Startup CEO Reflections

A blog about building high potential businesses

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  • Commercialization

    Crawl Walk Run

    Jen Baird / September 30, 2023

    High-potential startups are ultimately successful as they transform innovative product and service offerings that address important unmet needs into profitable businesses. One of the significant value step changes occurs when the startup begins to connect the dots and advance commercially into its chosen target market.

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    The Rocket Launch Feeling

    January 22, 2022

    Why Your “Better Mousetrap” Isn’t Selling (And What To Do About It)

    November 1, 2025

    The Feel Good Conference Mirage

    December 14, 2024
  • CEO Essentials,  Founding,  Fundraising

    Section 1202 Tax Matters

    Jen Baird / September 23, 2023

    Recently, I was reminded of the “downside” of a successful exit, specifically, that capital gains earned on investment in a startup are, generally speaking, subject to taxes. In other words, the IRS wants its piece of that nice big check. Wouldn’t it be nice if you could just keep it all instead?

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    Resilience

    October 12, 2024

    Critical Success Factor: Decision-Making

    August 24, 2024

    Funding Foundations

    September 2, 2023
  • CEO Essentials,  Fundraising

    Milestones

    Jen Baird / September 16, 2023

    While building a startup, leaders must make critical strategic decisions about what to focus on to derisk and add value. One manifestation of this planning work is determining the key milestones that must be accomplished and the resources required to take each step. Because this is so important, it is a key focus for investors who are evaluating startup investment…

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    Focus

    Focus Means Saying No

    September 19, 2020

    The Power of Sales

    February 15, 2025

    What Gets You Up in the Morning?

    February 3, 2024
  • CEO Essentials,  Risk & Decision-Making

    Making Bets

    Jen Baird / September 9, 2023

    As a startup leader forging new paths into the future, there is always uncertainty about the consequences of significant decisions. We cannot see what will happen perfectly, so we have to gather the best information available, test assumptions when possible, and ultimately pull the trigger and make a bet.

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    People Management for Startup Leaders

    February 18, 2023

    Armor vs. Authenticity

    March 29, 2025

    When Health Changes Everything

    November 15, 2025
  • Budgeting & Finance,  CEO Essentials,  Fundraising

    Funding Foundations

    Jen Baird / September 2, 2023

    A house built on sand is unstable, indeed. A house built on a solid foundation can support itself even when the winds howl, the rain comes, and the floodwaters rise. In business, cash is the lifeblood, and the source of that cash reveals the nature of your foundation.

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    A Startup’s Chart of Accounts

    February 17, 2024

    Know Your Numbers

    April 20, 2024

    Startup Financial Modeling: Things to Know

    May 27, 2023

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Startup CEO Reflections by Jen Baird 2026
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