Look at the bottom end of the average salaries of the career you are interested in and ask yourself whether you'd be able to survive on that if you got one of those jobs.

Similarly, look around other, similar jobs, and make sure you're not looking at a job title that's middle-career when you should be looking at something more entry level.

@yasinb

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Self Improvement

Brush Up Your Skills
  • Research What's In Demand. Your first stop should be the boards and company websites that post the jobs you're interested in.
  • Beef Up Your Resume. Don't neglect the experience you already bring to the table. Soft skills you may have learned (management skills, organizational skills, etc) may be a huge benefit, so don't write them off completely. 
  • Go Back to School to pick up those new languages, skills, and techniques required to be competitive in your chosen field. 
  • Build Your Network. Get acquainted not just with the people you want to emulate, but other people who are doing what you do now.
  • Use Your Skills for Personal or Pet Projects.
  • Intern or Volunteer.
  • Freelance or Start a Side Gig.
Aim for the right job

If you're aiming at the same job as someone with years of experience in the field and more developed skills, you probably won't beat them out for the same gig. Aim strategically and choose opportunities that you know you can excel in. 

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Hobby to business: questions to ask
  • Will I enjoy doing my hobby on a deadline?
  • Will I enjoy doing this with constant financial pressure to perform?
  • Is this hobby my outlet for relaxation? Because, if it is, you're going to have to find something else to do to unwind.
  • Am I up for a challenge? It can be deeply fulfilling, but it definitely won't be easy.
  • Am I willing to sell myself? Be prepared to sell. It's a skill you will have to learn. 

1

IDEA

Before You Call It Quits
  • Make sure you've identified the real causes of your unhappiness. Keep a diary of events and problems.
  • Give it a chance. Many things, like diets, require time to work out.
  • Try many other solutions.
  • Have a backup plan. Know what you're going to do if you quit and what you need to do to prepare for that.
Understanding Your Potential

When assessing your chances on a certain career path, the key question is:

With enough time, could you get good enough at this game to potentially reach whatever your definition of success is in that career?

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