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

    Free Is Not Inexpensive

    November 13, 2021

    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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    Family

    Family Enablers: The Source of an Entrepreneur’s Strength

    October 3, 2020

    Reflections on Startup Children

    May 22, 2021

    Are You Ready to Commit to Founding?

    January 25, 2025
  • 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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    The Highlight Reel Effect

    October 1, 2022

    The Most Important Thing

    February 6, 2021

    Discerning Signals in the Noise

    April 6, 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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    What Gets You Up in the Morning?

    February 3, 2024

    CEO = Chief Salesperson

    August 26, 2023
    Jen and Favory Sonata

    Prioritize Exercise While Building Your Startup

    June 20, 2020
  • 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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    Pricing Strategy

    November 19, 2022

    Banking for Startups

    January 20, 2024

    Breakeven Point: Why It’s Not Actually a Point

    January 31, 2026

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Startup CEO Reflections by Jen Baird 2026
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