How to Chase Your Dreams

We all have dreams or goals that we want to meet. Did you know that you can actually chase those dreams and attain them? In this article, we are going to explore how to chase your dreams. Your dreams can be about personal goals, like weight loss, getting fit, writing a novel, or working for yourself. We will concentrate on the dream of working for yourself.

Working for Yourself

Many of us dream of working for ourselves. Sticking it to the man. Ditching the 9 to 5 grind. But how to you go from dreaming to doing? There are numerous things to consider. According to Kirsten Blake who wrote the article, 5 Things I’ve Learned About Chasing Your Dreams, for you should:

  1. Ask. Ask for help, ask for advice, ask for opportunities. Speak with people. Don’t ever be afraid to ask questions, after all the worst they will say is no.
  2. Embrace change. Do your best to become comfortable with change. Change is often thought of as a negative thing. Change your perception of change. A change will allow you to look at what is not working for you and work to change it, even it is a just a small step forward.
  3. Perfect timing does not exist. Please do not wait for all the stop lights to turn green before you head out in your car. Susan Hill, co-founder of the Richmond Food Co-op, says “I think one of the biggest things [in following your own path] is you can’t wait for someone to give you permission.” Susan left a modelling and fundraising career to strike out on her own. In order to truly chase your dream, you will need to take the chance or the risk to give it a try.

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How to chase your dreams

    1. Build and cultivate relationships. Relationships are the be-all and end-all of entrepreneurship. The wonderful thing about relationships is that they let you know that you are not alone. You will have someone in your corner, who has your back, will cheer you on, and be a sounding board. You will need a cheerleader, and you will need someone who will give you honest feedback. Rarely will one person be able to do both for you. Melanie Horkan left a lucrative career in advertising to begin making documentaries. She has said, “I think, if you have a dream and are authentic about it, people really want to help you make it happen.” People like to have relationships with movers and shakers. Seek them out and become one yourself.
    2. Don’t stand in your own way. Trust the universe. The biggest gap between dreaming and realisation is the 6 inches between your own ears. Believe in yourself, trust your gut, and know that the universe wants you to succeed. There will be people that do not want you to succeed or will be jealous of any success.Do not listen to THEM. As Kirsten Blake asked, “think of what wouldn’t exist if the great creators had listened to the nay-sayers?” One of Henry Ford’s well-known quotes is, ” If I had asked people what they wanted, they would have said faster horses.”  Trusting the universe does not mean that you won’t need to work hard, make sacrifices, take risks, and learn from your mistakes. But I like what Rebecca Krucoff [who left teaching to create the nonprofit, The Urban Memory Project] said about trusting the universe, “If I can be clear about what it is that I want to do and put it out there in the universe – it’s about clarifying and believing that things can happen. And not necessarily that they will happen, but that I’m not afraid to put it out there with the full understanding that it might possibly never happen. But if I don’t put it out there then it will never happen. I think it is mostly that you can’t be afraid to say what you want.” The above quotes are thought provoking, and the advice is sage.


If you are curious about working for yourself you may find the following opportunity to be just what you are looking for.


What did well-known people do before they learned “how to chase your Dreams?”

Tom Clancy– before he was a novelist he spent 20 years in the insurance industry. He began to chase his dream of being a writer in the early 1980’s and his first book, The Hunt for Red October, was published in 1984. Now his novels often are made into movies. When Tom began writing in his spare time on the weekends his wife had encouraged him to keep selling insurance.

Please read my article on “how to be motivated”. Some days I really need help in this area 🙂


Gerard Butler– graduated from Law School and worked at a law firm before becoming a casting assistant and ultimately an actor.

Ashton Kutcher- began studying Biomedical Engineering in University before dropping out and becoming a model and actor.

Harrison Ford– was a carpenter and furniture maker before becoming an actor.

Jerry Springer– was a lawyer, and the Mayor of Cincinnati, OH before gaining fame as a talk-show host.

Gloria Mayfield Banks– had earned a Harvard MBA, and worked as an assistant director of admissions at Harvard University before starting her spare-time work with Mary Kay Inc. Her goal was to earn $200/month. Well instead of stopping there, she chased her dream and became an Elite Executive National Sales Director. Gloria is also known as an author and motivational speaker.

Jeff Bezos– after graduating from Princeton University he worked on Wall Street before creating the business model for during a cross-country road trip in 1994.

Barack Obama– was a lawyer and professor who taught at the University of Chicago Law School before entering politics and ultimately becoming the 44th President of the United States.

Here is an article on “how to make a dream board” Check it out.

I have chosen to highlight the above people because they all left good careers that paid well, or in Ashton Kutcher’s case, the education needed for a good career to pursue their dreams. Dreams that did not necessarily come easily. I am currently chasing my dreams of entrepreneurship and encourage you to give it a go if you have the desire and motivation to do so.

Please let me know your thoughts on “how to chase your dreams” or any of my other posts.








18 thoughts on “How to Chase Your Dreams

  1. Bill, great article, I know that everyone can relate to having self doubts. As you point out, the people who are successful in life and business never let those doubts stop them. As the saying goes, “It’s not how many times you fall, it’s how many times you get back up”
    Thanks for the article

  2. Thank you for the post! All too often we forge tat greatness has to come from something average and that no one ever started there!

    Thanks for providing such an approachable way to realise this.


  3. Loved this post. It’s all about you and you doing you. Don’t wait for anyone think you can’t do it because of someone. A lot of positive thoughts in this article. Thanks for sharing.

    1. I agree with you. I know many people who regret not going after what they want. Sometimes you need to take a chance or get out of your comfort zone. Thanks for your input.

  4. Great article, Bill. Very insightful.

    I really agree with your point of changing your perception of change. Sometimes the way we see a “problem” is the problem.

    I certainly dream of working for myself, and not having to wake up to an alarm!

  5. I think this is a good article. I liked the information about the famous people and what they did before the followed their dreams. I had no idea!

    1. You need to set a goal then reach it then start on the next one. Stay tuned for more awesome articles. Thanks for stopping by 🙂

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