Logo
Logo
Digital Entrepreneur
Sign Up
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.


🌱 Stop pulling seedlings

🌱 Stop pulling seedlings

Most of us default to extraction. Here's how to stop.

Jan 27, 2026

•

10 min read

🍞 A breader way to price things

🍞 A breader way to price things

Your customers know when you’re full of it.

Jan 20, 2026

•

9 min read

🪫 Trying to use an empty battery?

🪫 Trying to use an empty battery?

January’s exciting... and exhausting. And that’s okay.

Jan 13, 2026

•

10 min read

🧭 Are you still on track?

🧭 Are you still on track?

Ambition creates a planning gap. Here’s how to close it.

Jan 6, 2026

•

7 min read

🙈 Ignore 90% of your data

🙈 Ignore 90% of your data

Find the single metric that simplifies your growth.

Dec 30, 2025

•

9 min read

🪨 Apple told AI to kick rocks

🪨 Apple told AI to kick rocks

And their share price thanked them for it.

Dec 23, 2025

•

8 min read

🥊 Don't try to fight the giant

🥊 Don't try to fight the giant

Monster and Liquid Death blew up using counter-positioning.

Dec 16, 2025

•

10 min read

🧩 Turn side projects into sellable assets

🧩 Turn side projects into sellable assets

What to keep, what to sell, what to kill.

Dec 9, 2025

•

11 min read

📆 I added a new month to my year

📆 I added a new month to my year

The math on automation is embarrassing once you see it.

Dec 2, 2025

•

10 min read

🐢 Last place is the best place

🐢 Last place is the best place

Why Google, Facebook, and Shopify were all happily late to the party.

Nov 25, 2025

•

10 min read

🎨 Creative block is a curation problem

🎨 Creative block is a curation problem

The biggest hurdle to better conversions is pattern recognition.

Nov 18, 2025

•

8 min read

👋 The art of a non-pushy follow up

👋 The art of a non-pushy follow up

80% of sales need five follow-ups, but most people quit after one.

Nov 11, 2025

•

10 min read

🎸 The song that failed its way to #1

🎸 The song that failed its way to #1

Are you being resilient or just stubborn?

Nov 4, 2025

•

11 min read

⚠️ 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

•

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

•

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 13, 2025

•

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

•

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

•

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

•

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

•

8 min read

🥴 Overcomplicating customer retention

🥴 Overcomplicating customer retention

The key to doing retention right is in your data.

Sep 9, 2025

•

9 min read

🧶 Stop being well-rounded

🧶 Stop being well-rounded

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

Sep 2, 2025

•

8 min read

⚾️ Let the page pitch

⚾️ Let the page pitch

The blueprint for building a conversion-focused landing page.

Aug 26, 2025

•

10 min read

🫣 Your blind spot problem

🫣 Your blind spot problem

Why solo decisions are expensive decisions.

Aug 19, 2025

•

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

•

9 min read

Load more
background

The leading newsletter for travellers across the world

Join 50,000+ travellers. Unsubscribe anytime.

Explore the world with us

putty

Product

Login

Templates

Lessons

Pricing

Tools

Tutorials

Templates

Resources

Newsletter

Blog

Latest Posts

Experts

Creators

Most Popular

Resources

Community

Join Slack

FAQ

Support