
Written by Jennifer Roberts
July 20, 2024
Making a job switch when you are in a mid to advanced career stage is a significant life decision that requires careful thought and preparation. Whether you are feeling stuck in your current role or yearning for new challenges, understanding the mental groundwork is crucial before taking the bold step towards a new career path. This article will guide you through key questions to ensure clarity and sound decision-making, helping you determine if a job change is right for you.
If you’re contemplating a career transition, it is essential to evaluate various aspects of your current role. The following questions can help you determine whether to explore new opportunities within your current employer, seek a fresh start elsewhere, or stay put.
1. Is My Work Fulfilling?
Reflect on your day-to-day activities and ask yourself if you’re going through the motions to collect a paycheck, or are you genuinely finding enjoyment in your work? Identify what "fills your cup" and assess if you’re receiving enough of it regularly. While some tasks may always feel tedious, consider whether you are energized and fulfilled by your work and if you are living your purpose. If the answer is yes, congratulations—you’ve chosen the right path. If not, and your work feels monotonous and draining, it might be time to consider a change.
2. Am I Challenged and Mentally Stimulated?
Evaluate whether your role provides enough day-to-day challenges to keep you engaged and motivated. Are you learning new things and developing your skills? Conversely, do you feel like you’re on autopilot, going through the motions, or even overwhelmed? Being either under-challenged or overworked can be detrimental to your mental well-being. Finding a balance where you can stretch yourself in a positive way is key for both short and long-term job satisfaction.
3. Do I Enjoy My Workplace Relationships?
Consider your relationships with colleagues and supervisors. Are these interactions positive, supportive, and engaging? Are you able to bring your authentic self to work? Do you work with individuals who collaborate effectively, share knowledge, and respect one another's contributions, fostering an inclusive environment? While every workplace has challenging personalities, if you feel good about your coworkers and supervisors, you are in a good place.
4. Do I Feel Valued?
Assess whether your contributions are recognized and appreciated. Do you feel your hard work goes unnoticed? Make sure you are considering whether your own sense of value is on point by seeking feedback from mentors or trusted colleagues to gain a clear and unbiased perspective. Ensure you listen to their input with an open mind.
Additionally, consider your total rewards package. Do you believe you are being fairly compensated for the value you bring? Conduct thorough research to compare your total pay including overall benefits with industry standards to validate your perception. This balanced approach will help you objectively evaluate your value and compensation at work to determine if there is a mismatch.
5. Am I on the Right Trajectory?
Evaluate whether your current role aligns with your short-term and long-term goals. Consider if you’re making progress toward your aspirations or if you feel like you’re stagnating. If your role supports your career path and you’re on track to achieve your objectives, you might be in the right place. However, if you feel off track or if your growth seems limited, it might be time to explore new opportunities. Conversely, if you’ve reached your career goals and are satisfied with your position and what you’ve achieved, there may be no need to seek further advancement.
6. Do I Believe in the Company’s Culture, Vision, and Direction?
Assess whether your company’s mission, values, and culture align with your own beliefs and priorities. Do you support the company’s vision, or do you feel it is misaligned with your goals? A strong alignment with the company’s culture and direction is essential for long-term job satisfaction.
Additionally, consider the company’s financial health and its investment in innovation. A financially sound company can provide job security and opportunities for growth, contributing to your overall sense of stability and future prospects within the organization.
Making a Decision
After evaluating these areas, determine if you’re consistently missing the mark in one or more key aspects. If issues are occasional or minor, you might be able to address them and continue in your current role. However, if the gaps are persistent and significant, it may be time to consider making a change.
Objective assessment of your situation will help you make a sound decision about whether to stay, explore new opportunities within your current organization, or seek a fresh start elsewhere.
If you’re struggling with your decision, seek input from trusted friends, family members, mentors, or a career coach. External perspectives can offer valuable insights and help you see your situation from different angles. Discussing your thoughts and feelings with others can clarify your priorities and options, providing guidance to make a well-informed decision. Take time to weigh this feedback alongside your own assessment to ensure you’re making the best choice for your career path.
Developing a Plan
If you decide a job change is right for you, ensure you’re moving towards something better rather than escaping a negative situation. Reflect on your next steps, considering your values, passions, and motivators. Keep yourself in a positive mindset and avoid making hasty decisions.
Crafting a thoughtful plan is essential for a successful and smooth transition. A career transition advisor and coach can offer invaluable support during this phase. They can help you refine your goals, optimize your resume and LinkedIn profile, and assist you in developing a strategic approach to your job search. Leveraging professional insights will enhance your chances of achieving your desired outcomes and securing a fulfilling new role.
Reflecting on Your Own Experience
Have you ever faced a challenging career transition decision? What questions did you ask yourself? Share your experience and any tips that helped you make a sound decision in the comments below. Your insights could be invaluable to others navigating similar paths.

Jennifer really helped me put things into perspective, if you are on the 'fence' I suggest using her for advice. Really helped.