Chapter 9
What Career and Life Do You Want and Why?

What lies behind us and what lies before us are tiny matters compared to what lies within us.

—Ralph Waldo Emerson

Everyone has those days—the days when you sit at your desk and ask yourself, “What am I doing with my life? Why do I come to work every day? I don't like it, I'm not appreciated, my voice is not heard and I do the same thing day after day.” Pushing the “what am I doing?” thoughts out of your mind, you head to the vending machine for some chips or a sweet treat, telling yourself it is only a bad day; tomorrow will be better. You lie to yourself, saying, “I am going to do something about this. Tomorrow I will start figuring out what I want to do with my career and my life.” You return to your cubicle munching on your chips, feeling better that tomorrow you are going to start figuring out your future. Yes, tomorrow will be the start of something really great in your life.

Then tomorrow turns into next week, and next week turns into next month, and the months turn into years as you consistently ignore those nagging feelings that something needs to change. You may feel disappointed you have waited so long to recognize that something wasn't quite right with your career. You may be sad because you think there's a possibility you have wasted years of your life. You may feel despondent as you think of what might have been had you taken a different course in life, so you cover the feelings by keeping yourself so busy you don't have time to feel anything. You convince yourself that things at work aren't that bad and at least you have a job. You tell yourself a long list of stories as to why you can't make a change and how it wouldn't work anyway.

If your work life is monotonous and dissatisfying, the time has come to decide whether to stay in your current life or to make some changes, switch it up, and create a career and life you love and are proud of.

Now is the time to find your purpose and meaning in the work you do every day. The life-altering question of “What should I do with my career and life?” will help shed light on your current situation. What used to be important may no longer be so. Suddenly, your happiness may mean more than your income. It may not matter if you are a leader or an individual contributor at work. What will matter is that you feel like you are making a difference no matter what your title. It doesn't matter if you have a nice car, nice house, or just the right clothes! What matters is that you are proud of who you are and what you have accomplished. You may now need things you didn't need in the past: meaning, purpose, fulfillment, and a sense of happiness at work. You need more than money, more than status, and more than recognition. This may be your wake-up call!

“What do you want from your career and life?”

“Where do you want to be in one year, in three years, and in five years with your career, life, and finances?”

These are two questions I have asked thousands of individuals over the past few years. Here are some of the most common answers I hear:

Make more money.”

Get promoted.”

Don't get fired or laid off.”

Be more secure in my finances.”

Find a job I really like and enjoy.”

Yet, none of the preceding comments is the response that I hear the most.

What is the most common answer to the question: What do you want from your career and life and where do you want to be in one year, in three years and in five years?

“I Don't Know!”

Hearing the answer of “I don't know” is difficult because I know the consequences of that statement in your life. You are so busy working, checking off your to-do list, picking up kids, doing the laundry, and keeping your boss happy that you have no time left to figure out what you want from your career and life.

Most of my clients are reluctant to admit they have no career strategy and instead choose to live each day, turning a blind eye to the future of their career. It is much easier to maintain the status quo and continue to do what you have done for the last few years, rather than take control and personal accountability to finally go after what you really want. This takes you back to the root of the problem: You don't know what you want, and if you do know, you probably don't know how you are going to get it!

Within minutes of my initial discussion with clients, they often tell me they want to leave their current organization for something new and give me all the reasons that back up that decision. Three or four months later, more than 85 percent of my clients decide to stay in their current organization because they find out what they really want is not far from what they already have—they just didn't see it or realize it.

I would bet 20 bucks you know what your ideal weight is, the next model of car you want, places you want to go on vacation, and when the next big game is on television. The unimportant things in your life are usually planned and crossed off your to-do list, while the critical life and career planning often gets neglected. Ask yourself this very important question: “Am I headed in the right direction for my career, for my family, for my personal life, and for my finances?

Don't cheat yourself by refusing to ask the really hard questions. I have worked with too many individuals who neglected their careers and paid the price in later years for refusing to take off the blinders that blocked them from seeing what was really going on.

“But I have time, Dr. Bray. I'm only 37 years old!”

Then in the blink of an eye, you get up one morning, five years have flown by like a speeding train, and you are 42 and in the exact same place you started. Much like it was for my friend Claire.

I met Claire during one of my career and leadership conference presentations. I began the presentation by asking the “Where do you want to be?” questions and the response from the crowd was dead silence. (It was 8:00 in the morning, so the silence was not unexpected.) Wanting to jump-start everyone's brains and get them engaged, I changed the topic to money! Everyone likes to talk about money. “How much money or what salary would you need to make in a year to be satisfied and happy?” “Would $40,000 be enough?” Silence…

“Would $80,000 be enough?”

A few people raised their hands.

