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Category: Career

Stop Answering the Wrong Question: Unlock Your True Work Happiness

March 27, 2025February 5, 2025 by tig
Work: It's either grueling or joyful.

Let’s start with a simple question: What kind of work do you like doing? Go ahead, answer it in your head. I’ll wait. … Did you just describe what you like working on? Or who you like working with? Or maybe … Read more

Categories Career, Gruntled, Leadership, Organization & People Leave a comment

Be A Volunteer

April 24, 2022 by tig

Once you get to the point in your career where you realize a) you’ll be just fine financially (because your resume kicks ass), b) your company doesn’t give a sh*t about you, and c) you know what the Right Thing to do is, act like a volunteer.

Categories Career Tags bold, career, leadership, principles, volunteer Leave a comment

Open Office Hours with Tig

July 24, 2025December 22, 2020 by tig

Last month I offered “office hours” to anyone who wanted to chat with me. It was an experiment to see a) if interesting people would reach out, b) if I could be useful to these people, … Read more

Categories Business, Career, Clarity of Thought, Customer & Product, Leadership, Organization & People, Startups, Technology & Execution Leave a comment

Merit Badges – A Mental Model for Success

November 1, 2025April 1, 2018 by tig

The concept of a Merit Badge comes from the Boy Scouts. The idea is that a scout can only earn a particular merit badge (actually a patch that gets sewn onto a vest) by demonstrating mastery … Read more

Categories Career, Clarity of Thought, Leadership, Mental Models, Organization & People Tags career, career growth, growth, mentoring, merit badge, success 6 Comments

Find Work That Does Not Feel Like Work

January 30, 2021March 24, 2014 by tig

The first thing I ask people who are looking for a new job is “What work do you want to do in your ideal job?” It is interesting how few people answer this question. Almost everybody … Read more

Categories Career, Gruntled Tags career, happiness, happy, job, success, work 2 Comments

The Job Decision Matrix

November 1, 2025April 26, 2012 by tig

A Job Decision Matrix will help identify what is actually important to you in your career (and life). Gaining clarity on what is important to you, right now, will help you identify new job opportunities, avoid … Read more

Categories Career, Clarity of Thought, Gruntled, Leadership, Mental Models, Organization & People 7 Comments

You are Thinking of Your Career Trajectory Wrong

November 1, 2025April 8, 2012 by tig

Most people think about their career trajectory as being like a bell-curve or that of a cannon ball fired from a cannon. Something like this: For 99% of all successful people, this is completely the wrong … Read more

Categories Career, Clarity of Thought, Gruntled, Leadership, Mental Models, Organization & People, Startups Tags career 15 Comments
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