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Naomi Rothwell-Boyd, May 18 2022

20 Questions To Ask When You Don't Know What To Do With Your Life

When you're thinking I don't know what to do with my life, it's natural to feel lost and uncertain. This can be a difficult time, but it's also an opportunity for growth.

Help! I don't know what to do with my life!

As a career coach, this is often the first thing I hear when speaking to people about their situation. It's a common feeling, so I want you the reader know that you are not alone in feeling this way. I also want you to know that there is a path to figuring this all out.

In order to help you and anyone feeling this way, I'm sharing 10 questions I ask my clients during coaching sessions to help extract some personal insight when you don't know what job you want. You should ask yourself these questions and think them over carefully.

Just a quick note, these are not necessarily ranked in order, any of these questions is worth asking by itself.

Uncover how to change your career today with our quick assessment quiz even if you don't know where to start - TRY PATHFINDER NOW

1) What will you regret most when you're 80 years old?

This question and insight is popularly attributed to Jeff Bezos, the founder of Amazon. He reportedly uses this question to help with decision making and assessing choices. It's a way of looking at things from the long term perspective.

The exercise requires you to cast your mind forward and imagine you're old and looking back on your life. Do you think you'll regret your choices and actions so far when you're older? What about them will make you rethink your choices?

The point of the exercise is that if you believe you might regret certain things in the future, then why not focus on doing these things or stop doing these things now? Deep down you know these are areas that should probably change.

This question also gets you to focus on your values. What's important to you? What do you want to stand for?

Values are incredibly important when it comes to making decisions about your career and how to live your life in general. If you don't know what your values are, how can you make choices that align with them? This question will help many of us get clear on what's important to you and find your purpose.

Action Step:

Make a list of things you think you might regret when you're 80 years old. Then, take a look at that list and see if there are any common themes or patterns. What do those items have in common? That could be a clue as to what your values are.

Once you know your values, you can start making career choices that align with them every day and figure out what you want in life.

For example, if one of your values is family, you might start looking for a job that allows you to have more time with your loved ones. Or, if adventure is important to you, you might consider starting your own business so you can travel and see the world.

The possibilities are endless, but knowing your values will help you narrow down your options and make better decisions.

2) What is your biggest career challenge today?

This is a great question because it's often much easier to identify your challenges than to conjure up the exact dream scenario you would prefer.

Moreover, by taking the time to identify your challenges, you can start finding solutions for them and look forward to a new career path.

For example, if you're struggling with imposter syndrome, you might look for a mentor or coach who can help you build confidence in your abilities. Or, if you're feeling stuck in a job you hate, you might start researching new career options that would be a better fit for you.

No matter what your challenge is, there's always an answer you can discover. And, by identifying your challenges, you're one step closer to finding the right solution for you.

3) What are your top strengths?

This question is important because it helps you focus on your strengths rather than your weaknesses. Too often, we get caught up in trying to fix our weaknesses that we forget to play to our strengths.

By focusing on your strengths, you can start making choices that allow you to use them more often.

For example, if you're a people person, you might look for a job that involves working with others or start your own business where you can interact with customers on a daily basis. Or, if you're creative, you might consider pursuing a career in the arts or graphic design.

No matter what your strengths are, there's always a way to use them to your advantage and to get a job.

4) What are you passionate about?

This is another great question because it helps you focus on your interests and what you enjoy doing.

Too often, we get caught up in pursuing careers that we think are "practical" or "sensible" without considering whether or not they're actually something we're passionate about.

By focusing on your passions, you can make sure that you're choosing a career that you'll actually enjoy.

For example, if you're passionate about writing, you might consider pursuing a career in journalism or copywriting. Or, if you're passionate about fashion, you might consider becoming a stylist or working in fashion merchandising.

No matter what your passion is, there's always a way to turn it into a career.

5) What skills do you have?

This is another important question because it helps you focus on your abilities and what you're good at. Just like with your passions, too often we pursue careers that we think are "practical" or "sensible" without considering whether or not they're actually something we're good at.

