10 Reasons to Love Being an Entrepreneur!

by Chris C. Ducker · 102 comments

ondon-mastermindWhen I realized I’d had enough of working for someone else, it hit me between the eyes – BHAM!

I was 35,000 feet in the air coming back from a month in Miami, where I had been working alongside the last ever person I would call ‘Boss’ (except the wife, obviously!).

Deep down he was a nice guy.

However, as a boss he was a terrible, micromanaging fiend from hell. To the point where he would receive a copy of every email I received – sometimes even replying as me – ridiculous, right?!

After that month with him, I’d simply had enough of the BS. I wrote my resignation letter on my laptop and when I landed in Hong Kong for my connecting flight, I hooked up to their brilliant free wifi, and hit ‘Send’. Never looking back.

A month later I launched my business, and it’s still operating now with over 200 employees and have expanded into two different verticals, too.

On Monday and Tuesday of this week I sat in the Aloft Excel London with 18 brilliant entrepreneurs as part of the London #DuckerMastermind Sessions. It was awesome. I knew I would enjoy it, and that the attendees would get lots out of it – but, it far surpassed all of our expectations, judging by all the tweets and emails I’ve been receiving since.


As you can see from the photo above, which was from Day 2 (different group on each day, with me chairing both), there was plenty of common ground between us all, but as with anything else, it got me thinking about why I love being an entrepreneur so much. So, I thought I’d condense it into a post, and share it with you all for some fun, and maybe a little inspiration.

Here are the ten reasons why I love being an entrepreneur so much – I’d love for you to share YOUR reasons, in the comment section below…

1 – Stick it to ‘The Man’

Being able to send that email to my last boss and truly ‘stick it to the man’ felt amazing. It was something that I had been wrestling with for a while. Everything from financial security and the fear (if I’m to be totally honest) of potentially falling flat on my face, came into play. But, when I made the decision to quit, once and for all, I did it, and I’ve never looked back.

2 – Work Your Own Schedule

Most days I will have ‘something’ on my schedule. But, having the ability to dictate when I work, when I’ll be ‘in the office’, available for meetings, etc., is freedom that I simply never want to let go of. If I want to take the afternoon off to play with my 4-year old, Charlie, then I can. You can’t do that working for someone else.

3 – Work Where You Like

Some days I work at home. Some days in the office, or Location63. From time to time I’ll work from a resort (one of the advantages of living in Cebu, Philippines) and other days I’ll prop myself up at the local coffee shop. When I’m not doing any of that, you’ll no doubt catch me working in airport lounges and in hotel rooms, as I travel extensively. I love being location independent.

4 – Work With People You Like

One of the major benefits for me, being an entrepreneur, is the ability to be able to pick and choose who I do business with. Life is too damn short to be stressed out by having clients that drive you nuts (I’ve fired several clients in the past) and to hire employees that either don’t deliver, or you don’t get on with. Teaming up with the right people is key to a happy working relationship, and as the ‘big cheese’, you get to call the shots. Cool, huh!?

5 – Create Your Own Opportunities & Destiny

Continuing from No.4, as well as choosing the PEOPLE you work with and partner with, as your own boss, you also have the ability to create your own opportunities by doing things like attending conventions, networking with like-minded people online and much more. In doing this, you shape, almost carve out your own destiny.

6 – Develop and Sell Products & Services You Love

I can honestly say that every product and service I’ve produced for my own companies I’ve whole heartedly believed in, and thoroughly love. The recent release of our VA Training Academy product is a perfect example of this. In just one week we sold lifetime access to hundreds of other business owners, realizing a dream that had been ‘in the works’ for over an entire year.

7 – Solve Problems and Make a Difference in the Process

Solving a problem for someone, or a company, is the time-honored ‘Sales 101′ strategy of business. Give people want they need to get over a hurdle and you’ll enjoy success. In the last 2.5-years we’ve had over 1,000 virtual assistants hired through the Virtual Staff Finder service – and as a result we’ve helped hundreds and hundreds of entrepreneurs bring calm to the storm, one at a time. That puts a massive smile on my face.

8 – Be the Boss

Being the boss is good. It feels good. Don’t get me wrong, it comes with it’s challenges, for sure (perhaps thats another post?!), but being known as someone that is ‘leading the way’ for a company and those involved in that company is a huge ego stroke, lets face it. As long as you keep it in check, stay focused and make sure that you deliver on promises (to staff and clients alike!), then you’ll be fine.

