Startup CEO Reflections

A blog about building high potential businesses

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  • 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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    You May Also Like

    Making Bets

    September 9, 2023

    Cultivating Your Community of Champions

    April 29, 2023

    The Hidden Value of Board Meeting Preparation

    July 25, 2020
  • Building a Team,  CEO Essentials,  Team Building

    Facilitating Team Learning Curves

    Jen Baird / January 18, 2025

    Leading a startup means forging new paths, building organizational infrastructure, and ultimately becoming skilled at facilitating team learning curves. This is one of the most challenging parts of being an entrepreneur trying to create a business.

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    You May Also Like

    Equity Incentives for Startup Teams

    May 3, 2025

    The Challenge of Raising Money as a Solopreneur

    February 24, 2024

    Talking Entrepreneurship on Invisible Ink

    July 13, 2024
  • Leadership,  Team Building

    It Takes a Village to Build a Startup

    Jen Baird / November 26, 2022

    A village combines the contributions of many people to build a functioning community, which is an excellent metaphor for what it takes to build a successful startup. And this Thanksgiving season, I am reflecting on how thankful I am for those who have joined the villages I have been part of.

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    You May Also Like

    Unintentional Blocking

    July 27, 2024

    For Me, It’s Not Just Business

    October 29, 2022

    The Most Important Thing

    February 6, 2021
  • Building,  Team Building

    Creating, Refining, and Executing

    Jen Baird / August 6, 2022

    When building a startup, you create “stuff” that gets refined and becomes the playbook the team executes.

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    You May Also Like

    Every Startup is a Custom Job

    July 30, 2022

    You Cannot Learn All You Need to Know on the Internet

    June 17, 2023

    In-sourcing and Outsourcing

    September 28, 2024
  • Building,  Team Building

    Every Startup is a Custom Job

    Jen Baird / July 30, 2022

    Innovative high-potential startups are, by their very nature, “custom jobs.”

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    You May Also Like

    Creating, Refining, and Executing

    August 6, 2022

    In-sourcing and Outsourcing

    September 28, 2024

    You Cannot Learn All You Need to Know on the Internet

    June 17, 2023
  • Team Building

    The Dilemma of Two Good Options

    Jen Baird / July 16, 2022

    Sometimes when you have one spot to fill, you find you have a great problem: More than one outstanding option to fill that spot.

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    You May Also Like

    Executive Mindset

    February 26, 2022

    Facilitating Team Learning Curves

    January 18, 2025
    Mindsets

    For Today’s Startup Problem-Solving, Are We Cooking or Baking?

    August 5, 2020
  • 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

    Going Virtual

    June 26, 2021

    Management. Management. Management.

    April 26, 2025
  • 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.”

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    You May Also Like

    The Value of Being Decisive

    February 11, 2023

    Beware of Glittering Generalities

    December 3, 2022

    In-sourcing and Outsourcing

    September 28, 2024
  • Team Building

    Virtual Team Integration

    Jen Baird / April 16, 2022

    We just hired five new employees, expanding our team by almost a third. As a fully virtual company, one of our challenges is how do we help our new team members integrate so everyone feels like we are one team.

    Read More

    You May Also Like

    The Dilemma of Two Good Options

    July 16, 2022

    It Takes a Village to Build a Startup

    November 26, 2022

    Hire When It Hurts

    February 1, 2025
  • Team Building

    The Value of Performance Tests in Recruiting

    Jen Baird / March 26, 2022

    Evaluating potential new team members for skills and capabilities fit is always challenging due to inherent information disparities in the recruiting process. Performance tests can provide pivotal insight.

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    You May Also Like

    The Dilemma of Two Good Options

    July 16, 2022

    Every Startup is a Custom Job

    July 30, 2022

    Managing the Wounded

    May 7, 2022
  • Leadership,  Team Building

    Executive Mindset

    Jen Baird / February 26, 2022

    An executive mindset does not depend on the job title but on the ability to synthesize, direct, and know when to enforce and when to break the rules.

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    You May Also Like

    The Value of Being Decisive

    February 11, 2023

    Drive, Intelligence, and Integrity

    June 24, 2023

    Looking through the Keyhole

    March 30, 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

    Discovering the Meaning of Gradual

    July 23, 2022

    Keep the Red Pen Under Control

    January 6, 2024

    Management. Management. Management.

