For most of my life, I’ve avoided talking about the decision that shaped everything I’ve built. Not because I regret it—but because questioning higher education has become a cultural taboo.
Fifteen years ago, I skipped college and started my first company. Since then, I’ve launched three startups, hired hundreds of people, failed publicly, succeeded quietly, and learned more than any syllabus could have prepared me for. Yet whenever the topic of education comes up, the conversation still feels frozen in time.
We treat college as unquestionable. And that unquestioning loyalty is doing real harm.
This is not an anti-college argument. It’s an anti-dogma one.
The Problem Isn’t College — It’s the Lack of Honest Debate
Higher education once served a clear economic function: it was the primary gateway to knowledge, credentials, and opportunity. Today, knowledge is abundant, credentials are inflating, and opportunity increasingly favors adaptability over degrees.
Yet we still tell young people the same story:
Go to college. Take on debt. Figure it out later.
Questioning this path is often framed as reckless, irresponsible, or elitist. But refusing to question it is far more dangerous.
Fifteen years in entrepreneurship has taught me that unexamined assumptions are the fastest way to fall behind—and higher education has become one of our most protected assumptions.
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The ROI of College Has Changed — But the Narrative Hasn’t
College is still valuable for some careers. Doctors, lawyers, researchers, and engineers require deep academic training. But for millions of others, the return on investment has shifted dramatically.
Tuition costs have risen faster than inflation for decades. Student debt has become a defining financial burden for an entire generation. Meanwhile, entry-level jobs increasingly demand experience that college does not provide.
What’s broken isn’t education—it’s alignment.
We are selling certainty in a world that now rewards experimentation.
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Startups Taught Me What College Never Could
Skipping college forced me into real-world learning immediately. I learned by failing in public, negotiating with people older than me, shipping imperfect products, and running out of money more than once.
Here’s what building three startups taught me—lessons no transcript could capture:
How to learn fast without permission
How to manage risk under uncertainty
How to sell ideas before they’re finished
How to recover from failure without institutional protection
These skills aren’t anti-academic. They’re simply underrepresented in formal education.
The irony is that companies now screen for exactly these traits—while still using degrees as proxies for competence.
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The Real Cost of the College-First Mindset Is Psychological
The most damaging effect of the higher-ed taboo isn’t financial—it’s psychological.
We’ve conditioned young people to believe:
There is a “right” timeline for success
Deviating from it is failure
Learning must be certified to be legitimate
This creates risk-aversion at the exact moment when experimentation matters most.
Some of the most talented people I’ve met weren’t underqualified—they were over-credentialed and under-confident.
They waited too long to start.
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Alternatives Are No Longer Fringe — They’re Functional
Fifteen years ago, skipping college felt radical. Today, alternatives are everywhere:
Apprenticeships and paid learning models
Online certifications with real labor-market value
Bootcamps tied directly to employment
Self-directed learning combined with early work experience
The problem isn’t the lack of options. It’s the social stigma attached to choosing them.
We celebrate innovation in every industry—except education.
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College Should Be a Choice, Not a Default
The goal isn’t to dismantle universities. It’s to remove the moral hierarchy around how people learn.
College should be:
One option among many
Entered intentionally, not automatically
Judged by outcomes, not prestige
When we stop treating degrees as destiny, we allow people to design paths that actually fit who they are.
That freedom is what creates builders, not just graduates.
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What I’d Tell My 18-Year-Old Self Today
I wouldn’t say “don’t go to college.”
I’d say:
Ask better questions.
What do you want to build?
What skills do you need now?
What environment will stretch you fastest?
What risk can you afford to take?
Education should accelerate curiosity—not postpone it.
Final Thought: Questioning Isn’t Rebellion — It’s Responsibility
Fifteen years after skipping college, I don’t believe my path should be copied. I believe it should be considered.
A generation held back by debt, fear, and outdated narratives doesn’t need louder defenders of the status quo. It needs permission to think critically about its future.
Questioning higher education isn’t anti-intellectual.
It’s the most intellectual thing we can do.
15 Years After Skipping College to Launch 3 Startups, I Believe the Taboo Around Questioning Higher Education Is Holding an Entire Generation Back

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