TMBA 458: Five Reasons You Won't Be an Entrepreneur Next Year

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Dan and Ian have been around the block a few times, and they have seen many entrepreneurs come and go.

What many don’t understand is that the majority of entrepreneurial success stories don’t happen overnight.

Nearly every sustainable path to wealth and freedom is a journey that can take years, and often decades to achieve.

This week’s episode is a list of the five common reasons that entrepreneurs will give up on their journey, or maybe not even embark on it in the first place.

If you identify with any of the reasons we mention on today’s podcast, fear not. You can use the knowledge and information we share on this show to help you get over your obstacles and further sustain your journey as an entrepreneur.


Listen to this week’s show and learn:

  • What happens when you aren’t desperate enough. (9:14)
  • How business failures can make you more employable. (13:58)
  • The risks of exchanging an existential hustle for a political one. (18:16)
  • Why you can’t be a serious entrepreneur until you get serious about your finances. (23:50)
  • How negative issues and personal problems can spoil your entrepreneurial career. (29:37)

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This week’s sponsor:

This week’s episode is brought to you by Empire Flippers. Empire Flippers are the leading specialists in helping entrepreneurs buy, sell, and invest in online businesses. Whether you are looking to buy or sell, Empire Flippers’ dedicated team will make sure you are supported at every step of the process. As a very special gift, the Empire Flippers are offering a free business valuation (A $300 value) exclusively to listeners of this show. All you have to do is visit for more details.

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Grab your copy of our book!

In the entrepreneurial world, it’s rarely questioned that “exiting” is the end goal of a smartly built business and a prestigious waypoint in a successful career.

In 2015, Dan Andrews and Ian Schoen sold their business for multi-seven figures, and although they don’t regret selling – there are many mistakes they made that were avoidable.

The book presents thought experiments designed to help you avoid similar mistakes.

Whether you are in the early stages of building a business or thinking of selling, this book is designed to help you build with the future in mind.

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Thanks for listening to our show! We’ll be back next Thursday morning 8AM EST. Cheers, Dan & Ian

Published on 09.13.18
  • Steven Pressfield has released a book “The Artist’s Journey”. It’s about the internal battles. I think you could write “The Entrepreneur’s Journey” ;)

  • I always viewed the last point as “close the door behind you”. You’re not storming out and slamming the door – but it’s clear, you’re out of that room and leaving it for the foreseeable future.

    I did this with my super secure, great government job. When I was taking leave at half pay or leave without pay, it was always the perfect excuse to return to Australia when things got tough. When I finally quit, I knew how hard it would be to get another job like that (think years of applications… to get a job), so forwards was and still is the only way.

  • haha thanks Eoin Bossman won’t appreciate you feeding me book concepts! :D

  • I also viewed quitting with a lot of finality. I knew that once that cat was out of the bag there wasn’t any going back – at least in any way that was legible to me. In my case my job was pretty unique and would be tough to replicate. What I didn’t know is that the act of quitting itself opened up an opportunity I had never considered (and I had I considered it, I’d have thought it a longshot) which was consulting… which turned out to play an important role in me being able to pay the rent while bootstrapping.

  • Each time I start to question & doubt if I’m cut out for taking the entrepreneurial path, you guys release an episode of the pod that has the answers, every time, it’s like you know! Thanks for putting this content out :-)

  • I can assure we don’t know much! I think its fair to say though that doubt is an important part or any enterprise. Good luck and thanks for listening

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