Startup CEO Reflections

A blog about building high potential businesses

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  • Fundraising

    Wrangling a Fundraising Round

    Jen Baird / December 31, 2022

    Accomplishing a fundraising round for your startup is often confusing and mysterious for new startup founders. Lately, I have been reminded that the path is not as obvious when you are venturing forth the first few times as it becomes after you have been around the track. To help, in this post, I am providing a roadmap to the significant…

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    The Power of Professionalism

    March 1, 2025

    Section 1202 Tax Matters

    September 23, 2023

    Reputations Matter

    July 22, 2023
  • Being a Christian CEO

    Praying through Transitions

    Jen Baird / December 24, 2022

    Seasons change like chapters in a book. As a builder of high-potential startups, each of my startup journeys has lasted somewhere between a couple of years and eight years, which means I have regularly transitioned between startups – and my faith has been a major factor in how I personally navigate those seasons.

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    What We Choose to Invest Our Time In

    January 4, 2025

    Light

    December 23, 2023

    Midway through the Recovery Journey

    June 18, 2022
  • Fundraising

    Things I Wish I Knew When I First Started Fundraising

    Jen Baird / December 17, 2022

    For first-time entrepreneurs, fundraising for your startup is fraught with unexpected pitfalls. Here is a list of some of my key lessons learned over 20 years of raising over $75M for startups.

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    Screening for a VC Match When Startup Fundraising

    January 14, 2023

    Due Diligence Should Go Both Ways

    December 13, 2025

    The Essential Fundraising Question: What is Your Plan?

    May 20, 2023
  • CEO Essentials,  Founding,  Product Development

    The Preeminence of the Customers’ Problem

    Jen Baird / December 10, 2022

    Immerse yourself in your customer’s problem. The urgent and important problem IS the opportunity. Don’t build a solution looking for a problem.

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    CEO Whispering

    August 31, 2024

    Cultivating Your Community of Champions

    April 29, 2023

    Wingmen — Those Trusted to Go With You into Battle

    October 22, 2022
  • 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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    Building a Fireproof Team

    April 23, 2022

    The Cost of Context Switching

    March 27, 2021

    Managing the Wounded

    May 7, 2022

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Startup CEO Reflections by Jen Baird 2026
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