Raising Capital Archives - Startup Economist

“I’ll See It When I Believe It,” Entrepreneurs and Startup Investors Put Conviction Before Cash Flow

Thursday, 11 September 2025 by Paul O'Brien

That tired phrase has been responsible for more missed fortunes than bad timing or bad luck. It’s the refrain of cautious uncles, small-town bankers, and risk-averse executives who prefer their innovation the way they prefer their wine: aged, tested, bottled, and priced at a predictable markup. But in the world of entrepreneurship, that order of

Published in Insights / Research, Raising Capital

19 Comments

Bootstrap or Raise Capital: How to Decide What’s Right for Your Startup

Monday, 01 September 2025 by Paul O'Brien

If you’re like me, it might have been Labor Day in the U.S., and it was a beautiful one here in Austin, not putting in any work is more or less impossible; besides, entrepreneurs throughout the world were working and so with the focus on work, I couldn’t help but put thought to this frequently

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Published in Raising Capital, Startups

24 Comments

You Don’t Need Traction. You Need to Understand Why They Say You Do.

Friday, 13 June 2025 by Paul O'Brien

There’s a special kind of eye twitch that founders get the 37th time they hear, “We’d love to invest, but you need more traction.” It’s a vague hand-wave of a dismissal that sounds helpful, but is really just cowardice in a hoodie. And when you ask what kind of traction they mean, they blink like

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Published in Insights / Research, Raising Capital, Startups

11 Comments

Your Startup Pitch is Bad; Let me Explain How I Know

Thursday, 27 February 2025 by Paul O'Brien

Over the last couple of weeks, I’ve been pushing us to question traditional startup methodologies such as lean startup or how venture capitalists discern investments, through an exploration with you of First Principles Thinking and the Bell Mason Diagnostic. In fact, I’m not inherently a detractor of either, rather frequently advocating that founders need to

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Published in Raising Capital

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The Bell Mason Diagnostic and First Principles Thinking in Venture Capital

Thursday, 20 February 2025 by Paul O'Brien

Why Venture Capital Needs a First Principles Overhaul Venture capital is broken. Not in the “bubble’s about to pop” and certainly not in the sense that so many are pissed off because they aren’t getting funded, but in the “founders keep getting bad funding advice from firms still operating on outdated, ineffective methodologies” sense. In the

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Published in Raising Capital, Startup Ecosystems

50 Comments

What the Best Angel Investors Do Differently in Startup Investing

Tuesday, 28 January 2025 by Paul O'Brien

The rush to become an angel investor mirrors the increase in the appeal of the “celebrity entrepreneur” we’ve seen over the last couple of decades. To flourish, the investor community must consolidate more (i.e. become an LP in a fund vs doing our own thing) and those who remain independent must level up their value-add. I

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Published in Raising Capital, Startup Ecosystems

23 Comments

Venture Capital Manifests for Opportunity: It’s Not Available to Serve

Monday, 06 January 2025 by Paul O'Brien

For economic development professionals, community builders, and government officials committed to fostering entrepreneurship, it’s all too common to hear founders lament that a “lack of capital” is their most significant challenge. Yet, curiously, a lack of capital is rarely cited as a leading cause of startup failure. This disconnect points to a deeper, systemic issue

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Published in Raising Capital, Startup Ecosystems

8 Comments