TOP 10 Ways to Avoid Regretting Your Job Change: Real Reviews and Failure Stories by Age Group

Kenji, a 32-year-old Tokyo office worker, has been thinking about changing jobs for months. He's worried about making a mistake, so he keeps putting it off. If you're like Kenji, you're not alone. According to a survey by en Japan, 31% of first-time job changers said the best thing they did was "actively applying" – just going for it. But 19% regretted not comparing more job listings. This article breaks down the top 10 things people did right and wrong, based on real surveys, so you can make a smarter move.

Verdict: For first-time job changers, the best move is to apply to several positions early, even if you're unsure. Use a job board to compare options, and don't wait for the perfect job. Start with a low-risk application to build momentum. The key is to act, not overthink.

1. What First-Time Job Changers Were Glad They Did: Top 5

According to a 2026 survey by en Japan, the top things first-time job changers were glad they did include:

1. Actively applying to jobs (31%) – Just applying, even without being fully confident, was the most cited positive action.
2. Clarifying their desired conditions – Knowing what you want in a job helped focus the search and avoid mismatches.
3. Conducting self-analysis – Understanding your strengths and weaknesses allowed candidates to present themselves effectively in interviews.
4. Thoroughly gathering information – Gathering information from multiple sources helped them grasp market trends and realistic salary expectations.
5. Using a job-change agent – Using a recruiter for support provided access to unadvertised jobs and professional resume advice.

These actions helped people feel more in control and reduced anxiety.

Why Is "Just Applying First" Effective?

Applying to jobs, even if you're not sure, gives you interview practice and opens unexpected doors. You can always decline an offer, but you can't get an offer if you don't apply. This aligns with the principle of commitment: taking a small step makes it easier to take bigger ones.

How to Clarify Your Desired Conditions

Write down your non-negotiables: salary, commute, industry, role. Use this list to filter job postings, saving time and reducing decision fatigue.

2. What I Wish I Had Done Before My First Job Change: Top 5

The same survey found the top regrets:

1. I wish I had compared and considered more job listings (19%) – Not comparing enough options.
2. I wish I had done a deeper self-analysis – Insufficient self-analysis led to choosing roles that didn't align with their true career goals.
3. I wish I had upgraded my skills first – Not upskilling before the move resulted in missed opportunities for higher-level positions.
4. I wish I had considered the timing of the job change – Not considering the timing of the job change caused conflicts with project handovers or bonus payouts.
5. I wish I had done thorough company research – Not researching companies thoroughly led to surprises regarding workplace culture and actual working hours.

These regrets often stem from rushing or not having a clear strategy.

What Happens If You Neglect Comparing Job Listings?

Without comparing, you might accept a job that doesn't fit your long-term goals, leading to another job change soon after. A systematic comparison helps you see the full picture.

Failures Caused by Insufficient Self-Analysis

If you don't know what you want, you might choose based on salary alone, only to find the culture or work style is a bad fit.

3. Real Voices on Job Change by Age Group

Different age groups have different experiences. Mynavi's 2026 survey of 600 people who changed jobs in 2025 found that older workers often describe their job change with the kanji "苦" (hardship), while younger workers feel more positive.

20s: Growth and Challenge

20-somethings often change jobs to gain skills or explore new fields. They tend to be optimistic and see job change as a growth opportunity.

30s: A Career Turning Point

In their 30s, people often seek higher pay or better work-life balance. They may face more pressure to have a clear career path.

40s and 50s: Risk and Opportunity

Older workers face age-related challenges but also bring experience. A Job Research Institute survey (2026) found that some 50-somethings regret a job change that increased salary but worsened the environment. It's crucial to weigh all factors.

4. Checklist to Avoid Regretting Your Job Change

Before you make the leap, go through this checklist:

• Have you clarified your desired conditions?
• Have you compared multiple job listings?
• Have you conducted thorough self-analysis?
• Have you researched the company's reputation and work environment?
• Have you considered your career path after the job change?
• Do you have financial stability?
• Have you gained understanding from family and those around you?
• Have you utilized a job change agent?
• Is the timing of your resignation appropriate?
• Do you have a plan for skill improvement?

This checklist helps you avoid common pitfalls.

5. Common Mistakes and How to Avoid Them

Mistake 1: Choosing Based Only on Conditions and Regretting It

A 45-year-old took a job with a 20% salary increase but longer hours and a toxic culture. He regretted it within months. To avoid this, research the company culture on sites like Glassdoor, and talk to current or former employees.

Mistake 2: Losing Credibility Due to Frequent Job Changes

A survey by Women's Job Change Type found that many hiring managers view candidates with 5+ job changes as less trustworthy. To mitigate, explain your reasons clearly and show stability in your resume.

Mistake 3: Mismatch Due to Insufficient Self-Analysis

A 28-year-old moved from marketing to IT without understanding the role, only to find it wasn't for him. Take online courses or do informational interviews before switching fields.

