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10 Things People Regret Not Doing in Their 20s

March 25, 2025 by Latrice Perez
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Your 20s are a defining decade—a time of growth, exploration, and choices that shape the rest of your life. But many people look back and wish they had done things differently. The regrets often don’t come from mistakes but from missed opportunities. Here are 10 things people commonly regret not doing in their 20s.

1. Taking More Risks

Your 20s are the perfect time to take chances because you have fewer responsibilities and more time to recover from setbacks. Many people regret not pursuing their dream job, moving to a new city, or starting a business. Playing it too safe can lead to a life of “what ifs.” If something excites you but also scares you, that’s often a sign you should go for it.

2. Saving and Investing Early

A lot of people spend their 20s living paycheck to paycheck without thinking about the future. But even small investments in your 20s can grow significantly over time. Those who start saving early gain financial freedom much faster. Many regret not learning about money management sooner, realizing too late that time is the biggest asset when it comes to wealth building.

3. Prioritizing Health and Fitness

Neglecting your health in your 20s might not seem like a big deal, but the consequences show up later. Many people regret not exercising regularly, eating healthier, or taking care of their mental well-being. Habits formed in your 20s set the foundation for your 30s and beyond. The sooner you prioritize your health, the easier it is to maintain.

4. Traveling More

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Life responsibilities tend to increase with age, making travel harder later on. Many people regret not exploring the world when they had fewer commitments. Travel broadens your perspective, introduces you to new cultures, and creates unforgettable experiences. Even if you’re on a budget, there are ways to travel affordably waiting for the “perfect time” often leads to never going at all.

5. Learning a New Skill or Language

Your 20s are the best time to pick up new skills because your brain is still highly adaptable. Many regret not learning a second language, mastering an instrument, or developing a technical skill that could have boosted their career. The things you invest time in now can open doors in ways you can’t predict.

6. Networking and Building Relationships

Who you know often matters just as much as what you know. Many people regret not building meaningful relationships with mentors, colleagues, and friends in their 20s. A strong network can provide opportunities, guidance, and support in both your personal and professional life. Don’t underestimate the power of staying in touch with people who inspire and challenge you.

7. Leaving Toxic Relationships Sooner

Whether it’s a bad romantic relationship, a one-sided friendship, or a draining job, many people regret staying in toxic situations for too long. Your 20s should be about surrounding yourself with people who uplift and encourage you. If something—or someone—is holding you back, walking away can be the best decision you make.

8. Speaking Up and Setting Boundaries

A lot of people regret not advocating for themselves in their 20s. Whether it’s asking for a raise, standing up for their beliefs, or setting personal boundaries, learning to speak up is crucial. Confidence and self-respect go hand in hand—what you tolerate in your 20s often sets the tone for how people treat you in the future.

9. Documenting Life More

As people get older, they often wish they had taken more photos, written journals, or recorded their thoughts and experiences. Memories fade, but having something to look back on can be priceless. Even if you’re not into social media, keeping personal notes or photos can help you appreciate how far you’ve come.

10. Living for Yourself, Not Others

Many people spend their 20s trying to meet society’s expectations or seeking approval from others. They go into careers they don’t love, stay in relationships out of fear, or avoid pursuing their passions. One of the biggest regrets people have is not living authentically. The sooner you focus on what truly makes you happy, the more fulfilling your life will be.

How to Make the Most of Your 20s Before They’re Gone

Your 20s hold incredible power to shape the rest of your life. While it’s natural to make mistakes, the biggest regrets often come from the things we didn’t do—risks we didn’t take, chances we passed up, or priorities we neglected. This decade is your opportunity to lay the foundation for a future that aligns with your values, passions, and purpose. Start now. Be bold, intentional, and true to yourself—you’ll thank yourself later.

Which of these points resonates with you the most? What’s something you’ve learned from your own experiences? Drop a comment below!

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