9 – Stand Up for What You Believe In

Being an entrepreneur also gives you the chance to stand up for what you believe in, and spread the word. I’ve been fortunate enough to be invited to numerous conferences and business events to speak on the subject of virtual assistance and outsourcing – strategies that I believe every business owner should be engaging in to build their businesses.

As you’ll see in the video above, I’m passionate about helping other entrepreneurs leverage time in a fashion that allows them to become more productive and successful. It’s situations like this that make me very proud to be in the position where I am.

10 – Affect Change in People’s Thoughts & Actions

And for me, the absolute BEST thing about being an entrepreneur is the ability to be able to change peoples perceptions about how ‘this or that’ should ‘be’. I’ve been in rooms where I’ve given presentations and literally heard pennies dropping as the attendees understand where I’m coming from and start to think about taking action on whatever it is I’m waffling on about!

When other business owners come to me saying that they don’t think that a virtual assistant can help them in their business endeavors I take it personally. Not in a bad way, but in a way that spurs me on to try and prove to them, without a doubt, that VA’s will help them and their businesses – in a number of ways. Then, after they take action by hiring a VA for the first time… I smile.

In fact, I smile a lot more nowadays, as an entrepreneur – than I ever did working for someone else!!!

So, there you have it – my reasons behind loving what I do, why I do it, and what it means to me to be an entrepreneur. This type of list will no doubt be a little different for everyone, but I believe a lot of the reasons will remain the same.

I’d love to hear your reasons. Comment below, please. 

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{ 102 comments… read them below or add one }

Pedro May 16, 2013 at 19:01

Hi Chris,
Those are great reasons indeed. I have a project I’m trying to make into a ‘business’, and your tips are priceless. I also listen to your great podcast.
All the best,


Chris C. Ducker May 16, 2013 at 20:49

Thats awesome, Pedro.

Happy that I can be of help, my friend.

What is your ‘project’…? Please feel free to share with the tribe.



Pedro May 16, 2013 at 20:57

Thanks Chris,
It’s a site for the Portuguese Arts community (http://www.coffeepaste.com – in Portuguese, sorry). We have a classifieds section (auditions, castings, training), as well as articles and interviews with arts related personalities. We’re thinking of broadening out line of action, maybe producing an eBook so we can grow further, and hopefully make some money.


Chris C. Ducker May 17, 2013 at 18:19

Awesome stuff, Pedro.

Looks like you have a strong Facebook community already – utilize that to build traffic to the site, and I think the idea of a podcast for you might be a good one, too – you could record in coffee shops and the background noise would be awesome to hear!

Just an idea for you, my friend.



Pedro May 17, 2013 at 18:31

That’s an awesome suggestion. I’ll sure consider it. An Arts related podcast from different coffee shops :) Do you have any resources for coming up with interesting topics to discuss?
You rock!


Chris C. Ducker May 17, 2013 at 18:49
Pedro May 17, 2013 at 18:52

Thank you so much Chris! I’ll keep you posted.


Pedro May 17, 2013 at 20:39

I’ve read and loved your Problogger guide. Regarding your idea of recording in coffee shops, do you have any tips tech wise (would an iPhone do, for example)? Quality is of course important.


Pedro May 21, 2013 at 23:26

What would a good setup be, in terms of quality, but able to be mobile (to use in coffeeshops for example). Can you or any other of the commenters point me to a good resource?


filipe May 21, 2013 at 23:41

Hi Pedro. I’ve made some search for you.

Check this Pat Flynn’s blog post:
Also check this page (recommended by Pat himself too):
(note the Roland R-05 Digital Audio Recorder that he recommends)

Good luck! Boa sorte!


Chris C. Ducker May 24, 2013 at 16:57

Thanks for the additional resources, buddy!

Both Pat and Cliff are excellent at what they do, in regards to their podcasting.


Chris C. Ducker May 24, 2013 at 16:56

Filipe’s links are spot on. Especially Pat’s tutorial videos. They’re are great.



John Colley May 16, 2013 at 19:05

Hey Chris

As a participant in the Mastermind – I’m the guy typing on iPad while everyone else is talking! – I can confirm it was an amazing experience.

I think one of the great things about being an Entrepreneur is that you can decide for yourself how and when you share rather than do everything against a timeclock and a rate chart. Giving of your time and experience is not something “the Man” wants you to do because it does not help his bottom line.

