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The Stupidpreneur
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NEWEST

Why your upsell destroys loyalty

Why your upsell destroys loyalty

Trust doesn't form from big promises. It forms from small repeated demonstrations of aligned interest.

Nov 5, 2025

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4 min read

Reviews don't build loyalty

Reviews don't build loyalty

She had 847 five-star reviews and zero repeat customers. The problem wasn't her competence.

Nov 4, 2025

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3 min read

Why they bought once and left

Why they bought once and left

A purchase proves your product works. A return proves something else entirely.

Nov 3, 2025

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4 min read

Seven days to launch your brand

Seven days to launch your brand

From paralyzed to positioned in one week.

Nov 1, 2025

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3 min read

Test your brand in four minutes

Test your brand in four minutes

This told her she was ready.

Oct 31, 2025

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4 min read

The question that defines your brand

The question that defines your brand

Every decision becomes easier after this.

Oct 30, 2025

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4 min read

Why you're still stuck on your logo

Why you're still stuck on your logo

I watched someone spend 47 hours choosing blue.

Oct 29, 2025

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4 min read

Stop fixing the wrong thing

Stop fixing the wrong thing

I watched a funded company almost collapse because nobody would say the truth out loud.

Oct 28, 2025

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4 min read

Dead things drift toward boring

Dead things drift toward boring

I found this physics concept on LinkedIn and it explained why differentiation is so damn hard

Oct 27, 2025

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4 min read

Ogilvy called this out decades ago

Ogilvy called this out decades ago

Why your last campaign got clicks but zero brand loyalty

Oct 24, 2025

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4 min read

You are probably lying

You are probably lying

Most brand promises are aspirational fiction. Is yours too?

Oct 23, 2025

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4 min read

I almost lost a client over this

I almost lost a client over this

The thing your competition can't copy even if they try.

Oct 22, 2025

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4 min read

Optimizing the wrong thing?

Optimizing the wrong thing?

One sentence that changed my entire strategy

Oct 21, 2025

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3 min read

Nobody cares about 'better' anymore

Nobody cares about 'better' anymore

What if you stopped trying to be better and started being different?

Oct 20, 2025

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4 min read

5 spots remain.

5 spots remain.

8 hours left, then it's game over

Oct 19, 2025

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2 min read

This is NOT theory

This is NOT theory

Here’s what pisses me off about brand strategy courses:

Oct 18, 2025

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2 min read

21 days changed everything

21 days changed everything

See what happens when brand strategy actually works

Oct 18, 2025

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3 min read

30 tasks changed everything

30 tasks changed everything

Here's how to actually implement your brand strategy

Oct 17, 2025

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3 min read

What your customers really think

What your customers really think

You think you are premium, but customers see you as cheap...

Oct 16, 2025

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3 min read

Stop guessing about your audience

Stop guessing about your audience

This simple research method beats fancy analytics

Oct 15, 2025

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3 min read

How rebels talk to customers

How rebels talk to customers

Stop trying to sound professional and start being human

Oct 14, 2025

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3 min read

Why Is Your Team Really Fighting?

Why Is Your Team Really Fighting?

One simple framework changed everything for us

Oct 13, 2025

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3 min read

Build your cult, not your features

Build your cult, not your features

Sick of fighting the same old battles? Try this.

Oct 10, 2025

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4 min read

Nobody else tracks credits by project

Nobody else tracks credits by project

Because seat-based pricing is broken

Oct 10, 2025

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3 min read

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