Insights from Backing Over 400 Founders Through Preseed Investments

Backing early-stage startups is always a risk—but what I didn’t fully understand when I started Preseed Investments was how many different ways a startup can underperform… and how much damage that underperformance can do over time.

When I launched Preseed, the vision was clear:

• Back smart, ambitious people early.
• Help them get from idea to traction.
• Support them with mentorship, funding, and belief—before others were ready to.

I backed over 400 founders. I thought that level of exposure would balance the risk.

But here’s what I learned the hard way:

You don’t need a massive failure to lose money.
A slow bleed of underperformance is far more dangerous—and harder to see until it’s too late.

Underperformance Doesn’t Always Look Like Failure

Most of the startups I backed didn’t crash spectacularly.

• They just didn’t move fast enough.
• They didn’t grow.
• They didn’t attract follow-on funding.
• They didn’t pivot when they should’ve.

And slowly, they became stagnant—too small to scale, too distracted to evolve, and too dependent on me to keep going.

This is the hidden cost no one warns you about.

You’re tying up capital, time, energy—and emotional bandwidth—in founders who aren’t moving.
They’re not failing loudly enough to cut off. But they’re not progressing either.

It’s the entrepreneurial version of being ghosted by momentum.

Why It Happens

In hindsight, I can see the common threads:

• Founders who were great at selling the idea, but not executing it.
• People who needed too much support to drive their own business forward.
• Startups with no real feedback loop from the market.
• Teams that lacked urgency.

But the biggest one?
They weren’t hungry enough.
They didn’t take enough uncomfortable action.
They waited for things to happen instead of creating movement.

I can’t want it more than them.

The Real Cost

Underperformance isn’t just financial. It affects everything:

• It delays your ability to reinvest in stronger ventures.
• It clogs your pipeline with ‘maybes’ that never become ‘yeses.’
• It wears you down as an investor, coach, or advisor.
• It forces you into the role of rescuer instead of partner.

Eventually, the compounding effect of too many underperforming businesses drags down even the best-performing ones.

What I Wish I Knew

1. Back fewer people, more deeply.
   Volume doesn’t protect you from lack of quality or clarity.
2. Screen harder for hunger, not just polish.
   The pitch is easy. The push is where most founders fall apart.
3. Exit emotionally earlier.
   When a founder consistently avoids hard decisions, doesn’t take feedback, or loses urgency—it’s time to step back.

Final Thought

Backing early-stage founders is still something I believe in.
But belief alone isn’t a strategy.

Now, I invest my time and energy where I see real drive, real action, and real willingness to grow through difficulty.

That’s how you avoid the hidden cost of underperformance.
Because in startups, slow failure is still failure.