There comes a moment in many careers when staying feels heavier than leaving. Whether it builds slowly through burnout or hits you all at once in a tense meeting, the realization that it’s time to quit your job is both clarifying and deeply uncomfortable. For many people, this decision brings up anxiety, doubt, and the looming question: What now?
Quitting a job is not just a logistical task. It is a personal transition. It involves untangling yourself from relationships, responsibilities, and perhaps even an identity you’ve held for years. At Reboot, we see career transitions as thresholds. You’re not simply leaving a job. You’re stepping toward something new. And how you do that matters.
If you’re navigating a transition and need support, working with a career coach at Reboot can help you move forward with clarity and integrity. Connect with our team of experienced coaches here.
Before you resign, it helps to slow down and approach the process with care. Here are several foundational steps to guide your thinking and planning before you give two weeks’ notice.
Sometimes the signs are obvious: a toxic workplace, declining mental health, and ethical misalignment. Other times, it’s subtler. You might feel consistently drained, disconnected from your team, or quietly dreading Monday mornings. Pay attention to those signals. If you’re experiencing burnout or feel stuck in a role that no longer reflects your values, those are important indicators.
You might ask yourself: What part of me is trying to grow? What have I outgrown? Am I staying out of fear or loyalty? Is my loyalty to the company starting to compromise my loyalty to myself?
It may also be helpful to track how your body responds to your workday. Are you clenching your jaw during meetings? Are you having trouble sleeping on Sunday nights? Somatic clues often surface before the rational mind catches up. Your body often knows the truth before your brain is ready to admit it.
There’s no perfect way to tell your current employer that you’re leaving. But honesty, clarity, and professionalism go a long way. Plan a private face-to-face conversation, whether in person or on Zoom, and let them know you’d like to talk about your role. You can express gratitude for what you’ve learned and also be honest about what’s no longer working for you. You don’t owe every detail, but being thoughtful and respectful sets the tone for a smooth transition.
Be prepared to discuss your notice period. Two weeks notice is standard in many industries, but some roles may require more time. If you have a specific last day in mind, share it clearly. Be mindful of company policies and any contractual obligations.
Some companies may ask you to leave immediately after giving notice. Others will want you to help with knowledge transfer and transition planning during your final days. Prepare emotionally and financially for either outcome.
And remember, quitting a job doesn’t mean burning bridges. You may cross paths with former colleagues again. How you leave matters.
While you want to have the initial conversation in a face-to-face manner, it’s also important that you follow up with a formal letter of resignation that can be kept on file by your current employer’s HR department.
Your resignation letter should be drafted in a professional manner: concise, respectful, and direct. It’s a formal record of your decision to leave. You don’t need to go into deep personal detail, but you should clearly state your last working day and express gratitude for the opportunity if that feels genuine.
For example:
“Dear [Manager’s Name],
Please accept this letter as formal notice of my resignation from my position at [Company Name], effective [Last Day]. I appreciate the opportunities I’ve had here and wish the team continued success.
Sincerely,
[Your Name]”
Keep a copy for your records, and submit it after you’ve had the initial conversation with your manager.
If you’re in a senior role or have access to sensitive information, you may want to draft a transition plan to include in your resignation or in a follow-up message. This can demonstrate maturity and foresight, especially if you hope to leave on good terms.
C-suite leaders and experienced professionals often face unique challenges during transitions. If you’re navigating your next move, working with an executive coach can provide the clarity, perspective, and support you need. Connect with one of Reboot’s experienced coaches here.
The period between your resignation and your last day is a transition all its own. Wrap up your work with care. Create documentation for the person taking over your responsibilities. Leave things better than you found them.
If you are asked to participate in an exit interview, take the opportunity to offer constructive feedback. Keep it professional. Focus on what you experienced and what might be helpful for the company to know. You are not responsible for fixing the culture on your way out, but you can leave with integrity.
Say goodbye to your coworkers in a way that feels meaningful to you. Whether that’s a personal message, a team lunch, or a thoughtful email, you are closing one chapter and stepping into another.
In some cases, people around you may question your decision. They may try to convince you to stay or may project their own fears onto your choice. That’s normal. When others are afraid of change, they often resist the changes they see in us. Hold steady in your decision.
After your last day, give yourself time to process. Even when the decision was right, it can stir up unexpected feelings. Relief, grief, fear, excitement. Let yourself feel them.
This is a good time to reconnect with yourself. What do you want from your next role? What kind of company culture are you looking for? What did you learn about yourself from your last job?
Start updating your resume, reflecting on accomplishments, and getting clear on what you want to carry forward. Consider reaching out to a recruiter who specializes in your industry. A good career coach can help you position your experience, prepare for interviews, and explore options you may not have seen on your own.
You might also take time to review your professional references, update your LinkedIn profile, or schedule informational interviews with people in roles or industries that interest you.
And if you find yourself feeling lost or uncertain, that’s okay too. Many people experience a dip after leaving a job, especially if they tied part of their identity to the role. Be kind to yourself in the in-between.
Prep for Career Shifts & Career Changes
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Quitting your job isn’t just about leaving something behind. It’s about moving toward what matters more. It takes courage to leave the familiar, even when it’s no longer serving you. But every career transition carries with it the possibility of transformation.
You are not just exiting a company. You are creating the conditions for a more aligned, more fully lived version of your work life.
Make space for that version to emerge.
The Reboot Podcast with Jerry Colonna, Team Reboot, and Startup Leaders
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