The Biggest Roadblocks to Following Your Dreams

Last year I released the first edition to Reclaim Your Dreams. It was purchased over 500 times and reviewed over and over. And I read this awesome email this morning:

“…your “Reclaim Your Dreams” ebook gave me the motivation to take a huge leap in my life and career. I recently cut my hours at my fulltime gig so I could concentrate on building my empire”

I love getting notes like that.

So, now I’m getting ready to release the second, expanded and updated edition. It will include new content, updated resources, exercises and a new design. It will also have a special bonus for the first few people that pick it up.

But before I get ready to release it, I want to cover anything that you want to know when it comes to following your dreams, and your own path.

Whatever questions are asked the most, I will cover in the new edition of the book.

So, I want to know:

  • What is the biggest question you have when it comes to following your dreams?
  • What obstacles do you want to overcome?
  • And… What calls you to follow your dreams?

Please leave a comment below, I’m looking forward to reading it.

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Comment & Add Your Voice

Jonny | July 10, 2010 at 4:31 am

500 sales is impressive mate. Well done.


Evan July 10, 2010 at 6:34 am

My dream is to become wealthy doing what I love (hopefully through blogging).

So the roadblocks are getting a bigger audience and selling them stuff.


Jonathan July 13, 2010 at 5:37 am

Those are two worthy activities. I know that if you focus on them with all your energy, you will be able to do it Evan.

Wendy July 10, 2010 at 8:38 am

* What is the biggest question you have when it comes to following your dreams?
Do I do my utter best in my full time day job, even if this means doing extra hours that will not be spend on creating my new business or do I keep a strict regime on the hours spend on the job, which might mean less fun and at some point someone who will notice?

* What obstacles do you want to overcome?
I need to get out of the Beta phase. It is is way to comfortable here

* And… What calls you to follow your dreams?
The notion that I do not have to live in a rainy country, nor do I have to work in an office to make enough money…


Jonathan July 13, 2010 at 5:40 am

Wow, those are great questions Wendy. I’m definitely going to cover some of them.

Ali July 10, 2010 at 9:39 am

1. The biggest question is getting started… Taking the leap…

2. What obstacles? Finding what I love to do…

3. What calls you? Boredom, a feeling of is this all?


Jonathan July 13, 2010 at 5:41 am

Thanks for your feedback Ali, this is helpful.

Daniel Richman July 10, 2010 at 9:41 am

In the order they were asked…
1. My biggest question to myself would be, Is my dream permeable? I usually involve many people when I develop a dream, so it must be capable of receiving love.
2. The biggest obstacle I want to overcome is; Leaving someone behind.
3. My dreams usually call me. My mind works faster than many people that I connect with. I think the “call” comes with the fascination of what’ll happen when my dream becomes reality. It’s pretty amazing.


Jonathan July 13, 2010 at 5:42 am

That’s an awesome way to evaluate your dreams Daniel. I think community and interdependence is an underrated aspect of following your dreams.

Goldenah July 10, 2010 at 10:55 am

* What is the biggest question you have when it comes to following your dreams?
I don’t know how to do it. I have lots of lists, lots of plans, and they go nowhere. I’m confused by it. I’m not organized. It becomes a jumbled mess. Not sure how to find that straight path there.

* What obstacles do you want to overcome?
Fear of failure or perhaps success.

* And… What calls you to follow your dreams?
I have this ideal, and sometimes I get close to it and I know I will be satisfied by it. It makes me happy. I want to live my life doing it all the time.


Gina July 10, 2010 at 12:19 pm

* What is the biggest question you have when it comes to following your dreams?
Sometimes I have so many ideas I don’t know where to start and get overwhelmed and end up not accomplishing much.

* What obstacles do you want to overcome?
The feelings that because I don’t have a certain degree or certification, I can’t do what I’d like to do.
* And… What calls you to follow your dreams?
My life experiences that have helped me to ‘wake up’ has stoked a fire within me to share and help others see that they really do have the choice to make their life what they want.


