How To Learn About Yourself

by stephen warley

If you want to truly feel confident about the work you do, you need to systematically learn about yourself.

One of the hardest questions in life to answer is “What do you want to do?”

Especially when you have no idea what you want to do or you are going through a transition. I can’t tell you how many times I flubbed through that question!

It’s also tough to respond to that question even when you really do know what you want to do with your life but aren’t doing it yet because you don’t know how to make it happen.

It’s a very simple question, but yet it’s tough for many of us to answer. Ever wonder why?

I believe that question causes us so much agony because as a social species, we don’t like disappointing other people. We want to feel accepted. We are hard-wired for it.

When you give someone an answer you think they want to hear, you might satisfy your feelings for social acceptance, but you still end up disappointing someone: yourself.

Quite a paradox, isn’t it?

You aren’t being honest with yourself because you didn’t permit yourself to be your true self. Not a fun feeling.

But how do you even get started with something as broad as “learning about yourself”? As big a topic as it is, getting started with it doesn’t have to be hard.

If you’re feeling lost, here is our recommended process to learn about yourself.

Describe Your Ideal Lifestyle

There are endless reasons why people want to transform their lives.

You might be motivated to get out of debt, become financially independent, gain more control over your life, spend more time with family, travel more, focus more on your passion or reduce your stress (like me).

Regardless of your motivation, I believe the process of transforming your life begins by making your work, work for you.

To understand how you want to work, you first need to learn about yourself.

It’s the most important subject you’ve never been taught how to learn.

Most people attempt lifestyle design by modeling themselves after someone else.

This seems completely backward to me!

I believe lifestyle design is about accepting who you are and aligning your needs with your purpose, not copying some online guru or lifestyle design “expert” (even me!)

The more you learn about yourself, the better equipped you’ll be to design a lifestyle truly unique to your values, needs, abilities and motivations.

Especially if you are considering working for yourself, you need to get to know yourself first. I can’t tell you how many entrepreneurs build a business seeking more freedom, but end up completely miserable because they built a business out of alignment with their work needs.

Your life is a huge and vast subject. There’s lots to know. Here are the key “subjects” I believe you need to know to successfully design your lifestyle around more satisfying work.

1. Your Personal Productivity

Why do you work?

How would you like to work?

What have you always wanted to do for work?

I’m encouraging you to answer those questions as honestly as possible.

We’ve all been taught to work in a way that might not seem natural to us as individuals. I think many of us don’t like working because we don’t work in a way that makes sense to us.

For example, my peak performance period for work occurs around 7 am to 12 pm each day. I also prefer a mix of working on my own and collaborating with others a few times a week. I want the value of my work to be based on the quality of my output, not the amount of time I “put in” at the office.

Additionally, I need to spend at least an hour a day performing a physical activity outside like walking, yard work or paddle boarding to energize myself. I also want the freedom to decide how much time I spend with my family.

As you might imagine, I’m not cut out for the 9-to-5. You might not be either, and it may be the cause of your stress.

The needs I listed above are the ingredients that optimize my “personal productivity.” It’s not what makes everyone productive, but it’s what makes me productive. Most likely the ingredients for your personal productivity will be different from other people as well.

I wouldn’t be nearly as productive if I had to spend most of my energy trying to conform my work style to a one-size-fits-all standard. One of the most draining experiences of my life has been working out of alignment with my work needs!

Let me be clear: I enjoy working but on my own terms.

I once thought being more productive meant getting more done in less time. I thought managing my time more effectively was the key to my productivity. I now realize the key to my productivity is all about how I manage my limited energy.

One of the biggest boosts to my energy was deciding to work in alignment with my needs. I may have 10 hours a day to work, but I now realize I only have 3 to 4 hours of energy to create high-quality work.

Believe it or not, I spend less time working now than I did in an office, yet I’m far more productive. I owe that to learning about what makes me personally productive.

What are your personal productivity needs?

2. Your “Why”

Beyond money, why do you work? Of all the different options for work, why do you do the work you do?

