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Home Motivation

15 Decisions You’ll Regret 20 Years From Now

Nyongesa Sande by Nyongesa Sande
7 months ago
in Motivation
Reading Time: 6 mins read
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Some decisions made today can lead to regret years down the road, especially if they compromise long-term well-being, growth, or relationships. Here are 15 decisions you might regret 20 years from now—and how to avoid them.


1. Neglecting Health and Fitness

  • Why You’ll Regret It: Poor health choices often lead to chronic issues, affecting quality of life as you age.
  • How to Avoid It: Develop a sustainable exercise routine, eat nutritious food, and prioritize mental wellness.

2. Not Saving or Investing Early

  • Why You’ll Regret It: Missed compounding opportunities can make a significant difference in retirement savings.
  • How to Avoid It: Start with small amounts if necessary, but make regular contributions to savings and investments as early as possible.

3. Ignoring Personal Growth and Learning

  • Why You’ll Regret It: Stagnation can lead to missed opportunities and limited life satisfaction.
  • How to Avoid It: Continuously pursue knowledge and skills, both professionally and personally, to keep growing.

4. Staying in a Toxic Relationship

  • Why You’ll Regret It: Toxic relationships drain emotional energy, affecting your happiness and mental health.
  • How to Avoid It: Recognize unhealthy relationships and make the necessary changes, whether through counseling or ending them.

5. Sacrificing Personal Goals for Others’ Expectations

  • Why You’ll Regret It: Living someone else’s vision for your life often leads to dissatisfaction and resentment.
  • How to Avoid It: Define your own goals and pursue them, staying true to your values and passions.

6. Not Traveling or Exploring Different Cultures

  • Why You’ll Regret It: Experiences shape perspective and memories. Missing out on travel can feel like missed opportunities for growth and adventure.
  • How to Avoid It: Travel whenever possible, even if on a budget. Experiences enrich life in ways that material possessions cannot.

7. Choosing Career Over Family and Friends

  • Why You’ll Regret It: Prioritizing work at the expense of relationships can lead to loneliness and regret later in life.
  • How to Avoid It: Balance career ambitions with quality time spent with loved ones. Build memories with family and friends.

8. Focusing Only on Short-Term Pleasures

  • Why You’ll Regret It: Constant indulgence in short-term pleasures often leads to poor health, strained finances, and unfulfilled goals.
  • How to Avoid It: Practice moderation and balance pleasure with long-term planning for a more rewarding future.

9. Letting Fear Stop You from Taking Risks

  • Why You’ll Regret It: Avoiding risks limits opportunities for growth, adventure, and potential success.
  • How to Avoid It: Take calculated risks in areas that matter. Embrace new experiences and view failures as learning opportunities.

10. Holding Grudges and Not Forgiving

  • Why You’ll Regret It: Holding onto resentment harms your own peace and happiness, while forgiveness brings freedom.
  • How to Avoid It: Practice forgiveness for your own well-being. Letting go allows you to focus on positive, meaningful relationships.

11. Not Planning for Retirement Early

  • Why You’ll Regret It: Without adequate retirement planning, financial insecurity can become a burden later in life.
  • How to Avoid It: Start a retirement plan as early as possible, contribute consistently, and maximize employer matches if available.

12. Overusing Technology at the Expense of Real Life

  • Why You’ll Regret It: Excessive screen time can lead to lost time, missed connections, and diminished real-life experiences.
  • How to Avoid It: Set boundaries on screen use, prioritize face-to-face interactions, and engage in offline hobbies.

13. Ignoring Mental Health and Emotional Well-Being

  • Why You’ll Regret It: Unaddressed mental health issues often worsen over time, affecting all areas of life.
  • How to Avoid It: Take mental health seriously. Seek therapy, build supportive networks, and develop practices like mindfulness.

14. Letting Pride Prevent Apologies or Reconciliation

  • Why You’ll Regret It: Not making amends can lead to lasting regret, especially with loved ones.
  • How to Avoid It: Don’t let pride stand in the way of apologies. Reconnect with those who matter to you whenever possible.

15. Not Pursuing Your Dreams

  • Why You’ll Regret It: Ignoring passions and dreams for stability or fear of failure often leads to regret over “what could have been.”
  • How to Avoid It: Take steps toward your dreams, even if they’re small. Pursuing what you love adds fulfillment and purpose to life.

Conclusion: Decisions You’ll Thank Yourself for Later

Reflecting on these decisions and taking proactive steps can help ensure a life that’s rich in purpose, relationships, and fulfillment. By focusing on what truly matters, you’ll be far less likely to look back with regret 20 years from now.

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Nyongesa Sande

Nyongesa Sande

Nyongesa Sande is a Kenyan entrepreneur, politician, blogger, YouTuber, Pan-Africanist, and co-founder of Bizmart Holdings LLC. He has a strong background in information technology, online marketing, and digital strategy. Sande is known for his expertise in software development, content creation, and e-commerce innovation. In addition to his work in media and business, he is also an active political activist and columnist with interests in governance, corporate ethics, human rights, and community development. His leadership at Bizmart Holdings focuses on leveraging technology to drive growth, empower communities, and expand Africa's presence in the global digital economy.

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