Startup CEO Reflections

A blog about building high potential businesses

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  • Fundraising,  Management

    Management. Management. Management.

    Jen Baird / April 26, 2025

    In startups, the fundamental principle, “management, management, management,” emphasizes that building value depends most on the skills and experience of the startup founders/leaders, with the leadership team often being more instrumental in success than other factors like the idea, the funding, and the industry.

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    Doors - Maybe You Haven't Asked Enough People

    Maybe You Haven’t Asked Enough People Yet

    May 27, 2020

    Things I Wish I Knew When I First Started Fundraising

    December 17, 2022

    Interpreting Fundraising Market Statistics

    January 27, 2024
  • CEO Essentials,  Management,  Team Building

    Hire When It Hurts

    Jen Baird / February 1, 2025

    Capital efficiency is critical when relying on investor capital rather than operating income to build your company. In the early stages, hire carefully. In fact, in general, put off expanding your team prematurely by only hiring when it hurts.

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    Recognizing When You Need to Change Up Your Team

    October 31, 2020

    Your Investor is Not Your Boss

    March 25, 2023

    The Power of Sales

    February 15, 2025
  • Building,  Management,  Risk & Decision-Making

    In-sourcing and Outsourcing

    Jen Baird / September 28, 2024

    It often seems like it would be possible to grow a startup faster by outsourcing some of the key functions to an expert service provider. Sometimes, this is true, but often, there is less leverage than you might think – and there is undoubtedly a great deal of risk.

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    You May Also Like

    Every Startup is a Custom Job

    July 30, 2022

    Creating, Refining, and Executing

    August 6, 2022

    Choices

    July 19, 2025
  • Budgeting & Finance,  Management,  Service Providers

    A Startup’s Chart of Accounts

    Jen Baird / February 17, 2024

    Building a business requires accounting for the funds flowing in and out of it. Honestly, it is one of those necessary evils that few entrepreneurs want to spend time on even though it is essential.

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    You May Also Like

    Breakeven Point: Why It’s Not Actually a Point

    January 31, 2026

    Banking for Startups

    January 20, 2024

    Stock Option Grant Planning

    May 10, 2025
  • Management

    Keep the Red Pen Under Control

    Jen Baird / January 6, 2024

    Building an empowered team is essential for growing a high-potential startup – and achieving empowerment requires a leader to be disciplined in delegating and giving feedback – or else!

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    You May Also Like

    Going Virtual

    June 26, 2021

    Play Strengths, Not Weaknesses

    February 20, 2021

    Hire When It Hurts

    February 1, 2025
  • Leadership,  Management

    The Value of Being Decisive

    Jen Baird / February 11, 2023

    Being able to decide without all of the information you might wish for is a critical startup leadership skill. Often, a clear direction to move drives more value creation than taking time and resources to achieve an incrementally better decision.

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    You May Also Like

    Good Leaders Define Reality

    January 23, 2021

    Entreprenurial Leadership

    April 5, 2025

    Play Strengths, Not Weaknesses

    February 20, 2021
  • Management

    Beware of Glittering Generalities

    Jen Baird / December 3, 2022

    While "glittering generalities" can serve to cast a vision or set a direction, because they lack a sufficient definition of how you will accomplish the goal, they are not actionable plans for building and operating a business in and of themselves.

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    You May Also Like

    Provide Your Capacity to Your Team

    January 15, 2022

    Play Strengths, Not Weaknesses

    February 20, 2021

    A Startup’s Chart of Accounts

    February 17, 2024
  • Management,  Neurosurgery,  Resting

    Discovering the Meaning of Gradual

    Jen Baird / July 23, 2022

    The neurosurgeon said, “No restrictions anymore. Just add things gradually.” Easier said than done, apparently!

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    Preparing to be Unavailable for a Time

    May 28, 2022

    Managing the Wounded

    May 7, 2022

    The Cost of Context Switching

    March 27, 2021
  • CEO Essentials,  Management

    Striving for Highest Best Use

    Jen Baird / June 25, 2022

    Resources are always limited in a startup. Applying the principle of the highest best use is a way of making more optimal choices to accomplish goals.

