Do You Suffer from the Entrepreneur's Dilemma?

Posted on August 2nd 2014

Do You Suffer from the Entrepreneur's Dilemma?

You are expected to be a leader, an inspirer, a fortune teller, a geek, a talent producer, an accountant…the list goes on.

Entrepreneurs have a lot on their plate that’s for sure and that can either weigh someone down or lift someone to even greater heights – what about you? Which reaction do you have to the entrepreneur’s dilemma?

How to recognise the entrepreneur’s dilemma?

How do I work on the business when people need me to work in the business?

How do I gain all the skills that I need without diluting my enthusiasm for why I started this business?

How do I focus when I have to spin all these plates e.g. finance, marketing, sales, talent etc

How do I stay motivated to the dream when you get weighed down with the everyday issues of business?

The Entrepreneur’s Dilemma is a test  you need to pass each day before you can be successful

And just like any other test you need to study, practice, fail and start over again before you become proficient!

However there are some daily questions that you can ask to see if you are ready to be lifted by the Entrepreneur’s Dilemma rather than be weighed down by it.

  • Do you choose how you spend your day or do you allow yourself to be distracted? Be clear, when you are not working on creating customer experiences or on tools that will allow you to create fantastic customer experiences (e.g. funding) then you are allowing yourself to be distracted. Ask yourself at the end of each day “Was 90% of my working day, working towards my goals?”
  • Do you decide the best way to spend your time – a limited resource? Yes, you can learn to do everything and yes that will mean not paying someone else to do it BUT….REMEMBER….not paying someone else doesn’t mean it doesn’t cost YOU. Remember time is limited so ask yourself “Is the cost of paying someone else less than the value I can create if I outsource it?”
  • Do you hold a meeting with yourself weekly? Sounds strange right? But you invest time with others, you create time to build relationships and too often entrepreneurs forget the most important relationship…..the relationship to their inner motivation and inner self. Hold a meeting to make sure that you are happy with the work that you are doing. Hold a meeting to be honest about whether you are avoiding failure or even fearful of success. As an entrepreneur you can ignore your own feelings…don’t….you are the heartbeat of the brand and you need to be healthy!

Being an entrepreneur needs you to inspire and motivate YOU before you can motivate or inspire people to want to  buy from you.

Being an entrepreneur brings freedom but with freedom comes responsibility. Those annoying dilemma’s are lurking, waiting for you to ignore them so they can make life hard for you. Dilemma’s though can be vaccinated against by understanding them and by dealing with the dilemma’s head on.

See the dilemma. Decide how best to address it. Act. Review.

Do that and the dilemma starts to whither and look for another entrepreneur to go and bug…someone who hasn’t your strength to fight it, someone who hasn’t your awareness that success as an entrepreneur starts with YOU.

The post Do you suffer from the Entrepreneur’s Dilemma? appeared first on The Engaging Brand.


Anna Farmery


Well, I qualified as a Chartered Accountant with KPMG before joining the printing industry as a Financial Controller. I was lucky that I worked for a truly inspirational leader who recognised some kind of talent for leading people and at the ripe old age of 25 I was promoted to Managing Director. I knew then that I loved developing and inspiring people to bring out that talent that I believe is inside all of us.

I continued in industry working for FMCG companies for 20 years latterly as a Group HR/Finance Director for a major worldwide brand but then decided to establish my own company - The Engaging Brand.

I guess that I am really proud of building The Engaging Brand as I started with a budget of only £500 and now it is a successful thriving business that has helped many others achieve their dreams – all done through social media. Engaging people internally and externally with your brand is so important and I love helping people find innovative ways of engaging people in this hectic modern world.

The Engaging Brand was my dream of working with passionate people who want to grow their businesses through social media – often on tight budgets.

Much of my time is spent speaking and delivering workshops on branding, social leadership and social media.

As for my style well, I love this quote from a Melcrum event that said I was  "a ball of energy and crammed packed of ideas".

I also produce The Engaging Brand podcast - nominated six years running for the Best Business podcast – which is my way of giving something back to the business world which has been so wonderful to me. The show interviews a wide range of people looking for creative ideas of how to develop both you and your business.

And a recent addition to the CV is a 1st Class Honours Degree in Law, which I am very proud of and hopefully will be progressing on to a Ph.D researching social media and the effect on the modern employment contract.

If you want to contact me directly to see how I can help you grow your business then you can

Phone me on +44 (0)7914 381864

E-mail me at [email protected]

Or engage with me on twitter at

Awards and Recognition

The Engaging Brand names in Top Leadership Blogs
The Engaging Brand is in Top UK Online Marketing Blogs
The Engaging Brand Blog in the Power 150 Of Advertising Age Blogs
The Engaging Brand podcast voted in Top 10 of Small Business Radio
Nominated for Best Business Podcast at the Podcast Awards 2007, 2008, 2009, 2010 and 2011
The Engaging Brand podcast voted in Top 10 Marketing Podcasts
Voted in Top 16 Most Valuable Podcasts
Listed in the Small Business Top 100 Small Business Trends
Reviewed on Cool Podcasts
Voted 21st in the Top 100 Best Business Blogs
Top 25 Marketing Blog
Named in 100 Best Career Resources for Grads and PhDs by

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