Giving and Sharing of your time and experience helps your bottom line in the long term because what goes round definitely comes round. Serendipity is another word for the same thing!

Thanks again Chris for a Great Day!

Best regards


Chris C. Ducker May 16, 2013 at 20:50

Thanks for all the kind words, John. It was great to see you there and to finally meet in person.

Glad you got so much of our the day.

Until next time!



Tung Tran May 16, 2013 at 19:14

Haha you make me feel that I’m so lucky for not having been worked for anyone, Chris.

The reason why I love being an entrepreneur (internet entrepreneur to be exact) is the ability to follow my passion and do what I love to do.

I built my first websites when I was 13 as a way to learn coding. Then I became a blogger in order to help people by sharing many great tutorials. I still remember that the slogan of my first blog is : “Free Sharing Everything”. And then I releaze that I can make money from my websites. That’s the moment I decide to become an entrepreneur.

Thank you Chris for this inspirational article ;)



Chris C. Ducker May 16, 2013 at 20:51

I wouldn’t say you’re lucky for never having a boss. I learned a lot from EVERY boss I ever worked for.

It’s the breaking away that is so much fun :-)

But, it certainly seems you have an entrepreneurial spirit. So, keep moving forward!



Tung Tran May 17, 2013 at 10:14

Alright :D Everything has 2 sides. Do you want to be my boss btw ?


Chris C. Ducker May 17, 2013 at 17:53

LOL. Be your own boss, buddy!!!

You’ll make more money :-)



Tung Tran May 17, 2013 at 17:56

No, Although I’m not rich, money is not my biggest problem :) I’m doing quite well with my online business.

I just want to have a chance to work with you (for FREE) . You’re such a big inspiration to me.


Tung Tran May 17, 2013 at 18:01

I’m serious lol… I missed a chance for applying to become your intern last year as I was in high school but now I’m a free man =)


Chris C. Ducker May 17, 2013 at 18:20

Ah, okay! Well, I’ll keep you in mind for the future, in case anything comes up, buddy!



Tung Tran May 17, 2013 at 18:24

Thank you :) I’d love to work with you as a partner. Just shoot me an email whenever you need ;)


Nick Ellison May 16, 2013 at 19:26

Soooooooo many reasons, 1 in particular that has been so prevalent the last 2 years is defiantly choosing when I start work. I spend every morning with my son now, rather than having to be somewhere by a certain time. These years you can’t get back with all the money in the world, the 2 hours I can get back when he goes to bed. Love it!


Chris C. Ducker May 16, 2013 at 20:52

Awesome stuff, Nick.

The additional family time is always welcome…

Keep rockin’.



Carlie Hamilton May 16, 2013 at 19:54

Great post! I currently have a boss that does the sending emails as me thing! Arg.

I am looking forward to the day where I can step away from being an employee. I wish I had started earlier, but there is no time like the present. I have always enjoyed working on my own terms in my own time. I don’t mind spending 60 hours a week or more doing what I love and working for myself.

I think the biggest reason is this – even in jobs that I have loved, something has been missing, and that is that I was not doing it for myself. I was working on building someone else’s dream and business. I want to work on my own dream. Now I have the confidence that I can.


Chris C. Ducker May 16, 2013 at 20:53

“I want to work on my own dream…”.

You need to print that out, and put it somewhere where you will see it consistently, every day.

Do it. And send me a photo. Seriously.

Good luck and lovely to have you commenting, Carlie.



Quinton May 16, 2013 at 20:47

A) It’s Fun
B) It Pays
C) It gives me freedom

Great post, and I love the follow up comments!


Chris C. Ducker May 16, 2013 at 20:54

The comments are always the best part of ANY blog post I publish.

I love it…

Thanks for contributing, Quinton.



Kyle May 16, 2013 at 21:40

Thanks Chris…I’ve been following you for a few months and have really enjoyed your material. I am using you along with a few others to learn the online business world so I can achieve #1 on this list :) Keep up the good work!


Chris C. Ducker May 17, 2013 at 18:17

That’s awesome to know, Kyle – and thanks for your first comment. Nice to hear from you.

Appreciate the kind words, and stay tuned!



Ben May 16, 2013 at 22:04

Fresh, refreshing and reassuring reasons on being an entreprenuer. Thanks Chris.