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    You May Also Like

    Pursuing Mythical Creatures

    October 19, 2024

    Building a Financial Function

    January 13, 2024

    Making Bets

    September 9, 2023
  • Management,  Neurosurgery,  Resting,  Team Building

    Preparing to be Unavailable for a Time

    Jen Baird / May 28, 2022

    What do you do when something comes up, and you must step away for a time? How do you and your team prepare for such a thing?

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    You May Also Like

    The Cost of Context Switching

    March 27, 2021

    The Value of Being Decisive

    February 11, 2023

    Building a Fireproof Team

    April 23, 2022
  • Management,  Team Building

    Managing the Wounded

    Jen Baird / May 7, 2022

    When you have someone join your team, one of the key things to keep an eye out for is where they are wounded. Note that I did not say “if” they are wounded, only “where.”

    Read More

    You May Also Like

    The Cost of Context Switching

    March 27, 2021

    Hire When It Hurts

    February 1, 2025

    Keep the Red Pen Under Control

    January 6, 2024
  • CEO Essentials,  Management,  Risk & Decision-Making

    Building a Fireproof Team

    Jen Baird / April 23, 2022

    Building a robust and resilient team requires constant intention every step of the way so that when the going gets tough, or a crisis erupts, the fireproof team can respond. Investing to build a strong startup team that can field a startup’s inevitable curveballs is essential.

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    You May Also Like

    The Preeminence of the Customers’ Problem

    December 10, 2022

    Going Virtual

    June 26, 2021

    Resilience

    October 12, 2024
  • Management,  Team Building

    Provide Your Capacity to Your Team

    Jen Baird / January 15, 2022

    As a startup leader and manager, supporting and enabling your team is one of your most important jobs. Yet sometimes, being available feels like you are not doing "enough."

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    You May Also Like

    Building a Fireproof Team

    April 23, 2022

    Striving for Highest Best Use

    June 25, 2022

    Discovering the Meaning of Gradual

    July 23, 2022
  • Management

    Pick Your Spending Rate Wisely

    Jen Baird / August 7, 2021

    When you have funding, remember that your investors did not invest for you to hold back and be too conservative. They expect you to build value by making bets, taking risks, and owning the consequences. Pick your spending rate wisely.

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    You May Also Like

    Permission to Innovate

    Permission to Innovate

    July 4, 2020

    Play Strengths, Not Weaknesses

    February 20, 2021

    Keep the Red Pen Under Control

    January 6, 2024
  • CEO Essentials,  Management,  Relationships

    Going Virtual

    Jen Baird / June 26, 2021

    COVID-19 hit like a freight train in the spring of 2020. We went 100% virtual in a day. And began learning and evolving our approaches to work to adapt to a new reality. Here are some initial reflections on our particular case study for the impact of the pandemic on our team.

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    You May Also Like

    The Illusion of Control

    April 27, 2024

    Wait to Spend Until the Money is in the Bank

    October 7, 2023

    Coping with Curve Balls

    June 4, 2022
  • CEO Essentials,  Management

    The Cost of Context Switching

    Jen Baird / March 27, 2021

    Leading a startup that depends on inventing new technology requires mastering the balance of context switching. Too much kills innovation. Too little means losing touch with what is essential

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    You May Also Like

    Light

    December 23, 2023

    A Startup CEO Essential: Optimism

    May 21, 2022

    Know Your Numbers

    April 20, 2024
  • Leadership,  Management

    Play Strengths, Not Weaknesses

    Jen Baird / February 20, 2021

    Our impulse is that we should improve upon our weaknesses, whether they are yours or your teammates. Sometimes our impulses are wrong.

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    You May Also Like

    What is that Light?

    August 27, 2022
    Focus

    Focus Means Saying No

    September 19, 2020

    It Takes a Village to Build a Startup

    November 26, 2022
  • 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.

    Read More

    You May Also Like

    The Stress-Management Power of Thankfulness

    November 27, 2021

    Consider Your BATNA

    December 2, 2023

    Building a Fireproof Team

    April 23, 2022
  • Measure
    Management

    What You Measure Will Improve

    Jen Baird / June 17, 2020

    A concrete measure provides the focus and sense of accomplishment needed to improve continuously.

    Read More

    You May Also Like

    Play Strengths, Not Weaknesses

    February 20, 2021

    Hire When It Hurts

    February 1, 2025

    Pick Your Spending Rate Wisely

    August 7, 2021

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Startup CEO Reflections by Jen Baird 2026
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