Protopia.

A Field Guide to Entrepreneurs: Species, Habitats, and Evolution

Cover Image for A Field Guide to Entrepreneurs: Species, Habitats, and Evolution
Curtis Duggan
Curtis Duggan
8 min read

A Field Guide to Entrepreneurs: Species, Habitats, and Evolution

If entrepreneurs were birds, Silicon Valley would be the Galápagos Islands—a place where evolutionary pressures have produced wildly divergent species, each adapted to different ecological niches. Some soar on thermal currents of venture capital. Others build elaborate nests on social media platforms. A few hunt alone in the darkness, emerging only when their product is ready.

This field guide attempts to catalog the major species of entrepreneur, their distinguishing characteristics, and how they've evolved from the garage tinkerers of the 1980s to today's hybrid creatures who seem equally at home in a board room, a podcast studio, or a Twitter space.

The Primary Species

The VC-Backed Entrepreneur (Fundingus maximus)

Identifying Characteristics: Speaks fluently in TAM, CAC, and LTV. Natural habitat includes Sand Hill Road, South Park (the SF neighborhood, not the show), and wherever the latest YC batch is congregating. Plumage often includes Patagonia vests, Allbirds, and a Notion subscription.

The VC-backed entrepreneur has evolved a symbiotic relationship with venture capitalists, much like cleaner fish and sharks. They've developed specialized adaptations: the ability to project 100x growth on any spreadsheet, an immunity to the phrase "but that's not how we've always done it," and a remarkable capacity to pivot—a flexibility that would make a yoga instructor envious.

Mating Rituals: The pitch deck. Elaborate displays of hockey stick graphs and market sizing exercises designed to attract capital. Success is measured not in profitability but in valuation multiples and the prestigious logos on their investor slide.

The Social Clout Entrepreneur (Influencerus perpetuus)

Identifying Characteristics: Follower count exceeds employee count by at least 1000:1. Can turn any mundane business decision into a viral LinkedIn post. Natural predator of the algorithm, master of the humble brag.

This species emerged in the late 2000s and has proliferated rapidly. They've evolved to monetize attention itself, building "audiences" before products. Their business model is often themselves—courses about courses, coaching about coaching, an infinite recursion of meta-entrepreneurship.

Unique Adaptations: They've developed an extraordinary ability to be "vulnerable" and "authentic" exactly 3-5 times per week, always during peak engagement hours. Their morning routine is more documented than a NASA launch sequence.

The Bootstrap Entrepreneur (Profitabilus immediatus)

Identifying Characteristics: Allergic to dilution. Views every dollar of revenue like a родной child. Often found in less glamorous industries—the unsexy SaaS that actually makes money, the e-commerce store selling industrial widgets.

These entrepreneurs are the tortoises in a world obsessed with hares. They've retained ancestral traits that others have shed: the ability to achieve profitability, a focus on customers over investors, and a suspicious lack of presence at conferences.

The Personality Divide: Introverts vs. Extraverts

The Introvert Entrepreneur (Codicus silenticus)

Often mistaken for a developer who accidentally started a company. Their natural habitat is a dark room with multiple monitors. They communicate primarily through Slack, even with people sitting next to them. Their companies tend to have excellent documentation and terrible parties.

The introvert entrepreneur has evolved unique survival strategies:

  • Building products so good they sell themselves (because the alternative is actually selling)
  • Creating elaborate systems and processes to avoid meetings
  • Developing remote-first cultures before it was cool (or necessary)

The Extravert Entrepreneur (Networkingus infinitus)

Never met a conference they didn't keynote or a podcast they didn't guest on. These entrepreneurs treat business like a contact sport. Their CRM is more detailed than the FBI's database, and they somehow know everyone's birthday, kids' names, and favorite sports team.

Their superpower is turning every interaction into an opportunity. Coffee chat? Potential partnership. Gym session? Impromptu board meeting. Their energy is renewable and seemingly infinite, powered by human interaction like a social solar panel.

Evolution Across the Decades

The 1980s: The Garage Tinkerer Era

The ancestral entrepreneur. Often literally started in a garage, not as a marketing gimmick but because they couldn't afford office space. These were hardware people in a hardware world—Wozniak, Jobs, Gates. They soldered their own boards and wrote their own compilers.