Chris C. Ducker May 17, 2013 at 18:17

More than welcome, Ben – and thanks for the comment!



peter watson May 16, 2013 at 22:05

Truly great post Chris… love it. Got me thinking about my options when i become a web designer in a few months time. see i have spent the last year training with Computeach International and also have many ideas about taking advantage of the business beach lifestyle as i like to call it. lol. so the future feels good for me and i continue to follow all your content. Cheers Chris. keep up the good work.


Chris C. Ducker May 17, 2013 at 18:16

Business Beach Lifestyle… I like that! Although sand in the laptop is a b**ch!

Good luck with things.



Nick Loper May 16, 2013 at 23:03

#11 — Try new things! It’s been a ton of fun experimenting with new ideas and strategies I never would have been able to add my old j-o-b.

Love the entrepreneurial journey, and all it’s crazy ups and downs along the way. Sorry to have missed the mastermind but look forward to catching up with you in July for WDS!


Chris C. Ducker May 17, 2013 at 18:16

Yep – it’ll be great to meet you in the flesh, so to speak, for the first time, Nick!

Thanks for commenting, bud.



Patricia BT May 16, 2013 at 23:03

Hi Chris

Yes, your reasons are all resonating with me, I had enough working for someone else some years ago, even the job was good. And I enjoy to be able to be a “stay-at-home” mom on days, and working on nights… that’s very important to me.

About masterminding with you on Day 1, it was great for me, even though I didn’t make my message clear enough ;) Meeting you and all the s people was a blast!

Looking forward to show you more! a lot of that “more”-to-come resonates with your point #9

See you very soon


Chris C. Ducker May 17, 2013 at 18:10

Hi Patrica

It was lovely having you at the Mastermind on Monday. Yes, you got through the day without getting your message across as clearly as you hoped – however, I feel that re-pitching in the evening, and the subsequent posts on our Private Facebook Group have helped, no doubt.

Stay positive and focused. You are destined for great things, I’m sure of it.


PS. Thanks again for the lovely gifts for Erz and Charlie, as well as my Swiss chocolate, too!


Patricia BT May 17, 2013 at 18:56

Thank you Chris for your kind answer

“re-pitching in the evening” yeah, easier to explain at the bar!

Actually, the need of specific resources for non-English bloggers revealed quite difficult to explain to English-only speakers.

I strongly believe in my ideas, but I certainly must learn how to explain them (language is not the issue there, I struggle in French as well), I might need some Sound Bites course by Susan Harrow or 60-seconds KLT by Kevin Rogers :)

PS: You’re welcome, my pleasure! See you in Portland.


Chris C. Ducker May 18, 2013 at 18:10

Portland will be a great event.

Thoroughly looking forward to it. See you there.



Celeste May 16, 2013 at 23:07

Hi Chris,

I like your comments, but the part a out naming your own hours doesn’t apply so easily in my case. If I don’t answer the phones, help people with web site issues, etc. plus my normal business, it doesn’t get done. I hired a VA and it did not work at all. The reality is that when things don’t work, go bad, or you can’t find the right help, you have to be prepared to do it all. Finding affordable alternatives that mitigate these problems can be a challenge. That is the downside of being your own boss. Unless you make great money that makes it worth it, you’ll be working longer and harder than ever before. That is the reality for many entrepreneurs.


Chris C. Ducker May 17, 2013 at 18:09

Don’t let one bad experience with a VA (they don’t all work out, obviously – just like in the ‘real world’ of hiring and managing!) spoil the opportunity to use outsourcing to help run and grow your business.

Making good money helps, of course – but, you can still stand back and look at how you’re running your businesses to figure out more productive ways, I’m sure.

Good luck with things – and stay in touch.



Filipe May 16, 2013 at 23:15

Chris, I hate you! :-D
You keep sending me these killer blog titles and force me to visit your blog. That’s the AIDA technique right there! Congrats.

The joy of being my boss is that I can work at home, without having tight schedule and a boss over my shoulder, without spending 2h per day in traffic jams, tight lunch hour. I can indeed take a morning or afternoon out, but in honestly I rarely do it because I always have tons of projects in my hands and I tend to stick to a full 8h/day (this is better nowadays, because I used to work 12/14h per day).
What I love is the fact I can work for any customer in any corner of the world and connect to people from different countries and lifestyles.

Also, I don’t consider myself as my own boss, because each customer is like a boss to me. So in that perspective I have a handful of bosses :-)

Take care, Chris!

PS. I see that you are engaging with more folks from Portugal. Great.