“What about $100,000 dollars a year? Would you be satisfied with that chunk of change?” At this question, nearly 75 percent of the group raised their hands. Now that we were talking about money, people began to get excited. Then Claire raised her hand from the back of the room and provided me with a light bulb “aha!” moment that drastically changed how I work with organizations and individuals. Claire was a bright, enthusiastic woman in her early forties (both her yellow suit jacket and her big smile exuded brightness). Claire said, “I don't know the exact salary number. I've never really thought about it seriously other than to always want more money than I currently make.” She continued, “I have always wanted to try something new, like possibly getting promoted or changing departments. I always thought I could put it off until next year when I would have more time or after I had finished this or that project. I've realized recently I never did anything or made any changes because I don't know how to change. That is why I am here! I only wish I would have come five years sooner.”

The room came alive and everyone started nodding their heads in agreement. They all knew they wanted to make more money, they all knew they wanted to develop their careers, only they didn't know where to begin or how to do it.

Since I had a willing participant, I asked Claire a follow-up question. “What do you want from your career in the next three years and what scares you about planning it?” Her response was classic. “First of all, I want to have a job.” (Great answer!) “Second, I would like to make some changes and possibly get promoted, but I am not sure the money would be worth the added responsibility. I also don't know what else may be possible.” More nodding of heads came from the group and others began speaking up, saying:

  1. “I'm too busy with work and life to have time to make a plan.”
  2. “What else would I do for work?”
  3. “I don't know how to develop my career. I'm in my forties and a bit too old for that.”
  4. “I don't know what options I have to make more money.”
  5. “I have put in so much time at this company. I could never leave now no matter how much I don't like it.”
  6. “It is scary to think of changing.”
  7. “What if I don't like my new job? I know that the grass isn't always greener on the other side.”
  8. “I don't even know where to begin. It is overwhelming to me.”
  9. “I just put my head down and go to work. I try not to think about whether or not I like it.” (This was one of my favorite comments as I sometimes wish I had the ostrich-esque ability of long-term avoidance.)

These are all valid concerns and comments! The “why” behind what you want for your career can be more important than the “what.” Planning and strategizing your life and career is not difficult. It only requires a little time and a computer or pen and paper. So grab either and let's get started.

Let's start this journey with the same steps I discussed with Claire and her group. I will take you through the five steps to build the foundation of your career development. In completing these five steps, we will determine your “career capital”—a great word I am borrowing from Cal Newport, one of my favorite university professors and career researchers. To get the most out of these steps and to find out what you really want from your career and life, you are going to need a little privacy and quiet time to come up with your answers.

You will find you don't have to write a lot—I want you instead to think a lot. Scary for some of us, I know, but wiping off those brain cobwebs and spending time thinking about this often-neglected topic is CRUCIAL to your future career and life success. It is imperative that you don't skip over this step, as it is the foundation to creating the career and life that you want. I will give you the questions and all you need to do is answer honestly. This can be difficult, as Mark Twain explained when he said, “We do not deal much in facts when we are contemplating ourselves.” Each step will build upon the next and by the time you finish this chapter, you are going to have a real good feel for which direction you need to head with your career. This is a step-by-step approach that builds upon itself, so make sure you don't skip and jump around. Answer the questions as you read the chapter. (Meaning make sure you answer them right now!) Buckle up! This is the beginning of change for the better.

Step One: Your Current Career

If we are going to plan out your career and where you want it to be in the future, the first thing you need to do is take a good, hard look at where you are currently. You need to know the good, the bad, and the ugly of the career you have created.

When you start taking a good look at your career, I hope you find positive career experiences; a great network of friends and associates; challenging, fun, and purposeful work; fair compensation; and progression with your skills and competencies. These are the things great careers are made of. Now if you are shaking your head and feeling like I am talking about the Land of Oz compared to your career, don't feel like you are alone in this. Nearly 85 percent of workers feel the same as you do! They are disengaged and dislike their jobs, so you have more company than you think.

One of the most difficult aspects of looking at your current life and career is that you get a glimpse of choices you have made that created a career or life you may not like or may not be proud of. It's discouraging to realize we may have taken a road or made choices that were not the best for us. You may have had a terrible event happen in your life that knocked you flat to the ground and it has taken some time to get back up.

Whatever the reason, you need to see a clear picture of your current situation so you can see what needs to be changed or improved. I want you to answer the questions below as honestly as you can. Write down quick bullet point answers. (Those are the best.) Don't overthink the answers or write a novel. Jot down answers as quickly as you can after reading the question. Ready to begin? Let's get started.

