Startup CEO Reflections

A blog about building high potential businesses

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  • Risk & Decision-Making

    Investing in Force Multipliers

    Jen Baird / April 24, 2021

    Trading off between investing in a more systemic, force-multiplying solution versus just trying to keep up with the immediately overwhelming work at hand is difficult. Sometimes this mental image helps me recognize when I should consider stepping back and making a different choice.

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    The Risk of Idea Stealing

    May 15, 2021

    Beware of AI Cons Targeting Entrepreneurs

    March 7, 2026

    And A Tree Fell Across the Path: Responding to Startup Adversity

    September 12, 2020
  • Fundraising

    Startup Fundraising: Keep it Clean

    Jen Baird / April 17, 2021

    When fundraising for a startup, keep your focus on your company's long-term needs by keeping your funding rounds on the straight and narrow.

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    How VCs Say “Yes”

    July 11, 2020

    Fundraising in a Tough Environment

    April 15, 2023

    Helping VCs Understand Your Technology

    October 17, 2020
  • Fundraising

    Structuring an Angel Round

    Jen Baird / April 10, 2021

    If you decide to raise investor capital to fuel your startup, a common first step is raising seed funding from angel investors. Here are a few hard-earned observations and tips from my experiences raising millions in angel capital across several different startups.

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    Startup Financial Modeling: Things to Know

    May 27, 2023

    Breakeven Point: Why It’s Not Actually a Point

    January 31, 2026

    How VCs Say “No”

    July 8, 2020
  • Fundraising

    Qualifying Angel Investors

    Jen Baird / April 3, 2021

    Angel investors – those who invest their own money in startups – are often an essential capital source in the earliest stages. Good angels are wise, insightful, and patient partners for early-stage founding teams. Qualifying them well is essential to setting your startup up for success.

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    Section 1202 Tax Matters

    September 23, 2023

    The Challenge of Raising Money as a Solopreneur

    February 24, 2024

    Drive, Intelligence, and Integrity

    June 24, 2023

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Startup CEO Reflections by Jen Baird 2026
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