🚀 Feeling Stuck? Here’s How to Actually Assess Your Career (Without Overthinking It)
Sep 08, 2025
Have you ever had that moment where you open your laptop and just sit there, frozen? Not because you're tired, but because you're not sure if this is what you're supposed to be doing with your life?
That used to be me. Smart, capable, driven—but totally disconnected from the work I was doing.
The problem wasn’t the job title or even the company. It was that I hadn’t paused to actually look at where I was, how I felt about it, and whether any of it still fit the person I was becoming.
This is the blog I wish I had then: a no-fluff guide to help you assess your current career and figure out what’s off—and what to do about it.
Step 1: Take a Snapshot of Your Career
Before you can make any moves, you have to understand where you stand. Think of this as taking inventory—not just of your job title, but of your whole experience.
Ask yourself:
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What have been some of your biggest accomplishments so far?
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What are you currently working on?
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What are your goals in this company or role?
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What’s working well? What’s missing?
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When were you happiest in a job? Why?
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When were you most unhappy? What made it that way?
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What industries, topics, or problems do you find interesting now?
If you’re a student or early in your career, consider:
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What are you studying?
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Do you want to stay in this field?
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If not, what else pulls your curiosity?
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What work experience or internships have shaped you?
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Have you done any extra training or skill-building?
👉🏽 This step isn’t about judgment. It’s about clarity. If your current role doesn’t align with who you are now (not who you were when you started), it’s okay to pivot.
Step 2: Understand Your Demotivation (It’s Not Just Burnout)
Here’s something most people get wrong:
They think they need a new job when they actually just need a new perspective.
Sometimes you're just demotivated—not broken, not lazy, just stuck.
The trick is figuring out why you're feeling this way.
Use this simple breakdown I created, called the Demotivation Quadrant, to locate yourself:
The Demotivation Quadrant
There are two things to assess:
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TASKS: Is the work itself hard or easy for you?
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ENVIRONMENT: Do you like the people, processes, and culture around you?
From that, you land in one of four categories:
1. 😬 Bored
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Work is easy, but not exciting.
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You like your team, but feel like you’re coasting.
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You’re not learning, not challenged, and you know this isn’t it.
Next move: Look for a role that challenges you. Something more aligned with your values or personal mission.
2. 😐 Disconnected
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The work is easy, and you're good at it.
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But the environment is draining: maybe it’s your manager, a shift in company culture, or politics.
Next move: Change your team or company. You might not need a new field, just a better fit.
3. 😕 Strained
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You love the people you work with.
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But the work feels too hard. You're always behind, always asking for help, always doubting yourself.
Next move: Don’t panic. You might just need more support. Ask for mentorship, take a course, or look for a smaller project that builds your skills gradually.
4. 😵 Overwhelmed
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The tasks are hard, and the environment is toxic.
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You feel burned out, underappreciated, and stuck.
Next move: This is your sign to leave. For real. Take a break. Rest. Then come back with clarity.
Reflection Questions: Where Do You Land?
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Which quadrant do you see yourself in?
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What are the real causes?
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What do you want to change—and what do you need to get there?
📝 Practical Tools
Workbook Prompt:
👋🏽 Message me! Call to action of what the person should do!
✨ Reflect on the Demotivation Quadrant—where are you now, and what’s the smallest next step forward?
Let’s build careers that actually feel good to live inside!
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