The 80s entrepreneur was part engineer, part visionary, and part traveling salesman. They had to be—there was no AWS, no GitHub, no Stack Overflow. If something broke, you fixed it. If you needed investment, you drove to meet investors. If you wanted to sell, you flew to trade shows and literally shook hands.

The 1990s: The Dot-Com Conquistador

The first internet entrepreneurs were like Spanish conquistadors, if the New World was made of HTML and the gold was IPO shares. Everyone was racing to plant flags on digital territory—Pets.com for pet supplies, Webvan for groceries, Kozmo.com for everything else.

This era created a new breed: entrepreneurs who could raise massive amounts of capital on pure vision. Business models were optional. Revenue was quaint. The only metric that mattered was "eyeballs," which, in retrospect, was an ominous choice of terminology.

The 2000s: The Lean Startup Disciples

After the dot-com crash, entrepreneurs evolved new survival strategies. Eric Ries became their Darwin, "The Lean Startup" their Origin of Species. The MVP (Minimum Viable Product) replaced the business plan. "Fail fast" became a mantra, though no one wanted to discuss what happened to those who failed slowly.

This era gave birth to the "technical co-founder"—a mystical creature that every business-side founder spent months seeking, like prospectors panning for gold. The culture began shifting from "build it and they will come" to "figure out if they want it before you build it."

The 2010s: The Unicorn Hunters

Somewhere around 2010, being a millionaire became pedestrian. Billion-dollar valuations became the new benchmark, and the "unicorn" entered our vocabulary. Entrepreneurs evolved to think bigger, move faster, and burn capital like rocket fuel—because that's essentially what they were trying to build: rockets to the moon.

This decade created the "growth hacker"—part marketer, part engineer, part alchemist. They could turn $1 of Facebook ads into $3 of customer lifetime value, at least on a spreadsheet. The successful entrepreneurs of this era were those who could balance hypergrowth with eventual unit economics, though many put that "eventual" part pretty far into the future.

Today: The Hybrid Era

Modern entrepreneurs are chimeras—part influencer, part operator, part philosopher king tweeting about meditation and market dynamics in the same thread. They've had to evolve multiple survival strategies simultaneously:

  • Multi-Platform Presence: LinkedIn for thought leadership, Twitter for hot takes, TikTok for reaching Gen Z, and somehow maintaining a Substack
  • Remote-First Operations: Building companies with team members they've never met in person
  • Mission-Driven Messaging: Every company now needs to save the world, or at least claim to
  • AI Integration: If you're not "AI-powered," are you even a startup?

Today's entrepreneur has to be more adaptable than ever. They're building in public while protecting trade secrets, focusing on profitability while projecting growth, being authentic while maintaining a professional brand. It's exhausting just writing about it.

The Unnatural Selection of Entrepreneurship

What's fascinating about this evolution is how unnatural the selection has been. Unlike biological evolution, which rewards survival and reproduction, entrepreneurial evolution has often rewarded the opposite: burning through resources quickly, prioritizing growth over sustainability, celebrating failure as education.

The environment keeps changing faster than the species can adapt. Just as entrepreneurs master one platform, it changes its algorithm. Just as they perfect one business model, the market shifts. Just as they learn one set of rules, regulators write new ones.

Field Notes for Future Observers

As I compile this field guide, I'm aware that I'm documenting species in rapid flux. The entrepreneur of 2030 might be as different from today's as today's is from the garage tinkerer of 1980. Perhaps they'll be AI-augmented, building companies with artificial co-founders. Perhaps they'll be space entrepreneurs, literally expanding humanity's market. Perhaps they'll be something we can't yet imagine.

What remains constant is the entrepreneurial genome itself—that peculiar combination of optimism and paranoia, vision and pragmatism, confidence and insecurity that drives someone to build something from nothing. The expressions change, but the underlying DNA persists: the belief that the world can be different, and the audacity to try to make it so.

Whether they're seeking venture capital or viral content, building in stealth or in public, working alone in the darkness or networking in the spotlight, entrepreneurs remain one of capitalism's most fascinating species—shape-shifters and adapt-ers, creators and destroyers, forever evolving in response to the market's invisible hand.

The next time you encounter an entrepreneur in the wild, take a moment to observe. What adaptations have they developed? What niche are they filling? What evolutionary pressures are shaping them? You're watching evolution in real-time, just with term sheets instead of natural selection.

And remember: in the entrepreneurial ecosystem, it's not always the strongest or the smartest who survive. Sometimes it's just the ones who are too stubborn to quit.