Startup to Scale Up Logo

Subscribe to the Newsletter

Join 140,000+ founders getting exclusive strategies, frameworks, and founder stories every Sunday.

Get instant access to the 50-Step Founder Playbook downloaded over 1M times

Presented by:

Vanta
Vanta

About the Author

James Sinclair

James Sinclair

Founder Coach

3x Exited Founder and Founder Coach helping entrepreneurs navigate the startup journey.

The Founder Cliff Edge: Embrace the Halfway State

Founders never truly arrive — you’re always halfway. This isn’t failure. It’s Zeno’s paradox in startup form. Here’s how to turn that curse into your edge.

April 21, 2025

Core Takeaway

Startup life is a perpetual halfway point. Success comes from embracing the endless 'not quite there yet' state and building momentum from the edge.

TLDR

  • Startups never have a finish line — founders are always in a state of 'halfway there.' (5/5 — core message)
  • This state creates burnout because perceived progress never feels enough. (4/5 — deeply resonates with Series A fatigue)
  • Traditional startup stage models (Idea → MVPPMF) are myths. Real life is rejection, spike, churn, repeat. (5/5 — reframes founder expectations)
  • Zeno’s Paradox is a useful metaphor: constant motion, never full arrival. (3/5 — adds conceptual weight)
  • Founders need to operationalize this incompleteness as a competitive advantage. (5/5 — actionable insight)
  • Celebration is allowed — but only if you’re already moving again. (4/5 — founder cultural shift)
  • Great founders aren’t more certain. They’re better at moving through uncertainty. (5/5 — powerful final frame)

Hey Reader,

One of the things you only discover by being a founder is that... You never arrive. The goal posts always move.

We know this. Build the product, no time to celebrate, now you need a customer. Sign the customer, no time to celebrate, now you need to fix the bugs. Fix the bugs, no time to celebrate, now you have to keep your customers. It's always "just one more thing."

Perhaps my fave way of explaining it is: as a founder, you are always standing on the edge of a cliff. When something great happens, you are allowed to take two steps back. Then someone pushes you right back to the edge.

Nothing you do at any single step is ever enough. That's a feature, not a bug.

This isn't a startup thing. It's not even new.

This exact feeling — being in motion but never arriving — is 2,500 years old. It's called Zeno’s Dichotomy Paradox.

Zeno argued: to reach a destination, you must first get halfway there. Then halfway again. And again. Always closer — but never there.

Welcome to startups.

You’re always moving.
You’re always improving.
You’re always almost there.

But never fully there. Because the moment you do, another gap opens.

Year three? You hit your numbers, raised some capital — still scrambling. Friends with jobs are on vacation. You’re pitching the “this is our breakout year” speech. Again.

Privately? You wonder if you're any closer at all.

This isn’t failure. This is Zeno’s revenge.

Why write this? Because the myth says startup life has clean stages:

Idea → MVPPMF → Growth → Scale → Exit

Reality?

Idea → Rejection → Spike → Churn → Pivot → Repeat

Always halfway to something — PMF, product fix, feature unlock, the next raise, clarity, momentum.

And the toll compounds. Halfway in year one is different from halfway in year five. The weight grows. So does the cost — health, relationships, confidence.

It gets faster. You get better. But the treadmill speeds up too. Founder burnout isn’t about hours. It’s the mental load of being *almost there*, always.

So maybe — stop trying to arrive?

There is no end. Just another level of clarity. Another layer of insight. Another edge to stand on.

The real shift: Build your operating system around that fact.

Don’t wait to feel “done” before taking bold swings. You’ll be waiting forever.

Instead, turn halfway into your edge. Build systems and rituals that honor momentum, not finality.

Celebrate — then move. Design for endurance. Derive meaning from the motion.

Because the job isn’t to arrive. The job is to lead while uncertain. Build while halfway. Decide on the cliff edge.

Maybe the job is learning to love the vertigo.

You’re not lost. You’re just halfway. Again. And again. That’s not failure. That’s progress.

The great ones? They don’t “arrive.” They master motion.

— James

Thanks for reading!