This Is Going To Be BIG

This Is Going To Be BIG

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Early‑stage VC Charlie O'Donnell on founder journeys, strategy, and venture craft.

Venture Capital Has a Starting Line Problem
NewsApr 9, 2026

Venture Capital Has a Starting Line Problem

The article argues that venture‑capital bias stems less from overt discrimination in pitch rooms and more from unequal starting lines for underrepresented founders. It cites data showing Black founders raise roughly one‑third the capital of comparable white peers and contrasts...

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My Social Graph Is Broken So I Have No Idea Who My Friends Are
NewsMar 12, 2026

My Social Graph Is Broken So I Have No Idea Who My Friends Are

The article argues that Facebook Places failed because its social graph lacked contextual meaning, turning connections into a meaningless list. Modern network‑management apps repeat this mistake by aggregating contacts without distinguishing relationship strength, recency, or purpose. Venture‑capital tools like Originalis...

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Your Cap Table Didn't Kill Your Round
NewsMar 3, 2026

Your Cap Table Didn't Kill Your Round

The article argues that a messy cap table is rarely the true cause of a failed funding round; investors often use vague equity complaints as a polite rejection. Real cap‑table issues are solvable with time, money, and transparency, but they...

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Are They Still Teaching Air Guitar? Thinking About University Entrepreneurship in the Age of AI
NewsFeb 19, 2026

Are They Still Teaching Air Guitar? Thinking About University Entrepreneurship in the Age of AI

The article argues that university entrepreneurship programs must evolve from pitch‑centric competitions to hands‑on, income‑generating skill building, especially as AI lets students create functional products in a weekend. It highlights that AI removes technical excuses, making real‑world problem fluency and...

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Fractional Isn’t a Concession
NewsFeb 11, 2026

Fractional Isn’t a Concession

Founders often treat fractional or modular support as a temporary budget fix, but the article argues it’s a strategic tool for scaling. Early hires wear multiple hats—marketing, finance, analytics—yet those broad skill sets can’t sustain growth when functions demand specialization....

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Illegitimi Non Carborundum: Don’t Let Investors Control Your Meeting
NewsJan 19, 2026

Illegitimi Non Carborundum: Don’t Let Investors Control Your Meeting

Founders, especially women and underrepresented entrepreneurs, are disproportionately asked downside‑focused questions by investors, while their white male peers receive more upside‑oriented inquiries. This bias can steer pitch conversations away from a company’s growth potential. The article advises founders to pre‑write...

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Switching Venture Firms Is Not a Job Search
NewsJan 13, 2026

Switching Venture Firms Is Not a Job Search

Transitioning between venture capital firms differs fundamentally from a typical job search. Because the senior VC talent pool is small, moves depend on existing relationships and how peers rank you, not on open listings. The article outlines a mental ranking...

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