Work
How better questions lead to better products, organizations, and decisions. Solving problems at work.
Articles
Careers & Opportunities
Make Your Résumé Show How Good You Are
Based on a conversation with recruiter Josef Stetter
Can You Really Turn Your Passion Into a Career?
Connect your passion with a problem someone is willing to pay to solve.
When an Opportunity Is Real—and Isn't What You Thought *
Ask what something is, not whether it's legitimate
Expertise, Innovation & Creating Things
Does Specialization Make Us Better *
Or Just Easier to Organize?
Specialization ≠ Expertise *
Why doing one thing isn’t always the path to mastery.
Catching Lightning in Bottle
7 Ways to Find and Do Something That Hasn't Been Done
How to Be First *
When you're not the fastest, strong, or richest.
How to Turn an Idea Into Something Real
Making an idea to something that exists.
Thinking & Solving Problems at Work
Solve the Right Problem *
When the Metric Becomes the Goal
The Intelligence Trap *
Why Smart Teams Solve the Wrong Problem
Solve the Right Problem *
Identifying the Objective Behind the Proxy
Assumptions *
How assumptions shape the questions you ask and solutions.
Why Hard Problems Aren’t Execution Problems *
How pushing harder makes complex problems worse
Communication & Decision-Making
Thought Entrapment
Why Asking “What Do You Think?” Can Be a Trap
* No corresponding podcast episode.
Shorts
Designing a Life You Love
Interior designer Paisley Gamble on meaningful work, creativity, confidence.
Why We Are Here
Writer and filmmaker Bill Robertson on creativity, purpose, meaningful work.
Pursuing the Dream, Not the Job
Game designer and programmer David Fox, on how curiosity and passion, rather than a job title, led him to Lucasfilm.
Podcast Episodes
Why Most People Struggle to Get Hired and What Actually Works
A conversation with Josef Stetter
Find the College and Career of Your Dreams
A conversation with Kelly MacLean
Designing a Life You Love
A conversation with Paisley Gamble
Catch Lightning in a Bottle: 7 Tips for Innovating and Breaking New Ground
Apple • Spotify
Thought Entrapment
Why Asking “What Do You Think?” Can Be a Trap
From Dyslexia to Dreaming Big
A conversation with Corissa Grant of Worthy Chaos Comics
Travel Is About More Than the Destination
A conversation with Ralph Velasco, the Continental Drifter