4 To-Dos for the 'Someday' Entrepreneur - Adelaide Lancaster

I talk with a lot of people who want to start a business “someday.” And as a result, I often think about the factors that determine which “someday” entrepreneurs will actually become business owners, and which will continue to say “I wish” for years to come.

Surprisingly, the ability to take the plunge has a lot less to do with people’s personalities, and a lot more to do with how accessible and familiar the experience of entrepreneurship is to them. Those who can picture themselves running a business often do. And those who continue to think of entrepreneurship as a big, scary thing that other people (perhaps more gregarious, sales-oriented, or risk-tolerant people) do tend to never move forward.

So, if you, too, dream of someday being your own boss, an important first step is just getting acquainted with the nature of the beast. Here are four things that will help you do just that.

1. Make New Friends

One of the best ways to learn what entrepreneurship is really like is by getting to know some entrepreneurs. Not necessarily the fancy, media darling types, but just normal, low-key people who work for themselves. To start, connect with entrepreneurs who match your own demographic—it helps you to start thinking “hey, if they can do it, so can I!” But be sure to branch out from there, and also to meet people in a wide variety of industries. There are lots of styles of entrepreneurship, so the more diversity you can experience, the better!

If you don’t know any entrepreneurs, just start asking people to make some introductions. Or, join groups on LinkedIn or Facebook and start paying attention to the discussions that are happening. Ask someone you find interesting to have coffee and take it from there. Pick their brain about useful resources, groups, or meetings, and see if they can introduce you to even more entrepreneurs.

2. Pick Some New Role Models

In addition to making some new pals, it’s important to identify role models who are a little more established in the business world. You might not be able to take them to coffee, but you can learn a lot by observing them and their companies from afar.

Select three brands or companies that you like and admire. Find as many ways to follow their leaders as possible—be it their blogs, articles, or Facebook profiles. Read their books if they have them. Read their press and interviews that they’ve done. Think about how their personalities and leadership styles have shaped the brands and the companies they run. Stay abreast of their company news, and take note of what they share about their own experience.

3. Fall in Love with Small Business as a Customer

There’s a certain romance to small business. As a customer, there’s always something more special about the experience. Sometimes it’s witnessing changes over the years, other times it’s the connection to the owner, others it’s the attention to detail that’s given to the product or service.

And there’s a lot to learn from that! So, in addition to making friends with entrepreneurs themselves, it’s important to also make relationships with some actual businesses. Think about the small businesses that you currently patronize, or the new start-ups whose products you love. What do you know about their owners or story? What are their goals and where are they going? What do they do that’s memorable, distinct, or unique? What do they do particularly well? Thinking about your own experiences as a customer will give you tons of insight into running your own show.

4. Demystify “Business” Speak

Most would-be entrepreneurs get scared off by the “business” side of things. They overestimate the skills and knowledge that are needed to run a business and assume that there are huge mountains to be climbed and learning curves to overcome before even getting started.

But it’s important to confront the monster under the bed—it’s not as hard as you might think, and you certainly don’t have to have an MBA to do it. Pick a small business magazine like Inc. or Fast Company and invest $15 to get a subscription. Peruse it each month, but feel free to read only what’s interesting to you. You’ll soon see how un-mysterious business can be. From behind-the-scenes business profiles to questions about how to handle particular challenges, you’ll begin to learn a lot about the experience of entrepreneurship.

As you start talking to people, expanding your reading list, and thinking more and more about the what it’s like to be an entrepreneur, you’ll soon see that it’s not as big and scary as you might think. And that “someday” will inch a little bit closer to today.