Jonathan July 13, 2010 at 5:44 am

Ahh, these are very legitimate concerns Gina. Not having a clear focus and the questioning of whether or not to get outside credentials can be a big deterrent to following your path. Thank you for your feedback.

Chrissy @ Eat Your Career July 10, 2010 at 5:56 pm

Woo hoo! I’m the one who sent that email and it’s absolutely TRUE! Reclaim Your Dreams changed the way I was looking at my options. It helped me break through limits in my thinking and, once that happened, I found opportunities that I never knew existed. My empire is growing….very slowly…but it never would have even started with Jonathan.

The RYD worksheets were also really, really helpful. I’m a big fan of writing and these worksheets forced me to put complicated thoughts into words. It was hard but totally eye-opening.

Now, to answer one of the questions asked: What calls you? I’m fascinated to see what I can accomplish. I love helping people and feeling like I’m making an impact. My goal is to push myself as far as I can go and make the most positive impact I can.


Jonathan July 13, 2010 at 5:45 am

Chrissy, you are so helpful. Thank you for offering your feedback and allowing me to feature what you wrote here. I know that whatever you decide to do, you will see it to becoming a reality in the world.

Kate July 11, 2010 at 4:40 pm

I think the biggest thing for me these days is that I don’t actually know what my dreams are anymore. There are so many people out there telling me what I’m doing wrong in my life…and giving me advice on what I should do to fix it that it’s all becoming scrambled. I don’t know what I want to do.
There is still something deep down calling me, but I can’t really understand what the voice is saying anymore.


Jonathan July 13, 2010 at 5:47 am

You’re not alone Kate. This is not as uncommon as you might think. Reclaim Your Dreams will definitely be helping with this.

Megan July 11, 2010 at 6:00 pm

Biggest Question: How can I summon the energy for this? When I think about what it would take to follow my dreams, sometimes I feel very tired.

Obstacles: Both of my parents struggled with feeling worthy of their lives. I do too. I had a rough upbringing and spent a lot of energy in my first 40 years overcomimg major obstacles and working through all the related issues. Although I give myself credit for that, I’ve never felt grounded vocationally, and that’s the one piece I fear may never fall in place for me.

What calls me: I can’t fit into a traditional job for very long and feel sane. I like to follow my inner rhythms.


Jonathan July 13, 2010 at 5:49 am

That must not be a very exciting place to start from. I’m sure that some refocusing of your energies could help, as well as focusing more on your inner rhythms, as you’ve said. I will be talking a lot about both of these issues.

Martin Wildam July 12, 2010 at 1:05 am

I do not agree to the paradigm of “all is possible, if you want it” and the like. A lot of dreams are unrealistic. Everybody has limits and when dreaming, those are often forgotten.

There is a prayer, I read somewhere: God, please let me accept the things I can’t change.
God, please give me the power to change the things that can be changed
And please give me the wisdom to distinguish between those two.

I would append another sentence:
And please let me know what the price is for the changes I am going to do.

And I think this is a major question: How to find out, which goals are out of reach, and which can be achieved with what effort.


Jonathan July 13, 2010 at 5:50 am

Ahh, that’s the Serenity prayer. It’s one of my favorite prayers. Okay, to be honest, I don’t know very many prayers. But I still like it a lot. :)

Grace July 12, 2010 at 1:30 am

The biggest question I have when it comes to following my dreams:
My biggest question has always been, what happens if I fail? Three years ago I made a huge decision and sold my house, quit my job and moved to the other side of the world. I didn’t have a job lined up, and all I had was a backpack and my CV. Well, I did it and lived and worked in another country doing something completely different for two years. Due to illness I had to return to my home country for treatment. What I realised was that I didn’t fail. It was a great experience. It didn’t work out exactly how I imagined, but it didn’t matter!

Your previous post about “permission” really spoke to me. My questions always seem to revolve around “am I really allowed to do this”, “have I earned it”, “do I deserve it”, “am I letting other people down” and ultimately… I end up asking myself “what will other people think”? I find that there is always a reason not to do something when I start to ask these sort of questions.

What calls me to follow my dreams:
I only have one life to live. I never want to look back and wonder “what if…” I don’t want to be 90 years old and look back on my life and wonder about all the opportunities I didn’t seize because I was too afraid.

