March 7, 2013, 6:02 am

Does Entrepreneurship Get Boring?

by: MD    Category: Alternative Income
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I had lunch with someone I respect the other day to shoot the breeze about business ideas. We were talking various plans and techniques, until an interesting question was presented to me.

What about when all of this gets boring?

I must admit that I’m 25 and fresh out of school (well sort of fresh) and everything is still fresh to me. Launching new blogs, self-publishing, freelancing, and monetizing a blog are still so much fun to me. I don’t have any dependants or any real responsibilities. I’ve managed to save up some money and now don’t have to stress about much. However, the reality is that this might get boring one day.

What’s the other side of the reality check?

When you have a family or as you get older, you want a stable income, benefits, and a pension. You can’t just go with the flow forever. That was sort of my plan. You know, to just work on new ideas for the rest of my life.

This likely isn’t sustainable for the long term. Entrepreneurship can get boring just like anything else. The money can dry up. You can fall behind. Your lack of structure could work against you. There’s a lot that needs to be factored in.

Some of my friends are perfectly content with their 9-5 jobs. They just want to work, get paid, and move on with life. The evenings and weekends are for fun. Every single day doesn’t have to be fun.

Recently I’ve been thinking about applying for a full-time job. I feel like I’m ready for a new challenge. I also need some more structure in my life.

Are you bored of entrepreneurship?

When you make your first dollar from one of your own projects, you’re excited and hungry for more. You can’t stop. It’s an addiction. You want to keep on going. You want to quit your job and “follow your passions” forever!

Then your projects/business becomes a job. You have to respond to emails, deal with advertisers, add new content, re-invent yourself, and manage to do this without spending every single breathing minute on work. It’s easy to burn out or to get bored. Nobody really talks about the other side.

What about going back to work? Is it that bad? It’s important that we don’t talk in absolutes. As fun as it is to work for yourself, is it really for everyone?

How can you add excitement to your life?

I find that when I’m bored I just need to take on a new challenge. Life is boring without competition and a constant challenge. It’s easy to get sucked into the status quo where you’re just putting out fires instead of re-inventing yourself.

For this month my challenge is to be able to perform 100 executive pushups and to not drink alcohol for the month. The former is possible, while the latter is near impossible. This challenge is going to keep me on edge for the month. The next month, I’m going to work on a new challenge just to keep myself focused and enthusiastic.

When it comes to business, I try to take on a new challenge pretty often as well. I’m working on my newest fitness site, Kettlebell Rebels. This is going to be my next huge project. I’m going to be doing videos, pictures, challenges, and all sorts of cool stuff with this.

Okay, so what’s the conclusion?

I wanted to bring up the reality that even entrepreneurship gets boring. Quitting your job to work for yourself isn’t the solution to all of your problems. Maybe, you need to switch jobs? Maybe, you just need to challenge yourself more?

“Don’t bend; don’t water it down; don’t try to make it logical; don’t edit your own soul according to the fashion.  Rather, follow your most intense obsessions mercilessly.” — Franz Kafka

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I read the post a couple of time, and hope I understand your points/questions. I would suggest that if Entrepreneurship is defined narrowly as creating a business simply to make money, I might agree that it could get boring. If instead Entrepreneurship is broader, and a vehicle for you to create real value for customers, you will be forever infected, at least I am.

When I was 28, I left IBM with 3 friends, and over the next 5 years, we grew our company to 100 people before selling. I can’t claim that every day was perfect, but the rate in which I learned new things was faster than any other time in my life, even faster than college.

Just my 2 cents – thanks for listening.


You’re very right in that anything can get boring if you do it enough. But not everyone has the same mentality as you. Being competitive is a personality attribute that not everyone possesses. Things get boring and tedious, but some people would rather that predictable lifestyle because the unknown is scary. Sounds like your new project is something to look forward to and focus on, and it sounds fun!

[…] @ The Financial Blogger writes Does Entrepreneurship Get Boring? – What happens when your own business gets […]

[…] @ The Financial Blogger writes Does Entrepreneurship Get Boring? – What happens when your own business gets […]

Honestly, anything can get boring after while, I think, whether it’s your job or running your own business. Sounds like you’ve got a plan to shake up your routine though!

[…] @ The Financial Blogger writes Does Entrepreneurship Get Boring? – A look at the idea of getting […]