Chris C. Ducker May 17, 2013 at 18:07

Hi Filipe

I love Portugal. I canot wait to visit again – it has been far, far too long… :-)

Traffic jams, lunch hours…. nah – let’s do what we want, when we want, huh!?

Thanks for the cool comment, bud. Glad you’re enjoying the content.



Darlene at BlogBoldly May 16, 2013 at 23:16

What Do I Love About Being An Entrepreneur?

Let me count the ways.. tho first I want to preface it with an “online entrepreneur” because I’ve been both and there’s NO comparison!

Why I Love Being An Online Entrepreneur (and so can you)

1) You decide how successful you want to be.
2) You can work anywhere, anytime (altho you MUST work!)
3) No employees, no rent, no physical products.
4) You get to wake up in the morning to see how much money you’ve made while sleeping.
5) You can help others get out of the rat race.

~ darlene


Chris C. Ducker May 17, 2013 at 18:06

Great stuff, Darlene. Love it!

Thanks for the additional insights and for commenting.

“You decide how successful you want to be…” – thats the money, right there!



Bernd May 16, 2013 at 23:32

Hi Chris,
What a great post! Love it.

All of your 10 reasons resonate with me. But #4 and #5 are my favorites: Work with people you like and create your own opportunities.

That is exactly what we did in our Mastermind session in London. Thank you so much for organizing this event and for bringing all these great people together.


Chris C. Ducker May 17, 2013 at 18:05

It was a pleasure, Bernd. And thank you for coming all the way from Germany for it.

I’d love to hold a Mastermind event in Europe one day – would be so much fun… :-)

Stay tuned!



Patricia BT May 17, 2013 at 19:19

Oh I didn’t know UK was not in Europe!! ;)

And let’s do the one in the Swiss Alps!

Bernd, it was very nice to meet you! See you soon again


Steve Wyman May 17, 2013 at 00:53

Hey Chris

I can relate to all your points except #1 just never felt that.

I really love the independence and freedom I enjoy. Self determination.

A really diverse and interesting group of folks from both days, very worthwhile the time ( I’m at the end of the table talking.. With hair lol)

The idea of a week or month long business retreat in or near cebu would be awesome

For me the greatest part of this journey is that even when you fall off the climb, which whilst it hurts is part of the territory. No place to blame anybody else.

Get back up acquire better knowledge, study and start a new route to the top.


Chris C. Ducker May 17, 2013 at 18:04

Love the optimism, Steve.

Keep rockin’ it, and stay focused – dont get side-tracked by all the flashing lights and dancing girls, okay!?



Steve Wyman May 21, 2013 at 01:04

I do my best :-) although bright lights have never distracted me :-)


Ronald Robinson May 17, 2013 at 01:01

Hello Chris

When the perfect time to use VA ? With the reasson the site not yet get me much money.
Please advice!

Thank’s & Regards
Ronald Robinson


Chris C. Ducker May 17, 2013 at 18:02

You’ll need to be making SOME money before you can hire anyone, right? Otherwise, how will you pay them…!?!

Just get to a comfortable level and then pull the trigger, even on a part-time basis at first. You’ll be off to the races in no time!

Thanks, Ronald.



ilias diamantis May 17, 2013 at 01:37

Hi Chris !

Hey , I see some familiar faces in the comments . Hi John , Nick , Patricia and Bernd !

The one thing I love most about being an entrepreneur is affecting other people’s lives . It’s not the money ( ok , ok it is the money up to a point ) , it’s the thanks for helping me that you get when you solve a problem .

Let me add two more points .

First is the element of surprise . You start with something in mind , a business idea. As it develops it takes a life of its own and ends up being something completely different . Facing the unknown is scary but also fascinating . On the other hand having a corporate job is the same people , same s…t .

Second is the community of like minded people . We genuinely want to connect and help each other so that we can all expand our businesses . When in the corporate word politics and backstabbing play the first role .

And here comes the power of masterminding . You have a group of people think with you about your business. This is powerful . After our mastermind session everybody got plenty of ideas about where to go from here . And some people left with something completely different and exciting from what they thought their business would be .

But even more valuable are the connections and relationships you make during these meetings . You are no longer tiny pictures in my screen . You are real people that I met , shook hands and I care deeply about .

One of the most valuable assets of us entrepreneurs is one another .