Step One Questions

  1. On a scale of one to five, how satisfied are you with your current job? (Five being if you won the lottery, you would stay working and one being you have to medicate yourself before you walk into the office.) Why do you feel that way?
  2. On a scale of one to five, do you enjoy the culture of the organization? Is it a positive environment and are there opportunities for growth and development?
  3. Do you generally enjoy the people you work with or do you find yourself wanting to key their cars as you leave? (On a scale of 1-5)
  4. Do you feel your salary matches your role? (Now I get that everyone is going to say, “no” because you feel you deserve more, but in general, looking at individuals in your field, are you paid in line with similar jobs?) This question is about fair pay, not more pay. If you want more pay, keep reading and we will discuss ways to increase your income.

Notice that I am covering all aspects of your job. The work you do every day, the people you work with, your financial situation, the work environment, and opportunities for development. This should give you some good insight into where you currently stand in relation to your job.

Step Two: Define Your Career

Defining your Best Ever career is a tricky proposition and it is important to understand why before you continue. I have found the exercise of choosing a career to be one of the most difficult assignments I ask my clients or those who attend my workshops to complete. This is because defining what you want for the future (which is an unknown) has some innate problems. First, it is hard to choose something you may not know everything about (promotion, new job, new boss, and so forth).

Second, you know everything you don't want in a career, but you haven't figured out what you do want. You know you don't want a psychotic, micromanaging boss,…you know you don't want to work 80 hours a week…and you are sure you don't want to sit next to Sheila, who talks nonstop. But you have no idea what job you would like in five years. Give it some thought. This is where you need to get specific. Do you want to go from making $9 an hour to $15, or own two stores instead of one? Do you want to run your department or division or are you happy in your current individual contributor position?

You have to be the one to figure out what YOU want, but I WILL help you get there since the process is similar for everyone!

Think of the last time you pulled out your earphones and they were tangled so badly you thought that it was going to be impossible to ever untangle them. What is the first thing that everyone does with a knotted mess? We shake it! We think if we violently shake the earphones, they will untangle. It never works, and more often than knot (yes, I just did that and if you didn't get the joke, go ask your three-year-old neighbor and he or she will explain it to you), it binds the knot even tighter. As soon as we realize this, something in our brain enlightens us and we carefully begin working the knot and detailing the path that we need to take to get it untied. We trace each section to see where it goes and where it needs to be and which parts of the cord that we need to tug, nudge, or push through a small opening in order to disentangle the dilemma. As we continue attempting to fix the earphones we end up with smaller knots or more minuscule issues, and gradually, as we work through those issues, the string becomes more and more its untangled self.

I always wonder how a string or cord sits dormant and becomes knotted in the first place. How sitting in my gym bag or backpack, the earphones get that horribly tangled. Your career is like the tangled earphones. As you sit dormant, you become more invested in your current rut and get more and more tangled, unable to see how to get untangled and straighten things out.

To become untangled, you are going to need small steps, nudges, and pulls in the right direction, and maybe even some violent shaking here and there to get you to your goal. So my desire through this chapter is to get you to assess the size of the knot you have created in your career.

Suppose that you are a shuttle driver making $10 an hour and you love everything about the company and your co-workers but you simply want to make more money. Your career evaluation definition will have to include questions such as: Do I want to always be a shuttle driver, but just make more money? Do I want a new position that will offer me more money but stay with the same company? Do I want to own the company? (Yes, I want you to think realistically but I also want you to understand that in this book I want you to think big.) Let's say the shuttle driver answered the question by stating that he wants to own the company. Good for him! There are going to be some questions that need to be answered to define his goals and ambitions of owning the company. He is going to have to work, act, and plan differently than if he were to decide he loves his job and only wants to increase his salary from $9 an hour to $12 an hour. Each goal would require different behaviors.

Step Two is divided into three separate questions sets: A, B, and C. To fully answer Step Two, we need to delve into several topics.

Step Two Question Set A

Let's start off with pie-in-the-sky thinking.

  1. If you could be anything, what would you be?
  2. If you could do anything, what would you do?
  3. Do you remember who you wanted to be like when you grew up and what you wanted to do with your life? Do you remember what things you wanted to accomplish? With your wise and experienced teenage brain (dripping sarcasm), what were your plans and dreams for your career?
  4. If you knew you could not fail, what would you attempt with your career and life? Would it be in the same field as you currently work in or would it be something completely different from what you do now? Would it be starting your own business?

    Write down in bullet point form as much information about your dream career that you possibly can. Let me share some good starting-point questions about your dream career to get your brain running.

  5. Describe your dream Best Job Ever:
    • Do you work in an office or at home?
    • Do you work with the public or only individuals in the organization?
    • Do you work in a cubicle by yourself or are you working as a member of a team or a mixture of both?
    • Do you own your own business or work for someone else?
    • How much money are you making?
    • Is there a specific industry you are working in?
    • Are you a manager or an individual contributor?
    • Are you working for a small company, a large Fortune 500 organization, or for yourself?
    • What is the best part about your work?
    • Do you have people working for you?

