Simplicity Wins

5 February 20254 min readBy Jack Alexander
Simplicity Wins

Complexity is a Business Killer—And Most Founders Are Clueless About It

Most founders think more = better.

More features. More tools. More options. More processes.

Newsflash: More is NOT better. More is a fucking liability.

Complexity is the silent killer of businesses. It slows execution, confuses customers, and builds internal friction that quietly snowballs into a full-blown dumpster fire.

The fastest-growing companies? They’re not the most sophisticated, they’re the simplest.

Yet, businesses keep making shit more complicated. Why? Let’s rip this apart shit and break it down.


Why Most Companies Overcomplicate Everything

1. Internal Politics and Ego-Driven Decisions

Everyone wants to leave their mark. Instead of fixing what works, people start adding shit just to prove they did something.

📌 Example: Leadership pushes for "one more feature" not because it’s needed, but because they need to justify their existence.

Fix: Before adding anything, ask: Does this directly move the needle for customers or revenue? If not, burn it.

2. Fear of Cutting the Wrong Thing

Teams hoard bullshit because they fear removing something will piss someone off.

📌 Example: A company keeps a bloated reporting system alive because “someone might still need it,” even though it slows everyone else down.

🚀 Fix: Data over feelings. If something isn’t being used or isn’t generating ROI, cut it ruthlessly. No funerals.

3. The Illusion of Control

Complexity feels like control. Founders think adding layers—approvals, policies, endless meetings—makes them bulletproof.

📌 Example: A startup with 20 employees has six layers of approvals before a simple marketing campaign gets launched.

🚀 Fix: Speed IS security. Replace unnecessary layers with clear decision ownership. Who owns this? Let them execute.


Simplicity = Speed = Profit

The best companies strip shit down to the essentials. They build simple, scalable, and effective systems. Here’s how the best do it:

1. Apple: Minimalism Drives Adoption

Apple wins because they make decisions easier. Less hardware variety. Less UI clutter. Less shit to think about.

📌 Lesson: If you give customers too many choices, they choose nothing. Simplicity sells.

2. Amazon: One-Click = More Money

Amazon eliminates friction at every step—one-click checkout, automated subscriptions, predictive shipping.

📌 Lesson: More steps = more drop-offs. Remove friction. Get paid faster.

3. Basecamp: Ruthless Feature Pruning

Basecamp intentionally kills features instead of adding them. They focus on what’s truly useful, not what looks impressive.

📌 Lesson: Every feature is a liability until proven otherwise. Keep your product tight.


How to Audit Your Business for Complexity

If your company is slowing down, complexity is the fucking reason. Here’s your step-by-step guide to cutting the fat:

Step 1: Identify Bottlenecks

Ask: Where do things feel slow and frustrating? Your team already knows. Listen to them.

  • What processes do people bitch about?
  • Where do decisions get bottlenecked?
  • What features confuse customers?

Step 2: Cut the Dead Weight

For every process, tool, or feature, ask: Would we build this again today? If the answer is no—kill it.

  • Kill redundant tools. (Too many dashboards? Pick one.)
  • Kill bloated approval chains. (Does this need three sign-offs? Probably not.)
  • Kill feature creep. (If it’s not core, it’s baggage.)

Step 3: Make Simplicity the Default

The key to winning isn’t removing complexity once—it’s keeping it out forever.

  • Set a “one-page rule” for decision-making: If an idea can’t be explained in one page, it’s too complicated.
  • Empower single owners for key decisions to move faster.
  • Create a “Kill List” every quarter for things that aren’t working.

Final Thought: Simplicity is a Weapon. Use It.

Businesses don’t fail because they run out of ideas. They fail because they choke on complexity.

If you want to scale, stop adding—start cutting.

What’s the biggest complexity bottleneck in your business right now?

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