    April 26, 2025
  • CEO Essentials,  Team Building

    Consulting as Startup Preparation Ground

    Jen Baird / December 4, 2021

    Experience as a consultant can develop useful transferrable skills for leading a high-potential startup. Yet, by itself, it is seldom enough. Here are some reflections on both sides of the coin.

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    You May Also Like

    Critical Success Factor: Decision-Making

    August 24, 2024

    Striving for Highest Best Use

    June 25, 2022

    Light

    December 23, 2023
  • Leadership,  Team Building

    Intentionally Empowering Each Other

    Jen Baird / March 20, 2021

    One of the great aspects of being part of a high-performing team is how each member of the team intentionally contributes to empowering each other, which elevates both our collective process and our combined results.

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    You May Also Like

    Celebrate!

    December 18, 2021

    Critical Success Factor: Decision-Making

    August 24, 2024

    Unintentional Blocking

    July 27, 2024
  • Leadership,  Team Building

    Catch Them Being Good

    Jen Baird / February 13, 2021

    Carrots and honey beat sticks and vinegar every time. When leading a team, pay attention so you can catch them being good.

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    You May Also Like

    Mindsets

    For Today’s Startup Problem-Solving, Are We Cooking or Baking?

    August 5, 2020

    People Management for Startup Leaders

    February 18, 2023

    Play Strengths, Not Weaknesses

    February 20, 2021
  • CEO Essentials,  Team Building

    Recognizing When You Need to Change Up Your Team

    Jen Baird / October 31, 2020

    Are you unconsciously suffering from a role fit problem in your team? First recognizing and then addressing the issue is critical to startup success.

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    You May Also Like

    Leadership is Lonely

    December 19, 2020

    Thresholds of Spending

    December 9, 2023

    Fundraising is a Means

    October 28, 2023
  • Team Building

    Intentional Onboarding: Setting New Team Members Up for Success

    Jen Baird / October 24, 2020

    Whether an employee or consultant, or contractor, when you add a new team member, you hope they can bring value to your team. Enabling that is your responsibility.

    Read More

    You May Also Like

    Consulting as Startup Preparation Ground

    December 4, 2021

    Facilitating Team Learning Curves

    January 18, 2025

    Every Startup is a Custom Job

    July 30, 2022
  • Team Building

    Vetting Prospective Hires

    Jen Baird / August 29, 2020

    Recruiting team members is always a high stakes process. And that is especially true in a startup. Hiring mistakes are costly, so it is worth taking care to vet prospective new hires well.

    Read More

    You May Also Like

    Provide Your Capacity to Your Team

    January 15, 2022

    Creating, Refining, and Executing

    August 6, 2022

    Consulting as Startup Preparation Ground

    December 4, 2021
  • Leadership,  Team Building

    The Shift from Hiring Generalists to Hiring Specialists in a Startup

    Jen Baird / August 22, 2020

    At inception, the founding team of a startup must be small, but mighty. As the company grows, a shift occurs as the team reaches critical mass, and it becomes feasible to start hiring specialists. Recognizing this new stage of growth is essential.

    Read More

    You May Also Like

    Looking through the Keyhole

    March 30, 2024

    Critical Success Factor: Decision-Making

    August 24, 2024

    Catch Them Being Good

    February 13, 2021
  • Fundraising,  Team Building

    My Prospective VC Is Asking For Personality Tests?

    Jen Baird / August 15, 2020

    “They want us to take personality tests?” My team looked appalled. “Yep,” I said, “And we might even learn something ourselves from the process!”

    Read More

    You May Also Like

    Planning Time Horizons

    February 22, 2025

    The Challenge of Raising Money as a Solopreneur

    February 24, 2024

    Due Diligence Data Rooms

    May 25, 2024
  • Mindsets
    Leadership,  Team Building

    For Today’s Startup Problem-Solving, Are We Cooking or Baking?

    Jen Baird / August 5, 2020

    The work of building a startup varies. Sometimes it is more like cooking. Sometimes it is more like baking. Pick the right skill set for the job at hand.

    Read More

    You May Also Like

    The Definition of a Leader

    March 19, 2022
    Connecting the Why

    Connecting the Why

    December 12, 2020

    Keeping Eyes on Your North Star

    February 5, 2022

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Startup CEO Reflections by Jen Baird 2025
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