Should I Switch Careers?
The thought of switching careers is both thrilling and terrifying. It represents a chance to reinvent yourself, to find more meaningful work, or to align your life with new priorities. But it also involves immense uncertainty. This guide is designed to be your co-pilot through this process. We will use mental models to break down this massive decision into manageable steps, helping you move from a vague sense of dissatisfaction to a clear, actionable plan for your professional future.
Capture this play inside the Decision Log and make it your own.
Step 1: Is This a "Job" Problem or a "Career" Problem?
Before you blow up your entire professional life, it's critical to diagnose the problem correctly. Are you unhappy with your job, or are you unhappy with your career? A job problem might be caused by a bad manager, a toxic team, or a company with no growth opportunities. These can often be solved by switching companies within the same field.
A career problem is deeper. It’s a fundamental misalignment between who you are and the work you do. The work itself feels meaningless, your skills feel stagnant, or your values no longer match your industry. Use the Five Whys mental model: ask "Why am I unhappy at work?" five times. If the root cause is something that would still be there even at the best company in your industry, you have a career problem.
Step 2: Explore Like a Scientist (De-risking the Unknown)
The biggest mistake people make is leaping to a new career based on a fantasy. You have to become a scientist and run experiments to gather data on your new potential path. The goal is to de-risk the change by making small, reversible bets before you go all-in.
The Informational Interview: Don't just read about a career; talk to the people living it. Find 5-10 people in your target field on LinkedIn or through your network. Ask them what they love about their job, what they hate, and what a "typical day" looks like. This is the fastest way to shatter a fantasy or confirm a real interest.
The Weekend Project: Can you "test drive" the new career on a small scale? If you want to be a writer, start a blog. If you're interested in coding, build a tiny app. If you dream of being a chef, offer to cook a fancy dinner for friends. This gives you a real taste of the work itself.
The "Bridge" Skill: Look for a skill that connects your current career to your desired one. If you're in marketing and want to move into product management, learning data analysis could be a bridge. Acquiring a bridge skill makes you a more valuable candidate and allows you to transition more smoothly.
Step 3: The Identity Shift - Who Are You Becoming?
A career change isn't just a change in what you do; it's a change in who you are. Your professional identity is a huge part of your self-worth. When you leave a career, you leave an identity behind. This can be surprisingly painful.
Instead of focusing on what you are leaving, focus on the identity you are building. Start thinking of yourself as the thing you want to become. "I am a writer who currently works in finance." "I am a software developer who is temporarily in a sales role." This subtle mental shift, a form of "Act As If," makes the transition feel less like a loss and more like a becoming. It gives you the confidence to introduce yourself to others in your new desired role and to start building a network in that field.
Step 4: The Financial Bridge - Building Your Path to Safety
A career change often involves a temporary dip in income. You need to build a financial bridge to get you from your old career to your new one. This isn't just about having an emergency fund; it's a strategic plan.
Calculate the Cost: What are the real costs of the transition? This includes any retraining (like a course or certification), a potential pay cut in an entry-level role, and the living expenses you'll need to cover during the transition.
Build Your Runway: How many months of "runway" do you need to feel secure? For a career change, a 6-12 month runway of essential living expenses is a common goal. This gives you the freedom to learn and search without the pressure of desperation.
Consider a Gradual Transition: Does it have to be all or nothing? Could you start by freelancing or consulting part-time in the new field while keeping your current job? This "vine-swinging" approach—not letting go of the old vine until you have a firm grip on the new one—is often the smartest way to switch.
Step 5: The Pre-Mortem - Imagining Failure to Prevent It
Before you make the final leap, use the Pre-Mortem mental model. Imagine it's one year from now, and your career change has been a complete disaster. You're miserable and regret the decision. What went wrong?
Did you hate the new work once you did it full-time? Was the pay cut more painful than you expected? Did you fail to build a new network? By imagining the failure points in advance, you can create a plan to mitigate them. For example, if you realize you might fail because you don't know enough people, you can make a concrete plan to attend networking events before you quit your job. This exercise turns fear of the unknown into a practical risk-mitigation plan.