And until our next meeting …

Be healthy and smile !


ilias diamantis May 17, 2013 at 02:45

I haven’t forgot Steve . Posted while I was writing . Hi Steve . :)


Patricia BT May 17, 2013 at 03:47

Hi Ilias :)

I like your additional points!

Have a great day!


Chris C. Ducker May 17, 2013 at 17:57

Patrica – don’t you mean “Be Healthy and Smile…’….?!!!



Patricia BT May 17, 2013 at 19:12

That’s Ilias’ personal branding :)


Chris C. Ducker May 17, 2013 at 18:00

Great comment, my man!

Thanks again for coming along to the Mastermind sessions here in London. It was marvelous to finally meet you in person after conversing online for so long, and I hope it happens again very soon.

Keep smiling. :-)



TJ May 17, 2013 at 01:41

Hi Chris,

I am fairly new to your site, but I really like your stuff…just a note to say Thank You for the great content. Hopefully I will see you at a mastermind in the future.

#9 & #10 were the most compelling in my opinion. Taking charge and responsibility for our lives help us discover our purpose…which can unlock our true potential.

Cheers – TJ


Chris C. Ducker May 17, 2013 at 17:59

Thanks for the kind words, TJ.

Really appreciate your support and you reaching out for the first time, too.

Stay tuned. And yes, would love to see you at a future Mastermind.



Frederic Sune May 17, 2013 at 02:24

The most challenging step here is the one when you decide to be your own boss!
We or I can find tons of excuses not to go this way: kids, mortgage, debt, medical insurance… you name it!
I am not there yet but I am building a side business to take this step! I read all about your VA as well.

Thank you for sharing good information all the time!


Chris C. Ducker May 17, 2013 at 17:58

Thanks, Frederic.

It’s a tougher decision when you have responsibilities, such as children involved. But, with that being said – sometimes you just have to say ‘Screw it!’, and go for it…

Good luck with the side project in the meantime.

Stay tuned.



Justin G May 17, 2013 at 04:09

Thanks Chris!

I’m currently trying to start a small business on the side while holding a full time job and have been struggling with not having enough hours in the day. Posts like this are really encouraging and help me keep going!


Chris C. Ducker May 17, 2013 at 17:56

Keep it going, Justin. There is plenty of room out there for you and your site.

Just don’t give up, mate. Head down, keep working on it!



Ryan Cruz May 18, 2013 at 05:30

Family, Freedom and Financial benefits.

These are the top reasons I love being an entrepreneur. I’m not yet a “Full” entrepreneur because I do love my work, but my work is not stopping me from becoming one.

Can’t wait for the 1 Day Business Breakthrough in July with you and Pat!


Chris C. Ducker May 18, 2013 at 18:08

Hey Ryan

Looking forward to the event in SD, too. It’s gonna be a lot of fun and I’m sure a day for all involved to remember!

Thanks for dropping by.



Benjamin May 18, 2013 at 05:56

Great article Chris! Really inspiring. I agree with some of the comments so far- working in organizations proves valuable, but there is something mission. I believe it is the entrepreneurial spirit growing inside. Working on your dream is so powerful, knowing that you are creating something of value by helping others- it’s an amazing feeling!

Keep up the great work!


Chris C. Ducker May 18, 2013 at 18:07

Thanks, Benjamin. Appreciate the kind words.

Yep – little that fire burn inside is a great feeling… sooner or later, however, you gotta let it free!!!

And THAT’S an even better feeling! :-)



Dale Mercer May 18, 2013 at 08:42

Great post Chris. Can certainly relate to all those points. I remember working a job with people I didn’t like. They hate their jobs and you can see the pain in their eyes, but they are not willing to do anything about it. Very sad.

When I make it to Cebu, I’m taking you to lunch:-). No strings attached, just to say thanks for your great content,

Have a great weekend mate,


Chris C. Ducker May 18, 2013 at 18:09


Just make sure you let me know WELL in advance of your trip – I’m traveling extensively and would hate to miss that free lunch! :-)



Rayzel Lam May 18, 2013 at 14:21

I love that I can make my work fit into my life instead of my life fitting in around work. My son is 3 and a half, and I like being able to delay the start of a planned workday to read stories with him on the couch when he first wakes up before he heads off to grandma’s for the day. I will say there are times that I work TOO much and have a hard time pulling myself away since I get very excited about work projects and like to get a lot done in that respect, but at the same time, I do have the ultimate free choice to do or not do work at any given time.

