Kevin's Rule: How to Design Unforgettable Years That Add Up to a Legendary Life

Here’s the truth: most years blur together.
Work. Errands. Netflix. Repeat.

When you look back, you remember a handful of vacations or big life moments—but most years? Forgettable.

That’s why Jesse Itzler shares what he calls Kevin’s Rule—a framework he learned from his friend Kevin, who realized that intentionally designing mini-adventures creates a highlight reel of memories every single year.

What Is Kevin’s Rule?

Kevin’s Rule is simple:
Every 2 months, plan one mini-adventure. That’s 6 unforgettable experiences per year.

Not massive bucket-list trips. Not life-altering goals. Just intentional, memorable experiences that stand out from the daily grind.

Why Kevin’s Rule Works

1. Life slows down when it’s memorable.
   When every month looks the same, time flies. Add adventures, and the year feels fuller.

2. Small bets, big payoffs.
   Mini-adventures don’t require a huge budget or time away. They fit into real life, but still leave a mark.

3. Memories compound.
   Six adventures a year → 60 over the next decade → hundreds over a lifetime. That’s how you stack a highlight reel of unforgettable living.

What Counts as a Mini Adventure?

A mini-adventure is anything that breaks the script of everyday life.

Examples:

• A weekend road trip to a town you’ve never visited.

• Kayaking a river instead of just walking by it.

• Going to a concert, comedy show, or live event you wouldn’t normally attend.

• Camping in your backyard with your kids.

• Taking a cooking or dance class with your partner.

• Hiking a trail you’ve never done before.

If it excites you, challenges you, or makes a memory → it counts.

How to Apply Kevin’s Rule

1. Schedule It in Advance

Every 2 months, block a weekend for an adventure. Put it on the calendar before life fills the space.

2. Keep It Simple

These aren’t bucket-list trips to climb Everest. They’re doable, fun, and designed to fit into your life.

3. Get Creative

Rotate between solo, family, and friend adventures. Keep it fresh.

4. Track Your Adventures

Take photos, write a quick journal entry, or start an “Adventure Log.” Over the years, you’ll build a library of memories.

Everyday Life Examples

• January → Try indoor rock climbing.

• March → Take a spontaneous road trip.

• May → Sign up for your first 5K race.

• July → Rent paddle boards with friends.

• September → Go camping for a night.

• November → Host a themed dinner party with a cultural twist.

By the end of the year, you’ve stacked 6 anchor memories—without needing 6 months of vacation or tens of thousands of dollars.

The Compounding Effect

Now zoom out.

• 1 Year → 6 adventures.

• 10 Years → 60 adventures.

• 30 Years → 180 adventures.

That’s 180 stories, 180 memories, 180 moments that make your life richer, fuller, and unforgettable.

Combine Kevin’s Rule with the 100 Hour Rule (skill-building) and Misogi (annual stretch challenge), and you have the perfect trio:

• Daily growth.

• Annual breakthrough.

• Regular adventure.

That’s how you build a legendary life.

The Takeaway

Kevin’s Rule isn’t about traveling the world or chasing epic bucket-list dreams.
It’s about designing life so every year has six standout memories.

👉 One mini adventure every 2 months. That’s it.
Do it for a decade—and your life will look radically different.