering that matters because effectively engaging with an organization and its people requires holding all your assumptions loosely so you can listen and jointly problem-solve. 

    Read More

    You May Also Like

    The Three Strikes Communication Rule

    May 6, 2023

    Essential Entrepreneurial Enabler: Herding Cats

    October 30, 2021

    Pants and People

    July 9, 2022
  • CEO Essentials,  Communication

    Essential Entrepreneurial Enabler: Herding Cats

    Jen Baird / October 30, 2021

    Driving forward in a startup almost always comes down to herding the relevant cats into alignment to achieve the goal at hand. Herding cats requires an essential blend of skills – and the results can be quite value-creating.

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    You May Also Like

    Critical Success Factor: Decision-Making

    August 24, 2024

    Building a Fireproof Team

    April 23, 2022
    Connecting the Why

    Connecting the Why

    December 12, 2020
  • 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.

    Read More

    You May Also Like

    Essential Entrepreneurial Enabler: Herding Cats

    October 30, 2021

    The Importance of Framing

    May 14, 2022

    The Why Behind

    December 16, 2023

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