Table of Contents

The Breaking Point covers a wide variety of topics about leadership, decision making and technology. They are all organized here by topic to make it easy to find what you’re looking for quickly and easily!

Analytics & Data

• Success & Velocity

• Second Order Metrics

• You Have Too Many Metrics

• The Meaning of Metrics

• The Limits of Data

• Data is a People Problem

Company Culture

• Corporate Ethics

• Company Culture

• The Downside of Optimism

• Where do Corporate Politics Come From?

• Transparency is Hard to Do Well

Decision Making

• Planning for a Crisis

• Beware One-Way Doors

• Types of Risk

• The Root Cause of Mediocre Decisions

• In Pursuit of the Perfect Decision

• So, You Made a Mistake

Leadership

• Communicating Change

• Don’t Confuse Motion with Progress

• The Art of Being Unreasonable

• Leading By Example Doesn’t Scale

• The Well of Good Will

• The Three Levels of Leadership

• Executive Coaching Can Be Your Secret Weapon

• Confidence vs Arrogance

• Why It Is Good To Be Bad At Estimation

• Managing Up and Managing Down

• How to Avoid Doing Fraud

Mental Health

• Coaches vs Cheerleaders

Recruiting

• Two Types of Team Building: Up and Down

• A Better Hiring Process

People

• Layoffs are Horrible

• What Does Your Company Remember?

• Personal Growth

• Scaling Fault Lines

• The Ties That Bind Us

• Mis-hires

• A Grand, Unified Theory of Team Conflict

• The Secret to Effective Employee Onboarding

• Incentives Rule the World

• Are Bigger Teams Better?

Productivity

• You Don’t Work For Your Calendar

• Unlocking Your Peak Performance

• The Other Bucket

• Say/Do Ratio

Investors, Board Relations & Fundraising

• Investors Buy Tomorrow, Not Today

• Great, Good, Bay & Ugly

• Board Meetings are not Status Meetings

• Investor Relations Should Not Be Scary

Product

• The Three Product Roadmaps

• Your Three Kinds of Customers

• The Energy of Innovation

• The Day Zero Problem

• Your Product is Boring

Sales and Customer Success

• When Customers Attack

• Going Up-Market Will Not Solve Your Problems

• How To Make Happy Customers

• Customers Don’t Know What They Want

Competition

• When Competition Matters

• Everyone has a Weakness

• Your Competitive Landscape is a Junkyard

• How To Beat Larger Competitors

• Your Competitors Are Lying About You

Strategy

• Do you have Product/Market Fit?

• The Plateau of Death

• You Are Not a Business, Yet

• Never Lose Your Focus

• Annual Planning The Actually Works

• What’s the Worst That Can Happen?

• Problem/Market Fit

• You Need A Strategy

• Do The Hard Parts First

• Making Big Bets

• Avoiding Imaginary Constraints

• Managing Distractions

• Surviving a Slowdown

• Your Strategy is Happening To You

• When You Lose Product/Market Fit