Lastly, it just tickles me that some days I can work really hard all day and see that I’ve made next to nothing that day, but then the following day I don’t do any work at all, spend the entire day with my son and his friend while they play pretend, we go to the park, go get ice-creams, and I come home at 9pm to find that I’ve had a huge profit that day. That’s what is so neat about running an internet business and having a blog.

Thanks for the great post! It truly is rewarding to both help people, do something you love, and make a living, all in one package.

– Rayzel


Chris C. Ducker May 18, 2013 at 18:05

I know, right…?! I class myself as a very productive person (mainly thanks to delegation and my VA Team), but I also have those days where I feel like I’ve busted by butt the whole day and that nothing was really ‘achieved’. Then, the next day I’ll take it easy and lots of cool little ‘wins’ will take place.

Love it!

Thanks for commenting, Rayzel.



Annie Keeling May 20, 2013 at 00:00

I have held dozens of different jobs working for others to support my dance career – Dunkin Donut hostess, periodontal assistant, balloon twister, actor’s PA, book editor, costumed character (think Minnie Mouse and Tinkerbell), university dance professor, and ice cream truck driver to name a few. I learned valuable life lessons in every one of them.

Then I worked for myself- starting my own dance company and other businesses such as variety arts performing, writing/editing, and a children’s music education program. I have loved them all for many of the benefits mentioned in previous posts, almost all related to “heart” benefits. It has been a very full and wonderful working life.

Now I am ready to stop working hours for dollars and develop a practical and profitable online business to integrate heart and wallet. So I am looking to the best. You and Pat Flynn! Can’t wait for the “1-Day Business Breakthrough Mastermind.”


Chris C. Ducker May 21, 2013 at 00:48

Awesome, Annie.

Love the backdrop! Thank you for the insights.

Very much looking forward to meeting you in July, in SD.



Meron Bareket May 20, 2013 at 03:17

Wow, for me it’s so many reasons, but all boils down to: Because that’s the only thing I can be. I will never be happy doing anything else. Born to do things my own way.

Because of the reasons you mentioned, because of the people you get to share your journey with, because of the excitement, the paybacks, the challenges. Because you’re not a cog in a machine. Because you only live once. Need more reasons?? :-)


Chris C. Ducker May 21, 2013 at 00:53

Hey Buddy

“That’s the only thing I can be…”.

This ONE line sums up exactly how I feel now, more so than ever before. Congrats on being who you are, Meron.



Michael May 21, 2013 at 13:21

“Sticking it to the man” is something I’d like to be able to do and not look back. I think fear is the biggest thing holding me back. Fear of not having that steady paycheck, fear of not having/finding clients, etc. How would you suggest one to overcome these “fears” to be able to really “stick it to the man?”


Chris C. Ducker May 21, 2013 at 17:24

The fear level is different for everyone, Michael.

What might be the ‘line’ to cross (or not to!) for some will be far off for others. I suggest you have at least 6-months worth of living capital in your pocket before making any type of entrepreneurial leap, however. Especially if you have children.

With that in place you’ll be able to get to work on your venture feeling good about things, and not worrying about the immediate future.

Good luck and keep me up to date, okay!!!



Chris May 22, 2013 at 02:42

There are so many reasons- to be creative is one of them, I really love to create new blogs and I love how things get better and better. And there are so many things to learn in the blogging/marketing world, so that I have the feeling making progress every day. In my “offline job” I’m totally stuck!


Chris C. Ducker May 24, 2013 at 16:55

Keep doing what you’re doing, Chris. I’m sure everything that everything will come together nicely for you.

Thanks for the comment.



Angus Forrest May 26, 2013 at 21:31

I have never been comfortable working for someone else, I just can’t fully get into it. It’s for defo a way of life though, I find pretty much everything else has to take a back seat – it’s really all or nothing. You either completely go for it or you never quite get ahead – it’s quite a commitment. I think the important thing for an entrepreneur is to start young and make lots of mistakes early on – I wish I had instead if making them all now! I am excited by the prospect of doing online marketing with the help if a VA!


Chris C. Ducker May 26, 2013 at 21:51

Excellent stuff, Angus. Thanks for commenting.

VA’s can help you get the work done – but, they won’t come up with the plan (or very rarely!). Get things cleared in your mind first, and then get to work – this exercise might help:


Thanks again for spending time with the New Business Tribe today!



