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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    Making Bets

    September 9, 2023

    Exits Are What Matters

    January 17, 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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    CEO = Chief Salesperson

    August 26, 2023

    How VCs Say “No”

    July 8, 2020

    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

    Side Hustle vs. All-in

    August 5, 2023

    Should I Raise Venture Capital?

    May 9, 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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    The Role of a Lead Investor

    October 10, 2020

    For a Fee, I will Fundraise for You

    June 7, 2025

    Fundraising in a Tough Environment

    April 15, 2023

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Startup CEO Reflections by Jen Baird 2026
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