If you want to design your life around the work you’ve always wanted to do, you have to be clear about your “Why”. Your purpose. The reason that motivates you to work every day.

If you aren’t quite sure what you want to do, ask yourself, “Why don’t I want to do the work I’m doing right now?” Which aspects do you enjoy and not enjoy? Why?

I have cultivated a habit of asking myself “why” about anything I’m about to do or I’m thinking about doing. It has been one of the easiest and most effective self-awareness habits for me to practice.

That simple question stops me in my tracks, so I can take a moment to make sure my decision is in alignment with my needs and my purpose. I can’t tell you how much time, energy and anxiety it has saved me.

Once you nail down your “Why,” all your decisions and actions will flow from it to design your ideal lifestyle.

Do you know your “Why”?

3. Your Values

What’s important to you? What kind of work are you willing to do or not do? Why?

I like to think of values as your personal code for guiding your actions and responses to various circumstances. They provide a core set of parameters for how you will design your life and work going forward. They are the foundation of your personal productivity.

They provide the blueprint for living your “Why”.

One of my core values is valuing experiences over material possessions. When I’m about to buy a physical product, I always think about how it can either enhance my experiences or detract from them.

I also value simplicity. I’m not necessarily looking for the easy way out, but rather actions that make the best use of my time and energy. I am constantly seeking ways to reduce the number of decisions I need to make each day or the number of steps in a given process.

What are your core values?

4. Your Motivations

What gets you excited to take action without being coerced?

If you want to work for yourself, you need to clearly understand your sources of motivation. Is it money? Working with others? Spending more time with family? Competition? Helping others? Solving a big problem?

Your motivations are how you live your “Why” and act in alignment with your values.

Your motivations will be your new “boss”. You’ll also need to understand how to harness the power of your motivations to provide you with a sustainable source of energy as you design your ideal lifestyle.

I’m very frugal with my money. It’s one of my motivations. For example, when I started Life Skills That Matter I decided to try out a co-working space to get the most from my “peak performance period” each morning (as described above).

It was $185 a month. I knew I would commit to using it every day because I wanted to get my money’s worth!

What are your motivations for work?

5. How You Learn

Learning new skills doesn’t stop once you leave college or get a graduate degree. Learning doesn’t just take place in academic institutions.

You are going to constantly need to learn new skills if you want to work on your terms and thrive in our dynamically changing economy.

Many of us have a fear of learning because the way we were taught to learn in school was out of alignment with our personal learning style. We were never given a choice.

I don’t ever remember being encouraged to discover my style of learning. I was taught by listening to lectures, reading books and doing homework to practice the new concepts I learned in class. I was told how to learn.

I learned primarily by rote memorization. I was taught to be motivated by getting good grades, but as an adult, I have realized my natural motivation for learning is the opportunity to experiment and figure things out for myself.

What motivates you to learn something new? Maybe you like to experiment like me and learn from your mistakes. Or maybe you have a totally different motivation.

Many people learn better in collaborative groups, so being forced to sit alone working on an assignment would be torture. Reading is a dreaded form of learning for some, so they prefer listening to audio lessons or lectures.

You might be a visual learner and need to see concepts drawn out and presented in different contexts.

Formal certification led by an instructor might be your thing to learn a new skill or maybe you are content watching a series of videos on YouTube at your own pace.

It doesn’t matter the method you choose, so long as it’s in line with your motivations and personal learning style.

How do you like to learn?

6. Your Habits

Your habits tell you everything about how you spend your time, money and energy. Your lifestyle is the sum of your habits. Therefore, it’s essential to build the right habits if you want to start working for yourself.

You need to start assessing your habits and decide which ones to eliminate, strengthen or change as you redesign your lifestyle. Habits are the engine of lifestyle transformation.

Weight loss, breaking an addiction or getting out of debt all start with changing habits. That’s it. Changing habits can be very challenging, but new habits can also make your life a lot easier when they finally take hold!

In terms of designing your lifestyle around your unique purpose, I recommend tracking the following habits: how you spend your money, how you spend your time, how you manage your personal energy and how you process your feelings.

Which of your existing habits will help you work on your terms?

