The Long-Term Playbook for Entrepreneurs

Vallabh Chitnis - IntuiWell - Leadership Traps & Fixes #5 - The Long-Term Playbook for Entrepreneurs: Setting the Right Circle from Day 1

Leadership Traps & Fixes #5:
The Long-Term Playbook for Entrepreneurs: Setting the Right Circle from Day 1

Most founders get their circle wrong.
They stack it with friends, loyalists, or people who won’t challenge them.
It feels safe at the start. And safe doesn’t scale.

This happens:
– Echo chambers form.
– Blind spots widen.
– The team cracks under pressure.

I have seen founders hit this wall again and again.
The first hires shape the culture more than any strategy or vision.
If they’re “yes-people,” the company builds on sand.

The long-term playbook for entrepreneurs is simple:

  1. Hire for spine, not just skill.
  2. Create space for truth.
  3. Share the mission, not the throne.
  4. Normalize accountability.
  5. Protect trust above all.

The founder’s circle decides if the company dies slow or scales fast.
Start right, and you won’t need to fix later.

The trap is ego.
The fix is courage.
Because the right circle doesn’t make you comfortable.
It makes you unstoppable.


Closing Reflection
This series was never about tactics.
It was about truth.

Leaders fall when they:
– Reject criticism.
– Fear smarter hires.
– Push blame.
– Hoard power.
– Build weak circles.

Leaders rise when they:
– Welcome truth.
– Hire bold.
– Kill blame.
– Give credit.
– Protect trust.

The lesson?

Ego builds walls.
Courage builds circles.
Only one builds legacies.

In this series:
Leadership Traps & Fixes #1: The Higher You Rise, The Harder It Gets to Handle Criticism
Leadership Traps & Fixes #2: Leaders Who Fear Hiring Smarter People and the Fix That Builds Real Power
Leadership Traps & Fixes #3: How Blame Culture Kills Trust and the Reset That Makes Teams Unstoppable
Leadership Traps & Fixes #4: The Rare Leaders Who Flip the Script and What You Can Learn from Them

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