By focusing on your skills, you can make sure that you're choosing a career that you'll actually be successful in.

For example, if you're good with numbers, you might consider pursuing a career in accounting or finance. Or, if you're good with people, you might consider becoming a salesperson or customer service representative.

No matter what your skills are, there's always a way to use them to your advantage.

6) What do you like to do in your free time?

This is another great question because it helps give you an idea of what kinds of things make you happy. And, when you're happy, you're more likely to be successful.

For example, if you like to read, you might consider pursuing a career in publishing or writing. Or, if you like to travel, you might consider becoming a travel agent or working for an airline.

No matter what it is that you like to do in your free time, there's always a way to turn it into a career.

7) What are your life goals?

This is an important question because it helps you focus on what you want to achieve in your life. Too often, we get caught up in the day-to-day grind and forget about our long-term goals.

By focusing on your life goals, you can make sure that you're choosing a career that will help you achieve them.

For example, if you want to buy a house, you might consider pursuing a career in real estate. Or, if you want to retire early, you might consider working in a high-paying field or investing in stocks and mutual funds.

No matter what your life goals are, there's always a way to use your career to help you achieve them.

8) How do you want to feel on the perfect day?

This is another great question because it helps you focus on how you want to feel in your career. Do you want to feel challenged? Excited? Creative?

By focusing on how you want to feel, you can make sure that you're choosing a career that will make you happy.

For example, if you want to feel challenged, you might consider pursuing a career in law or medicine. Or, if you want to feel creative, you might consider becoming an artist or graphic designer.

No matter how you want to feel, there's always a way to achieve it through your career choice.

9) What does happiness mean to you?

This is the ultimate question because it helps you focus on what truly matters to you. We all have different ideas of what happiness looks like and, as a result, we all have different career goals.

For example, some people might define happiness as having a high-paying job with little stress. Others might define happiness as having a job that allows them to travel the world. And still others might define happiness as being able to work from home so they can spend more time with their family.

No matter how you define happiness, there's always a way to turn it into reality.

10) What does achievement mean for you?

This is another important question because it helps you focus on what you want to achieve in your career. Do you want to be the best in your field? Do you want to make a difference? Do you want to be financially successful?

By focusing on what you want to achieve, you can make sure that you're choosing a career that will help you achieve it.

For example, if you want to be the best in your field, you might consider pursuing a career in research or academia. Or, if you want to make a difference, you might consider becoming a teacher or working for a non-profit organization.

No matter what your definition of achievement is, there's always a way to turn it into reality.

No matter what your career goals are, there are always ways to achieve them. By asking yourself these questions, you can get a better idea of what you want to do with your life and how to achieve your goals.

Uncover how to change your career today with our quick assessment quiz even if you don't know where to start - TRY PATHFINDER NOW

11) How much are you prepared to change?

This is an important question because it helps you focus on what you're willing to change in order to achieve your goals. Are you willing to move to a new city? Are you willing to change your lifestyle? Are you willing to take risks?

By focusing on what you're prepared to change, you can make sure that you're making choices that will help you achieve your goals.

For example, if you're willing to move to a new city, you might consider pursuing a career in fashion or media. Or, if you're willing to change your lifestyle, you might consider becoming a vegan or working for an environmental organization.

No matter what your goals are, there's always a way to achieve them if you're willing to make some changes.

12) What are your long-term goals?

This is a great question because it helps you focus on what you want to achieve in the long run. Do you want to start your own business? Do you want to travel the world? Do you want to retire early?

By focusing on your long-term goals, you can make sure that you're choosing a career that will help you achieve them.

For example, if you want to start your own business, you might consider pursuing a career in entrepreneurship or marketing. Or, if you want to travel the world, you might consider becoming a travel writer or working for a travel company.

No matter what your long-term goals are, there's always a way to achieve them if you're willing to put in the work.

13) What are your short-term goals?

