In the book Born for This by Chris Guillebeau, he recommends setting a date to resign from your job each year. On that date, you commit to resigning if your job is not the best fit. This exercise forces you to re-evaluate every year with an ultimatum. Are you miserable? This is quitting day! Things going great? Reset the calendar reminder for next year and carry on.
Many advocate that if you prepare for the absolute worst case scenario, you’ll get over your fear. So, what if you lost your job tomorrow? What is the worst that could happen? Your family goes hungry. You lose your house. Jobs are scarce. Keep the thought experiment going. What would you actually do?