Sandy Gerber June 2, 2013 at 08:15

This is great, though I find that although in one instance you were able to ‘stick it to the man’ sometimes being an entrepreneur is like having many, many bosses. At that point financial security and even just ‘knowing’ what may come can be a hindrance to ‘sticking it to the man’ when clients give you trouble. But what IS great is that all your eggs are no longer in one basket. If you have to stick it to one man, it doesn’t mean you have to do it to all of them :)


Robert Koenig June 4, 2013 at 07:26

I could not agree with you more. Though it is necessary to not be the boss in order to be the best boss to others, I am thrilled that that part is over.

I especially agree with your point about choosing the people with whom to work. Many times in the beginning, even as the boss, I worked with people that I really did not like (both personally and professionally) and I just dealt with it. Finally I realized that I could easily change that and I did! Now I am very picky about who I hire and with whom I do business because it makes me happier, which in turn makes them happier and the work better.

Thanks for the post. You always have great things to say.


Chris C. Ducker June 6, 2013 at 22:30

Thanks, Robert. Appreciate the kind words, buddy.

Being picky, in my experience, is NEVER a bad thing! :-)

Keep rockin’.



Dan Dascalescu June 5, 2013 at 12:20

Great post! Reminded me of Steve Pavlina’s “10 Reasons You Should Never Get a Job”

Minor nit – it’s “*Effect* change” – http://grammarist.com/usage/affect-effect/


Chris C. Ducker June 6, 2013 at 22:25

Oh, THAT’S a great post. Thanks for linking it up, Dan.



Mary June 8, 2013 at 14:59

Hi Chris,

My sentiment exactly! I would rather be stressed out over stuff about MY OWN company than being stressed out over someone else’s company and making someone richer with my efforts. I know business is not as easy as it sounds and it may even be harder than being employed but with business, you will learn a lot, grow and build something that you can be proud of.


Razvan June 23, 2013 at 19:57

there are probably many more reasons :) thanks a lot for your tips!


Chris C. Ducker June 24, 2013 at 07:34

Indeed, there are.

Appreciate the comment, Razvan – thanks for dropping in.



Alvin Chadwick June 24, 2013 at 02:45

I’m glad that you’ve decided to write this article! These are great reasons as to why we should embrace being an entrepreneur!


Chris C. Ducker June 24, 2013 at 07:33

And there are plenty more, too, Alvin.

I could have made it 101 Things…!!! But, that would have taken at LEAST 10mins more to write! :-)



Cody Stevenson June 25, 2013 at 06:54

Awesome post Chris! The first part really hit home with me and I am working towards writing that same letter to the same type of guy! Then I hope to have the same list of reasons that you do! Thanks for the inspiration.


Chris C. Ducker June 25, 2013 at 09:45

Hi Cody

Ah, the moment of ‘truth’, as I called it at the time.

It’s scary. It’s exciting. And it’s life-changing…

Let me know how you do, buddy – I’m behind you all the way!



Daniel Persson August 4, 2013 at 06:12

Being an entrepreneur can be really hard with a lot of work. But it can also be really really fun.


Iain September 4, 2013 at 18:31

I wish I could say that I work for myself, but not yet.

That is something that I am working towards.

The main thing for me would be location independence. I would love to be able to live in a rural environment and run a business. It would give me the freedom to have a farm hopefully.

That’s what I am working towards.


Chris C. Ducker September 4, 2013 at 19:23

Then keep working towards it, man.

The ‘hustle’ plays part of it, for sure. But, it’s the overall mindset and attitude of the person that will eventually make it happen.

Would love for you to update me here when you hit that ‘screw it, lets do it’ moment, quit your job and go for it as an entrepreneur! :-)

Stay tuned, bud.



Andrea Paradis September 5, 2013 at 10:47

Thanks for the great post. As someone who is in the first stages of beginning a small business, I know how scary it is to take the plunge! These posts keep me motivated and the online community you’ve created in the comments remind me others have gone through the same things I am. Thanks!



Chris C. Ducker September 6, 2013 at 08:20

Hi Andrea

So happy that you enjoyed the post and that you resonated with it so well.

Good luck in your business launch – the comments on this blog are what keep me blogging. Plain and simple. I love reading them, and conversing with my online ‘friends’. So… welcome.

Stay tuned.



Alex December 19, 2013 at 07:54

I have been working online for quite some time now and I love being my own boss. It feels good to not have some boss to work for. Being an entrepreneur has been a dream of mine my whole life and I think it really speaks volumes to people to be able to say you work for yourself.


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