Small Bets

The MBA debate

May 11, 2026

Ask anyone why they're considering business school. You'll rarely hear "the coursework." What you will hear:

  • The network
  • Exposure to interesting people doing interesting things
  • Proximity to the entrepreneurial community

The classroom stuff is nice-to-have. The relationships are where the real value sits.

So if that's what you're actually paying for, is business school the only way to get it?

The math problem

Picture an operator at a 35-person startup back in 2014. Things were going well. But friends were heading off to MBA programs and the study materials were already on the shelf. Then came the math.

An MBA runs $200k+ all-in, plus two years of opportunity cost. So the question became: what if those resources went into angel investing instead?

Same benefits, different path

Here's what angel investing actually delivers:

  • Interesting people. Founders are some of the most fascinating humans you'll meet. Every check is a relationship.
  • Diverse business exposure. Every deal is a deep dive into a new industry or model.
  • A real network. Investors, founders, other angels. It compounds.
  • Skin in the game. You're not studying entrepreneurship. You're in it.

And unlike tuition (gone the second you write the check), an angel portfolio has actual upside. Treat the money as gone, but if you pick right, you might see it come back many times over.

How it plays out

Starting from zero is rough. No track record, no deal flow, no network. The shortcut is joining a community like Angel Squad for instant diversification and professional vetting, then cherry-picking deals worth leaning into further.

The reality of early-stage investing? Patience isn't optional. One early ed tech bet (made before AI was cool) didn't return until nearly a decade later. That's the timeline. But over those years, the same operator built a portfolio across health tech, fintech, and beyond, with several exits along the way.

Welcome to the long game.

Lessons learned

A few things stuck after years of doing this:

  1. Set a budget and treat it as gone. Then you can feel good about taking systematic bets.
  2. More small checks beat fewer big ones. Don't get pressured into writing bigger than you're comfortable with. $5k checks count.
  3. Piggyback on investors you respect. You don't have to figure this out alone.
  4. Trust your gut. Half the misses came from ignoring that little voice during diligence.
  5. Add value beyond the money. Your check isn't your real value-add. Your expertise, network, and time are.

TL;DR

Business school isn't wrong. For plenty of people, it's exactly right. But it's not the only path.

If you're already on a solid career trajectory and want exposure to entrepreneurship without pressing pause, angel investing might be your MBA. With potentially better returns. And zero student loans.

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