The only thing I would add is that I need to allow time for my dreams to permeate and ideas to unfold gradually. I no longer put deadlines around when I need to achieve certain goals. Instead I go with my instincts and when the time is right, I know it. I just trust myself to keep day dreaming an allow ideas to unfold.


Jonathan July 13, 2010 at 5:53 am

Wow, that is incredible Grace. You had the courage to do what most people only dream of, or talk about doing. Thank you for sharing your story.

The need to move past other people’s opinions and ideas about what you should do (whether they’ve actually expressed them, or it’s just in your head), is an important milestone. It’s something that I’ll be spending a lot of time with.

The Dropout Kid July 12, 2010 at 6:27 pm

I think our dreams shape who we are. Without dreams and visions we perish under the sands of time. This is what i believe. It may be contradictory to popular demand, but so is this personal development community.

Anyways, I have no particular question for you, just a “fan” of the blog. I think you’ve done well and wish you more and more success.


Joseph Jin July 14, 2010 at 8:14 pm

A big part of my conscious energy is spent just searching or wishing for a tribe or group of colleagues who have the same aspirations. I would even welcome rivals that could spur me on in a competitive sense.

The feeling that I’m doing things alone can be paralyzing at times. An abstract goal, no matter how much I believe in it, doesn’t mean much to me unless it involves real people. In the past, I’ve seen my motivation and willingness to take on new challenges increase tenfold if I clearly sense that there are others in the same arena with me.

My fondest dreams have never been monologues.


Nina July 15, 2010 at 12:02 pm

What is the biggest question you have when it comes to following your dreams?
For me the biggest thing is not really a question, it’s more of the ‘leap of faith’. I started freelancing in design at the start of this year through a series of events (don’t you just love synchronicity!) and at first I was scared that I wouldn’t get work or that I wouldn’t be able to support myself. But the leap of faith is the crucial thing .. when you jump, the ground is created underneath you. I found trusting that really difficult before I did it, but tried not to think too far ahead of myself, just concentrated on one step at a time and things just came along at the right time which led me to the next progression. And I’m doing really well now!

What obstacles do you want to overcome?
For me the biggest thing is confidence that I can do it, especially when working for agencies that I find a little intimidating. I go through phases when I’m really confident and others when I’m not, so keeping that up is probably the biggest obstacle for me personally. The other thing is actually defining what those dreams are (still not sure sometimes although to outsiders it may seem like I’m living the dream!).

And… What calls you to follow your dreams?
You just know that you’re not happy and can’t place why. It helps to have friends/people around you that think outside the box and I had a friend who encouraged me to start freelancing. Having people around that say ‘why not?’ is good. I just wanted to be able to travel more and my personality is more suited to the constant change of freelancing, rather than being stuck in the same job because I get bored. Taking the time for self awareness and whether what you are doing fulfills you and matches your personality is important.


Aude-Noëlle July 22, 2010 at 2:17 pm

– What is the biggest question you have when it comes to following your dreams?
How do you manage to juggle with a busy day and fit in extra time to work towards your dream, and deal with financial issues that will rise?
– What obstacles do you want to overcome?
The main one is believing that it can be done, the 2nd one, believing that it’s worth it, the 3rd one, deciding.
– And… What calls you to follow your dreams?
Knowing that my life could be more fulfilling if I followed my dream. We only live once, if I don’t go for it, I will regret it always.


ProcrastWriter October 19, 2011 at 6:57 am

1) How can I follow my dreams and make sure I’m not gonna end up broke? I am the only income in my household so I have a lot of fear surrounding quitting my job to do what I really want to do because I’m worried I won’t make enough to support my household and we will end up broke/losing our house/eating conventional produce, etc.

2) I need to overcome my issues surrounding money–having enough, making it, saving it, etc.

3) The desire to do something worthwhile calls me to follow my dreams. Sitting in a cubicle behind a desk working for a company is not fulfilling to me. It’s not my true purpose in life. I am here to motivate, inspire and educate people.


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