A Future Focus: A Generation of Entrepreneurs

A generation of entrepreneurs? Yes, in a short 11 years from now 75% of the workforce will be Millennials. So far only 7% of them have worked for a Fortune 500 company. They have had a tough time getting work and that experience has prepared them to entrepreneurs and you may have a hard time making them employees.

Finding a job is an entrepreneurial endeavor

According to futurist Thomas Frey:

“As most Millennials have come to realize, finding a job is an entrepreneurial activity. You’re selling your skills to the highest bidder, or most often, just anyone willing to pay for them. If you can’t find a full time job, a part time one will do for now. Even project work will be fine.”

As a result of this experience millennials have become savvy at getting work, generally part-time or project work. Due to their networking ability they are very good at it. Frey tells us that “Within the next 10 years, the average person who turns 30 will have worked between 200-300 different projects.” And he says “Their willingness to “do what it takes,” coupled with an innate ability to shift gears quickly, is positioning them for an adventure-based lifestyle with far greater freedom and an ability to select meaningful work, two things that mesh very well with Gen Y thinking.”


Tom Peters started talking about entrepreneurial workers 20 years ago when he introduced the concept of “You, Inc.” He, and others, such as Dan Pink, has predicted this change was coming for some time. But Frey says there are a number of factors that are contributing to this move, some of them dealing with how Millennials have grown up and some with the changing nature of work. Some of these key factors include:

  • Millennials will be the most educated generation to date.
  • They don’t want to work for traditional companies that ban the use of social media.
  • The desire to be entrepreneur is a mindset and profit is not their primary goal.
  • Because the tools to work remotely have improved considerably a company is no longer a “place.”
  • Companies are moving to keep the number of employees on their payroll as low as possible.
  • As a freelancer you have the ability to control your own destiny.

The adjustment needed

I am in agreement with Frey and others that this change is coming and we need to adjust to it. Businesses will have to change their models. There are a number of jobs that employers will have to give up some control on in order for them to use freelance labor. The nature of relationship will have to change with negotiations resulting in win-win relationships.

The biggest change that will have to occur is in how the government defines the “employment” relationship. In a freelance world what matters is results. In the current system, what matters is “time on the clock.” Under the FLSA the USDOL is not concerned about the quality of work or the quantity of work, they are concerned only about the time spent doing the work. That will have to change. We will have to move to some system of payment for projects completed. The whole concept of exempt and nonexempt employee will need to disappear. In fact the whole concept of “employee” as we know it will have to disappear.

The collection of income tax is also an issue. It is easier for the IRS to get their tax money from companies as opposed to workers, with employers currently paying half of the taxes insuring the government gets some money. That system will have to change in order for a freelancer system to work. Additionally the mindset of unions will also have to change. Freelancers don’t need the protection of a group. This may actually finish off the union phenomenon in the U.S.

Certainly there are problems associated with being a freelancer. Prior to the ACA it was difficult to get health coverage. With the ACA healthcare coverage will be available to freelancers. Though I think an even better system should be developed that has the insurance companies recognizing the freelancer marketplace and developing a product suited to meet those needs.

The future

Frey sees the future consisting of business colonies doing business with freelance labor. He says “Business colonies are an organic process of matching labor to projects for the exact duration of the contract. No more, no less. Overhead costs, compliance and accounting issues are all minimized to improve the overall efficiency of the operation…. the coming era of skill shortages will put talented people in the driver’s seat with many commanding increasingly high rates for their unique abilities.”

He sums it up by saying people in the future will not recognize the model of business we operate under today. I say he is right and the change begins NOW.

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Mike Haberman

Michael (Mike) D. Haberman, SPHR is a consultant, speaker, writer of HR Observations, and co-founder of Omega HR Solutions, Inc. After over 30 years in HR he got tired of the past and focuses here on the Future of HR. Connect with Mike.

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  1. […] I’m a Millennial. I was born in 1990 and have had my hands on electronics for as long as I can remember. For us, exploring the jungles of the web and adapting to new technology is more like an instinct rather than a skill. Often, we find ourselves instructing our more seasoned colleagues on how to install a web browser or we roll our eyes and chuckle while demonstrating how to upload a photo on Facebook for our parents. We work quickly, demand results even faster, and always hunger for more information and stimulation. […]


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