Announcing: Decision Journaling Course

The best way to use AI as a thinking partner (without outsourcing your decision-making)

AI gives you unprecedented leverage to create 100x faster, 100x cheaper, and with a 100th of the effort.

But no matter how hard you try you can’t prompt your way out of stinkin’ thinkin.’ Which is why over the last 2 weeks, we’ve been talking about the The Art Of Fresh Thinking.

Because leverage without clear thinking is useless.

And it’s why we believe one of the highest highest leverage habits you can build going into 2026 is a daily journaling practice (both with and without AI).

For context, I’ve spent 15+ years journaling.

And I’ve used this simple habit to:

• Move cities

• Build & shutdown businesses

• Scale to $20M as a digital writer

• And navigate endless relationship, financial, and personal decisions

And now Dickie and I are sharing the exact journaling frameworks and systems that help us make decisions in all areas of our lives:

Decision Journaling (A Simple Daily Habit That Can Change Your Life)

If you’ve been following us for a while, you’ll know each year heading into Black Friday we like to do something special for our ecosystem of digital writers.

And this year, we’ve created an entirely new product, from scratch, only available for sale this week of Black Friday.

But unlike all our previous products, Decision Journaling isn’t designed to help you:

• Start writing online

• Create a weekly newsletter

• Or launch a digital product with AI

No, it’ll help you unlock something even more valuable:

• Gain elite clarity

• Navigate tough, life-changing decisions

• And escape the confusion caused by the digital age…

All through the power of writing.

This product is based on the HUNDREDS OF THOUSANDS of hours we’ve spent journaling. And inside you’ll get the exact frameworks we’ve used to make hundreds of tough decisions over the last 15+ years.

It’s packed with all the journaling frameworks we’ve used over the last 8+ years to:

• Quit our jobs to go all in on entrepreneurship

• Build a $20,000,000 digital business

• Travel and live all around the world

• Navigate personal & relationship situations

And, just to give you a better sense of what we cover…

Inside Decision Journaling, you’ll get 3 Mini-Courses, each containing in-depth text & video lessons hosted in our Decision Journaling Skool group.

You’ll get our complete system for turning a blank page into crystal-clear decisions.

Including:

Decision Journaling 101 + How To Journal:

• Why journaling is the most effective tool for decision-making

• The difference between “One-Way” vs “Two-Way Door” Decisions

• The 7-step Decision Journaling process to unlock elite clarity in 90 minutes

• 9 decision-making mental models (from Jeff Bezos, Charlie Munger, and more)

Journaling With AI:

• How to use AI to enhance your journaling practice (not replace it)

• Our Decision Journaling AI Tech Stack (the 4 tools we love)

• 2 “ways” to use AI for better decision making

• And our Decision Journaling AI Mega Prompt.

Now, this isn’t a full Write With AI product and it’s separate from your WWAI subscription, but we wanted to make sure you had the entire breakdown so you know whether you want to make this small investment in yourself.

So if you’d like to get a proven system to finally make the difficult (but life-changing) decisions you’ve been putting off, use the link below grab your copy.

Click here to grab Decision Journaling—and finally start making life-changing decisions with confidence (before the product disappears on December 1st!)

And as soon as you join, you will get instant LIFETIME access to all of them along with Dickie’s Journaling Process and My Journaling Process (prompts, frameworks, journal extracts, case studies & more).

Chat soon,

—Dickie & Cole

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PS… Want a quick sneak peek of Decision Journaling?

​Click here to check it out.