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Oliver Buchannon
Simon Litt

I'm the Brand Operations Manager for Digital Entrepreneur—which, if you think about it, technically makes me the B.O.M. I've helped found and grow multiple financial media brands, including—most recently—The CFO Club. You might also see my byline on Wealthsimple, where I'm a contributing writer and editor.


⚠️ The hidden cost of being helpful

⚠️ The hidden cost of being helpful

Every “just this once” teaches clients your boundaries don't matter.

Oct 28, 2025

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9 min read

💵 Your business should pay you first

💵 Your business should pay you first

How to guarantee your paycheck before expenses eat it all.

Oct 21, 2025

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9 min read

😳 Why perfect buyers still say no

😳 Why perfect buyers still say no

​​Four anxieties kill deals. Here's how and when to address each.

Oct 14, 2025

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13 min read

➕ Startup’s favorite equation: 1 + 1 = 3

➕ Startup’s favorite equation: 1 + 1 = 3

Why splitting authority can actually lead to faster AND better decisions.

Oct 7, 2025

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11 min read

❤️‍🩹 The campaign that broke LinkedIn

❤️‍🩹 The campaign that broke LinkedIn

What do Snoop Dogg and marketers have in common?

Sep 30, 2025

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7 min read

🪜 A ladder every growing business builds

🪜 A ladder every growing business builds

The universal pattern that comes from the customer.

Sep 23, 2025

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10 min read

🤨 Work less... earn more?

🤨 Work less... earn more?

This founder's “Hell No” list unlocked $375k in monthly revenue.

Sep 16, 2025

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8 min read

🥴 Overcomplicating customer retention

🥴 Overcomplicating customer retention

The key to doing retention right is in your data.

Sep 9, 2025

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9 min read

🧶 Stop being well-rounded

🧶 Stop being well-rounded

Don’t waste time fixing what's inherently broken.

Sep 2, 2025

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8 min read

⚾️ Let the page pitch

⚾️ Let the page pitch

The blueprint for building a conversion-focused landing page.

Aug 26, 2025

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10 min read

🫣 Your blind spot problem

🫣 Your blind spot problem

Why solo decisions are expensive decisions.

Aug 19, 2025

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9 min read

🏀 Why some quit and others win

🏀 Why some quit and others win

A science-backed playbook for bouncing back from failure.

Aug 12, 2025

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9 min read

🚫 Email-free weekend ahead

🚫 Email-free weekend ahead

The business case for structured time off.

Aug 5, 2025

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9 min read

😌 Calm your founder mind

😌 Calm your founder mind

Are you more stressed than you need to be?

Jul 29, 2025

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8 min read

🥵 Burnout’s warning signs

🥵 Burnout’s warning signs

Three warning signs + one simple reset technique.

Jul 25, 2025

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9 min read

💰 Escape the hourly trap

💰 Escape the hourly trap

The Instagram entrepreneurs might actually be onto something.

Jul 18, 2025

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9 min read

❓ Are you misclassified?

❓ Are you misclassified?

Creating value: Paul Buchheit vs Ahammed Mirdas.

Jul 11, 2025

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11 min read

⏰ Your time is worth more than you think

⏰ Your time is worth more than you think

Time is your only non-renewable resource. Use it wisely.

Jul 3, 2025

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12 min read

🚨 Stop accepting any customer

🚨 Stop accepting any customer

Focus on three attributes; boost conversion rates.

Jun 27, 2025

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12 min read

🎥 Don’t be famous, be relatable

🎥 Don’t be famous, be relatable

How the TikTokification of media equals money in your pocket.

Jun 20, 2025

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14 min read

🔬 The science of [not] undercharging

🔬 The science of [not] undercharging

How Superhuman discovered their perfect price point.

Jun 13, 2025

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9 min read

📍 You are here

📍 You are here

Make sure you’re focused on the right problems.

Jun 3, 2025

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11 min read

🌱 Trust is a plant, not a prize

🌱 Trust is a plant, not a prize

How to monetize without losing your audience.

May 27, 2025

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10 min read

👥 Stop building alone

👥 Stop building alone

Isolation breeds stagnation. Community creates opportunity.

May 20, 2025

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9 min read

😤 How to stop needy clients at the door

😤 How to stop needy clients at the door

Save time (and sanity) by spotting bad clients fast.

May 13, 2025

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8 min read

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