The Life of a Successful Serial Entrepreneur

2 Minutes Read

Episode 191

Ever wonder what it’s like to be an entrepreneur? Not just have one business and give yourself the label, but rather have it be your forever title. In this episode, I sit down with Stephen Halasnik, a true entrepreneur in every sense of the word. He’s a serial entrepreneur and has built 6 companies in the past 25+ years.

We discuss his businesses, the ones that have succeeded and failed, along with some advice for listeners. You do not want to miss this episode if entrepreneurship is tugging at you.

Here are three reasons you should listen to the complete episode: 

  • