Young Upstarts

All about entrepreneurship, intrapreneurship, ideas, innovation, and small business.

You’ve Had Some Success With Your Entrepreneurship, What Now?

Skeptics who haven’t encountered many success stories in this genre hear “unemployed” when someone says he’s an “entrepreneur”. The truth is that many of the biggest success stories (think Mark Cuban and Arianna Huffington) are people who went the entrepreneurial route. defines “entrepreneur” as “a person who organizes and manages any enterprise, especially a business, usually with considerable initiative and risk.” That risk is exactly why a good entrepreneurial success story is always so inspiring. What people might not tell you is that once you succeed on this venture that has been your focus so long, you might actually feel a bit lost.

If you’ve had some success with entrepreneurship and are thinking to yourself, “What now?”, we have some suggestions.

Sell High.

If your business is performing like the well-oiled machine you hoped it would be and then some, you’ve likely got bigger companies eyeing it. Now is the time to decide if this is your lifelong baby so you’re going to hold onto it, or if you’re ready to sell it to the highest bidder. If you want the best of both worlds, you can always sell with the caveat that you become a board member, so you’ll still have a say in how the company is run. This is what you’ve been waiting for, right? Now go for it.

Take a Breather.

Being a successful entrepreneur means you are a highly and internally motivated self-starter, and what this also might indicate is that you are a workaholic. Even the best minds need to be turned off once in a while, though. If you’ve just sold your business for a large sum or simply have it going gangbusters, it’s time for you to think about doing the things you missed while getting it off the ground. Travel. Visit with family. Take a vacation or two. Doing so will allow just enough rest to make sure you’ve got the energy for life’s next challenge.

Plant Some Roots.

A lot of entrepreneurial ventures require long hours and travel, so you likely were living out of a suitcase for a while. That kind of life can be fun on a temporary basis but now that you’ve had success, you might think of planting some roots in an area you love. Whether it’s to provide stability for a family or simply to be part of a community, settling down can be one of the most exciting life decisions. One thing you’ll want to do is to buy a house, and can help. It’s not without stress but now that you’re (hopefully far) in the black, you’ll have the time to have some fun with this.

Spread Your Knowledge.

Many entrepreneurs want to scream their successes from a mountaintop, and who can blame them? They’ve often been the brainchild of an incredible project, have gone out and gotten the funding, and put in the blood, sweat, and tears needed to get that off the ground. Why not share that entrepreneurial spirit with others? From writing a book on being a “mumpreneur” and going on a public speaking tour to teaching a class and creating an online manual, there are plenty of ways to share your two cents with others. And the good news is you’ll make much more than two cents for doing so.

Start Your Next Venture.

Even if you’re suddenly a millionaire (hey, it happens), your entrepreneurial spirit likely lives on. Once you’ve taken the time to perhaps buy a house and satisfy your wanderlust, it might be time to turn to your next project. You’ve surely already got your next big thing in mind, so form your idea into a business plan, hire your dream crew, and dig into your love of start-up ventures. This is where you truly shine, so why fight it?

There is life after entrepreneurship. Whether you take some time off, retire, or are on to your next venture, just make sure to move forward in a way that will allow for no regrets.


Young Upstarts is a business and technology blog that champions new ideas, innovation and entrepreneurship. It focuses on highlighting young people and small businesses, celebrating their vision and role in changing the world with their ideas, products and services.

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