This is another great question because it helps you focus on what you want to achieve in the short-term. Do you want to learn a new skill? Do you want to land your dream job? Do you want to save up for a down payment on a house?

By focusing on your short-term goals, you can make sure that you're taking steps to achieve your long-term goals.

For example, if you want to learn a new skill, you might consider taking a class or attending a workshop. Or, if you want to save up for a down payment on a house, you might consider getting a job that pays well and/or living in a cheaper area.

No matter what your short-term goals are, there's always a way to achieve them if you're willing to put in the work.

14) What are your values?

This is a great question because it helps you focus on what's important to you. Do you value family? Do you value freedom? Do you value security?

By focusing on your values, you can make sure that you're choosing a career that aligns with them.

For example, if you value family, you might consider pursuing a career that allows you to work from home or that gives you a lot of vacation time. Or, if you value freedom, you might consider becoming a freelancer or working for a start-up.

No matter what your values are, there's always a way to find a career that aligns with them.

15) How much are you prepared to compromise?

This is an important question to consider because it will help you focus on what you're willing to sacrifice in order to achieve your goals. Are you willing to work long hours? Are you willing to give up your weekends? Are you willing to miss out on important family events?

By focusing on what you're prepared to compromise, you can make sure that you're making choices that will help you achieve your goals.

For example, if you're willing to work long hours, you might consider pursuing a career in investment banking or consulting. Or, if you're willing to miss out on important family events, you might consider becoming a travel writer or working for a company with a lot of international travel.

No matter what your goals are, there's always a way to achieve them if you're willing to make some sacrifices.

16) Who inspires you and why?

This is a great question to ask yourself because it can help you focus on what you want to achieve in your career. Do you want to be like your favorite author and write books that inspire people? Do you want to be like your favorite athlete and win gold medals? Do you want to be like your favorite actor and entertain people?

By focusing on who inspires you, you can make sure that you're choosing a career that will help you achieve your goals.

For example, if you want to be like your favorite author and write books that inspire people, you might consider becoming a writer or an editor. Or, if you want to be like your favorite athlete and win gold medals, you might consider becoming a coach or a personal trainer.

No matter what your goals are, there's always a way to achieve them if you're willing to put in the work.

17) What's left on your bucket list?

Do you have any goals or dreams that you haven't achieved yet? What's holding you back?

For example, if you want to travel the world but you're holding back because you don't have the money, you might consider becoming a travel writer or working for a company with a lot of international travel.

No matter what's on your bucket list, there's always a way to achieve your goals if you're willing to put in

18) What were your childhood dreams?

Do you remember what you wanted to be when you were a kid? A doctor? A veterinarian? An astronaut? A fireman?

Sometimes, our childhood dreams can tell us a lot about what we want to do with our lives.

For example, if you wanted to be a doctor, you might consider becoming a medical doctor or a research scientist. Or, if you wanted to be an astronaut, you might consider becoming an engineer or a pilot.

No matter what your childhood dreams were, there's always a way to achieve them if you're willing to put in the work.

19) Where to do you see yourself in 1 year?

This is an important question to ask yourself because it can help you focus on your short-term goals. Do you want to be in the same job? Do you want to be in a different city? Do you want to be in a different country?

By focusing on where you see yourself in one year, you can make sure that you're making choices that will help you achieve your goals.

For example, if you want to be in a different city, you might consider moving to a new city or applying for jobs in a new city. Or, if you want to be in a different country, you might consider working for an international company or getting a job with a company that has offices in different countries.

No matter what your goals are, there's always a way to achieve them if you're willing to make some sacrifices.

20) What action can you take today?

No matter what your goals are, there's always a way to achieve them if you're willing to put in the work. So ask yourself the tough questions, focus on what's important to you, and make some sacrifices. And most importantly, take action today. Even if it's just one small step, it'll be worth it in the long run.

Uncover how to change your career today with our quick assessment quiz even if you don't know where to start - TRY PATHFINDER NOW

Written by

Naomi Rothwell-Boyd

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