What I learnt from a successful serial entrepreneur

facesI really do love meeting people and discovering their stories. Last week I had coffee with a woman I’d worked with on a judging panel for a prestigious women entrepreneur event. So, not enough time for a long talk, but enough time for me to be intrigued and wonder “how did she do it?”

Meeting her at a funky cafe a few days later, I was ever so slightly intimidated. This woman had sold two businesses for several million each, and on her way to growing two more. And she had a very challenging start to her entrepreneurial journey as she started and financed a large business that scaled very quickly. Along the way, she remortgaged her house, not just once but three times.


When I asked her, how could she do it, take on that level of risk, she said she was very risk adverse. All her decisions were planned, thought out and scenarios assessed.

And here’s the kicker, she didn’t see it as a risk because she knew it would work.

She started that business, and her subsequent enterprises knowing they would be successful. Knowing that she would do whatever it took to make it work. Failure and fear didn’t enter her mind.

Everytime a new project was undertaken, or new financing required, she entered into it with intentions of a successful outcome. Thus for her, investing in the business, taking what others may see as a leap of faith, was the obvious thing for her to do. Her mindset set her up for success.

What difference would it make if we had the confidence that what we did for our business would have the results we wanted?

Would we:

  • Plan more boldly?
  • Start our business and invest in it?
  • Speak more energetically to potential joint venture partners?
  • Invest more in marketing activities?
  • Give up our day job?
  • Launch that new offering we have had up our sleeves?

To see what difference this would make, take a moment to reflect on the last time you started an initiative for your business. Did you plan it with a sense of confidence that you would achieve all that you wanted to, so you gave it your gusto. Or were you a little more subdued, tentatively implementing, with that nagging feeling that it may not actually work.

This is more than just “positive thinking”, it’s setting out to succeed and putting the activities in place to get the results you want.

I would love to know when you have started something with success in mind, and what difference it made to you. Please leave a comment below and let me know!



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