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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    Free Is Not Inexpensive

    November 13, 2021

    The Feel Good Conference Mirage

    December 14, 2024

    Careful What You Wish For

    August 3, 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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    Cap Table Housekeeping

    November 18, 2023

    The Power of Sales

    February 15, 2025
    Connecting the Why

    Connecting the Why

    December 12, 2020
  • 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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    Light

    December 23, 2023

    The Stress-Management Power of Thankfulness

    November 27, 2021

    Making Luck

    October 26, 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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    The Magic of Synthesis

    September 11, 2021

    The Magic Project Management Triangle

    January 16, 2021

    Life’s Foundation: Health

    August 28, 2021
  • 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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    Know Your Numbers

    April 20, 2024

    Cap Table Housekeeping

    November 18, 2023

    Pricing Strategy

    November 19, 2022

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