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Mindset and Personal Growth
Mindset and Personal Growth

Rich Friend, Poor Friend - Four Rules That Made My "Rich Friend" Rich (and My "Poor Friend" Poor)

Two nearly identical $10M businesses...but one owner takes home more in a month than the other does in a year. Here's why...

Ryan Deiss
Ryan Deiss
Jul 5, 2026
Rich Friend, Poor Friend - Four Rules That Made My "Rich Friend" Rich (and My "Poor Friend" Poor)
Mindset and Personal Growth

I’m on vacation, so I’m sending you this instead. (You’ll like it.)

I'm in the middle of my annual 30-day vacation, so this is your postcard from France.

Ryan Deiss
Ryan Deiss
Jun 28, 2026
I’m on vacation, so I’m sending you this instead. (You’ll like it.)
Ops & Productivity

My Ideal Week, Hour-By-Hour (And Why It's Mostly Empty)

The exact hour-by-hour calendar I use to run multiple companies in 32 hours a week...and why I built it before the business could support it, not after.

Ryan Deiss
Ryan Deiss
Jun 14, 2026
My Ideal Week, Hour-By-Hour (And Why It's Mostly Empty)
Ops & Productivity

The AI Prompt That Killed My To-Do List

A simple system for turning busywork into a reusable asset your team can run without you...using a single AI prompt you can copy in 30 seconds.

Ryan Deiss
Ryan Deiss
May 31, 2026
The AI Prompt That Killed My To-Do List
Mindset and Personal Growth

5 Exits Every Founder Needs to Make

A Simple Framework for Knowing Exactly What to Exit Next in Your Business...So You Stop Stagnating, Stop Burning Out, and Start Scaling Again

Ryan Deiss
Ryan Deiss
Apr 19, 2026
5 Exits Every Founder Needs to Make
Team & Leadership

15 Things I'd Do Differently If I Could Be a First-Time CEO Again

A brutally honest list of everything I got wrong as a first-time CEO...and what I'd do instead if I could go back.

Ryan Deiss
Ryan Deiss
Apr 12, 2026
15 Things I'd Do Differently If I Could Be a First-Time CEO Again
Mindset and Personal Growth

How To Start a Fight that Builds Your Brand

A Simple System for Finding Your Unique Points of View...So Your Content Actually Stands Out, Gets Shared, and Builds a Real Audience

Ryan Deiss
Ryan Deiss
Mar 29, 2026
How To Start a Fight that Builds Your Brand
Ops & Productivity

The Saturday Problem

A Simple System for Getting Your Most Important Work Done Before Friday...Without Adding More Hours to Your Week

Ryan Deiss
Ryan Deiss
Mar 15, 2026
The Saturday Problem
Ops & Productivity

I Read Every Business Book You're "Supposed" to Read...Here's What They Got Wrong

A founder’s guide to what your favorite business books got right, what they get dangerously wrong, and what actually works at scale.

Ryan Deiss
Ryan Deiss
Feb 22, 2026
I Read Every Business Book You're "Supposed" to Read...Here's What They Got Wrong
Team & Leadership

I Just Rewrote My Job Description. Here's How (and Why) I Did It.

A simple system for redesigning your role so you can banish burnout and fall in love with your business again

Ryan Deiss
Ryan Deiss
Feb 15, 2026
I Just Rewrote My Job Description. Here's How (and Why) I Did It.
Team & Leadership

5 “Skills” I Had to Unlearn to Scale from $1M to $10M

I thought scaling meant learning more. Turns out, it meant unlearning almost everything that made me successful early on.

Ryan Deiss
Ryan Deiss
Feb 1, 2026
5 “Skills” I Had to Unlearn to Scale from $1M to $10M
Team & Leadership

5 Big Lessons I’m Bringing Into 2026 (Based On My Biggest FAILURES In 2025)

Five leadership lessons forged in layoffs, shutdowns, and impossible calls.

Ryan Deiss
Ryan Deiss
Jan 18, 2026
5 Big Lessons I’m Bringing Into 2026 (Based On My Biggest FAILURES In 2025)
Ops & Productivity

The Pre-Loaded Year

A Simple System for Achieving Big Business Goals Without Sacrificing Family, Health, or Rest

Ryan Deiss
Ryan Deiss
Jan 4, 2026
The Pre-Loaded Year
Team & Leadership

The Founder-Type Framework

A Simple System for Identifying Your Default Leadership Style...and the CEO Type Your Company Needs for the Year Ahead

Ryan Deiss
Ryan Deiss
Dec 7, 2025
The Founder-Type Framework
Mindset and Personal Growth

10 Hard-Earned Lessons I Wish I'd Learned 20 Years Ago

A Simple Playbook for Scaling Without Burnout, Building Wealth Without Chaos, and Living a Life You Don’t Have to Escape From.

Ryan Deiss
Ryan Deiss
Nov 23, 2025
10 Hard-Earned Lessons I Wish I'd Learned 20 Years Ago
Mindset and Personal Growth

CEO Thinking Time Framework

A Simple System for Getting Unstuck, Refocusing Your Priorities, and Making Better Decisions in Just 60 Minutes a Month

Ryan Deiss
Ryan Deiss
Nov 9, 2025
CEO Thinking Time Framework
Ops & Productivity

The Leverage Ladder

A Simple System for Compounding Results Without Compounding Effort

Ryan Deiss
Ryan Deiss
Oct 26, 2025
The Leverage Ladder
Team & Leadership

The Owner Pay Stack

A Simple System for Knowing Exactly What to Pay Yourself as a Founder/CEO...Without Starving the Business or Getting Stuck on the Feast-or-Famine Rollercoaster

Ryan Deiss
Ryan Deiss
Oct 12, 2025
The Owner Pay Stack
Team & Leadership

The 2 to 20 Playbook

A Simple System for Crossing the $2M to $20M Chasm...Without Losing Your Family, Your Friends, Your Margins, or Your Mind in the Process

Ryan Deiss
Ryan Deiss
Sep 21, 2025
The 2 to 20 Playbook
Ops & Productivity

The Daily CEO Checklist

A Simple System for Transforming Daily Chaos Into High-Leverage CEO Decision (and Actions)...in Under 10 Minutes

Ryan Deiss
Ryan Deiss
Aug 10, 2025
The Daily CEO Checklist
Mindset and Personal Growth

The $10M Tradeoff Test

A Simple System for Determining If You (NOT Your Business) Is Ready To Scale To 8-Figures and Beyond

Ryan Deiss
Ryan Deiss
Jun 22, 2025
The $10M Tradeoff Test

Accidental MBA

Tactical Business Advice for Successful "Accidental Entrepreneurs" Who Want To Scale To $10 Million and Beyond

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