6. Step-by-Step Guide to Job Hunting

Follow these steps to increase your chances of success:

1. Self-Analysis – Identify your strengths, weaknesses, and values.
2. Market Research – Research industries and roles that interest you.
3. Job Search – Use multiple job boards and agents.
4. Application – Apply to at least 5-10 positions to get started.
5. Interview Preparation – Practice common questions.
6. After Receiving an Offer – Compare offers carefully, not just salary.
7. Resignation – Give proper notice and transition smoothly.

7. Frequently Asked Questions (FAQ)

What is the biggest regret people have when changing jobs?

According to surveys, the top regret is not comparing enough job options, leading to a poor fit. Many also regret insufficient self-analysis. To avoid this, take time to clarify your goals and research thoroughly.

Is having many job changes a disadvantage?

Yes, a survey by Job Change Type for Women found that many hiring managers view 5+ job changes negatively. However, if you have valid reasons and show a clear career progression, you can overcome this.

What is the secret to succeeding in your first job change?

The key is to be proactive: apply to many positions, clarify your conditions, and do thorough research. Also, use a job agent for support.

Is there an optimal time to change jobs?

While there are general trends (e.g., spring in Japan), the most recommended time is after your current project ends or after receiving your bonus. Consider your current project deadlines and the job market to avoid burning bridges.

Should I use a job change agent?

Yes, especially for first-time changers. Agents can provide access to unadvertised jobs and give valuable advice. Choose a reputable one.

Should I prioritize a salary increase or the work environment?

For first-time job changers, prioritizing the environment is generally recommended. A Job Research Institute survey found that some 50-somethings regretted a salary increase that came with a worse environment, showing that a sustainable work culture often leads to long-term career growth.

How can I reduce anxiety after changing jobs?

Prepare by saving money, upskilling, and building a network. Also, have a clear plan for the first 90 days in the new job.

8. Summary: How to Change Jobs Without Regret

Kenji decided to stop overthinking. He did his self-analysis, listed his must-haves, and applied to five companies. He got an offer that met his salary requirement and seemed to have a good culture. He took the leap, and while it wasn't perfect, he felt more confident because he had a plan.

Your next step: start your self-analysis today. Write down your strengths and what you truly want. Then, use a job board to compare options. Don't wait for the perfect moment, but start taking small steps when you feel ready.

Methodology: This article aggregates publicly available data from en Japan, Mynavi, Job Research Institute, and Women's Job Change Type surveys, verified on 2026-08-19. The editorial team has not personally experienced job changes in Japan; insights are based on survey data and public reports.

Affiliate disclosure: Some links are affiliate links – we may receive compensation at no extra cost to you. Compensation does not influence our content; see our editorial policy.

FAQ

What is the biggest regret people have when changing jobs?

According to a survey by en Japan, the top regret is not comparing enough job options (19%), leading to a poor fit. Many also regret insufficient self-analysis. To avoid this, take time to clarify your goals and research thoroughly before applying.

Is having many job changes a disadvantage?

Yes, a survey by Women's Job Change Type found that many hiring managers view 5+ job changes negatively. However, if you have valid reasons and show a clear career progression, you can overcome this. Be prepared to explain your moves.

What is the secret to succeeding in your first job change?

The key is to be proactive: apply to many positions, clarify your conditions, and do thorough research. Also, use a job agent for support. According to en Japan, 31% of successful first-time changers said actively applying was the best thing they did.

Is there an optimal time to change jobs?

While there are general trends (e.g., spring in Japan), the best time depends on your industry and personal situation. Consider your current project deadlines and the job market. Research shows timing can affect opportunities, so plan accordingly.

Should I use a job change agent?

Yes, especially for first-time changers. Agents can provide access to unadvertised jobs and give valuable advice. Choose a reputable one. Many surveys show that using a job agent increases satisfaction with the job change process.

Should I prioritize a salary increase or a better environment?

It depends on your priorities. A Job Research Institute survey found that some 50-somethings regretted a salary increase that came with a worse environment. Weigh both factors carefully, considering your long-term well-being.

How can I reduce anxiety after changing jobs?

Prepare by saving money, upskilling, and building a network. Also, have a clear plan for the first 90 days in the new job. This reduces uncertainty and helps you adapt faster.

Sources & Verification

This article was fact-checked on 2026-08-19. Key claims:

• "31% of first-time job changers said actively applying was the best thing they did." — verified via https://corp.en-japan.com/newsrelease/2026/45208.html on 2026-08-19
• "19% regretted not comparing more job listings." — verified via https://corp.en-japan.com/newsrelease/2026/45208.html on 2026-08-19
• "2025 job change rate for regular employees was 7.6%, highest ever." — verified via https://career-research.mynavi.jp/reserch/20260323_108572/ on 2026-08-19
• "Some 50-somethings regret a job change that increased salary but worsened the environment." — verified via https://jobsoken.jp/info/j-qa8/ on 2026-08-19