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The Stupidpreneur
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Subscribe to get The Positioning Playbook for free from a seasoned strategist, entrepreneur, and ex–Branding Head at GUVI HCL.

Brick by Brick

Brick By Brick

Your product isn't your moat

Nov 14, 2025

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5 min read

Your product isn't your moat

I pay extra for Swiggy Blck. Not for features.

Shashank SN
Shashank SN

Brick By Brick

The brand that told me the whole truth

Sep 18, 2025

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8 min read

The brand that told me the whole truth

Here’s why I trust this brand with my eyes closed (and how you can build relentless trust too).

Shashank SN
Shashank SN

Brick By Brick

260-year paint lesson changed my mind

Aug 28, 2025

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4 min read

260-year paint lesson changed my mind

Most founders think branding comes after success. They're dead wrong.

Shashank SN
Shashank SN

Brick By Brick

How American Eagle Broke the Mold

Aug 13, 2025

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5 min read

How American Eagle Broke the Mold

What happens when a brand stops chasing trends and does the opposite?

Shashank SN
Shashank SN

Brick By Brick

What Ben & Jerry’s Got Right

Aug 12, 2025

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4 min read

What Ben & Jerry’s Got Right

How a messy launch built a loyal crowd. The story behind Ben & Jerry’s lovable failure

Shashank SN
Shashank SN

Brick By Brick

The story behind Ray-Ban's iconic status

Jul 25, 2025

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4 min read

The story behind Ray-Ban's iconic status

Here is the blueprint behind one of the most iconic brands ever created and why it matters to your brand.

Shashank SN
Shashank SN

Brick By Brick

How Spinny Used Silence to Win Hearts

Jul 17, 2025

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4 min read

How Spinny Used Silence to Win Hearts

A month ago, I stumbled upon Spinny's "God Promise" campaign featuring Tendulkar, and it struck me as something remarkably different in today's marketing landscape.

Shashank SN
Shashank SN

Brick By Brick

Buffer shows how transparency really works

Jul 7, 2025

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4 min read

Buffer shows how transparency really works

Sharing your quarterly revenue on Twitter is not actual, "build in public"

Shashank SN
Shashank SN

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