The more information you can write down to describe your perfect career, the easier the other steps will be. Did you ever read those Choose Your Own Adventure books as a child? You are literally living inside one as you complete these exercises.

Dream Job

Step Two Question Set B

Now that you are on a roll, write down the perfect job in your current market segment or organization. If you work in sales, write down what you would consider the best job in sales. If you think of a current position in your organization or in a different company, great. If your dream job doesn't currently exist in your organization, then bullet-point between 5 and 10 aspects of a perfect position. Answer the same questions from Step Two Question Set A #5 “Describe your dream Best Job Ever” but this time you are talking about your dream job in the company you now work for or in your current market segment.

Let's return back to the story of Claire and the career workshop.

The discussion amongst the group was becoming lively. A young man, no older than 30, asked a question that I could tell was important by his very serious face and concerned tone. His question was one of the catalysts for me to begin creating the Career and Life Revolution:

Dr. Bray, you work with lots of people. Do you know of anyone who really loves his or her job? Is it possible to have a job that you love and enjoy, while still making a good living and not working your life away?

I am a firm believer in the idea of “no dumb questions” but I will admit this one bothered me—not that it was dumb but because it made me reflect back on certain times in my life when I had the same questions. Like the young man, most of the workshop attendees believed this was asking for something impossible from their careers.

The young man was dressed in what I am sure was his nicest suit, and I could tell he was honestly eager to learn how to climb the corporate ladder and progress in his career. His question had no malice, but it left me wondering how many of us really believe we can find a job that we like, that produces a good income, that has a larger purpose that includes working with people we enjoy. This young man had been in the working world for less than a decade and already had resigned himself to work at a job he didn't really like, maybe even hated, just so he could earn a dollar.

So he could…

  • Have insurance.
  • Tell people he worked at that really cool office downtown that gave him free lunch each day. (Yes, I do hear that quite often.)
  • Afford to drive the nice car.
  • Feel like he was keeping up with his friends by getting a job that paid more than $35,000 a year right out of college.
  • Tell his parents he “managed people” and was a leader.

We all have reasons why we work—many of which are valid. But oftentimes, as I have learned from clients, we work for very different reasons. As most of us would agree, we work to pay for food, clothing, shelter, transportation, and other bills. But we also work for numerous other reasons of which we may not even be aware. We work certain jobs because that may be the expectation of others—mom and dad love that you are a pharmacist because it was always their dream! Or we choose a certain career because of the self-worth we gain from our job and job title. Or we choose a job based on the social network of friends we can make at work.

I have six kids and you better believe I need insurance when they get sick or crash on their bikes and break an arm. That is a necessity at my house and I have to find a way to always have insurance. But I have learned to not make career decisions based on one benefit or perk. I can find a job with insurance in many places while there would be few jobs that would provide career fulfillment for me. I can find ways to make money, but career happiness is much more difficult to come by.

“But none of those things matter if you have bills to pay!”

One of my clients said this to me…and he wasn't the only one who has made that declaration over the years. It is a commonly repeated statement about careers and I would consider it one of the most valid. How do you balance the desire to have a dream career with all of the financial responsibilities you have in life? The argument of chasing your dreams versus being responsible is a reasonable point. But deep inside—don't you think it is possible to create a career that is able to do both: pay the bills and give meaning and fulfillment? That is what this book is all about! By answering the questions in this and other chapters, you will begin to create a plan that will map out your path to your Best Job Ever.

So if you want to run a scuba shop on the beach in Costa Rica or you want to be a vice president in corporate America, you need to have a clear vision and plan for your career. This plan will need to include a financial strategy, an understanding of your skill sets and competencies (what you are good at doing), and a dash of passion (meaning purpose and fun) to complete your career soup of success.

Step Two Question Set C

What education, training, and experience are you going to need to make your answers from Step One Questions and Step Two Questions actually happen?

What is the time frame you want this to occur in? Unless returning to school is on the list, I suggest the maximum time frame be two to three years. Accurately predicting much further out than three years with all the changes in organizations, technology, knowledge, and leadership is not realistic.

Are you willing to do what it takes to make your ideal career happen? Are you willing to put in the time, the work, and the effort? Take a full 24 hours to think about whether or not this journey is worth it for you. It is a difficult journey and can be rough at times. However, it is possible to create a career you love that is both financially and emotionally rewarding. Thousands of individuals have done it before you, including me. (This sounds like we are at the start of a Lord of the Rings movie!)

You have done it! You have completed the foundation of career development and taken the first few steps of developing your career. Don't worry if it doesn't feel concrete or complete at this time—that will happen as you progress through the next few chapters.

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