7. Your Strengths and Abilities

Most of us limit our capabilities to the list of skills and work experiences we have on our resumé. Designing your ideal lifestyle requires you to assess a much wider scope of your abilities in both your professional and personal lives.

I define your abilities as your natural strengths, talents, marketable (hard) skills, people (soft) skills, life experiences, special work projects, hobbies and life skills.

What are your core strengths and abilities?

8. Your Personality

I like to think of your personality as your natural tendency and preference for interacting with people and the world.

Understanding the quirks in your personality will help you better understand how you like to work and the type of people that best complement your personality type.

Consider taking a personality assessment if you have never taken one. There are several options, but the Myers-Briggs assessment is probably the most widely used (and easily available) standard.

My philosophy on self-assessments: use them as a guide for your self-awareness practice, but not as a fixed interpretation of who you are. Take them with a grain of salt. They are a starting point, but not the final answer.

How would you honestly assess your personality?

9. Your Emotional Intelligence

There is a school of thought that believes your emotional intelligence may be a better predictor of success than your rational intelligence, your IQ.

Emotional Intelligence (EQ) is your ability to manage your emotions, how effectively you interact with other people, your capacity for empathy and how well you can focus. All crucial abilities to make your self-employed lifestyle sustainable.

You can start learning about your EQ by becoming more self-aware about how you react to people. This will give you a sense of how well you understand the needs of others and how to minimize explosive reactions.

Your ability to delay gratification is another area to consider monitoring to get a better sense of how well you can focus, cope and sustain your motivation.

How would you describe your EQ?

10. Your Self-Confidence

I want to be completely honest with you: abandoning predefined paths like the 9-to-5 lifestyle to create your own path takes a TON of self-confidence.

Please don’t be delusional about your abilities by overestimating them because you didn’t take the time to evaluate them. On the other hand, don’t seek validation for each and every decision you have to make.

Self-confidence is a delicate balance. It’s about cultivating feelings of self-assurance. It’s having the courage to experiment and to learn from your mistakes when you fail.

Most importantly, it’s about not worrying about what other people think!

You will also want to assess your sources of self-confidence when the going gets tough. Who can you call or what can you do to boost your confidence when it needs a lift? What reassures you?

Your confidence helps you know both when to hold back and when to move forward on your terms.

What makes you feel self-confident?

11. Anything Holding You Back

If you want to completely transform your life, it’s time to deal with your issues. We all have them. Face your fears. Challenge your expectations.

Here are some of the things that might be (unknowingly) holding you back:

  • Your fears

  • Your cravings

  • Your negative thoughts

  • Your desires

  • Your expectations

  • Your risk tolerance

It’s time to unload your baggage. Make space for the big change you want in your life. It’s holding you back from what you’ve always wanted to do!

How to Start Learning About Yourself

There are many different self-assessments you can take to learn more about yourself, but there are no formal assessments for many of the areas of your life I’m advising you to learn more about. So what’s the best way to learn about yourself?

Start a writing habit by tracking one or a handful of areas in your life. I interviewed 500+ people who successfully transformed their lives and asked each of them, “What was the most important habit that helped you make this transition?” Over half said it was a daily writing habit.

Some kept old-fashioned written journals, some built lists in Evernote and others tracked their thoughts by keeping notes on their phones.

It didn’t matter what they wrote or how they did it. What mattered was the creation of a writing habit that worked for them (I keep a running note on my phone, a written journal and a spreadsheet).

Start monitoring your feelings. Specifically your most positive and negative feelings each day. Look for patterns to discover new possibilities for your life.

Be a student of yourself. Start taking notes!

If you are interested, you can read my full self-assessment here.

Ready to Learn About Yourself?

To get you started, I designed a series of weekly self-assessment challenges. Each focuses on just one aspect of your life, like how you spend your money or how to discover your values.

These challenges force you to get out of your head and take action. There is no better way to learn about yourself than by taking action!

Remember, you are the first resource for your business AND it’s the biggest obstacle! The better you know yourself, the better decisions you’ll make for designing work that works for you!

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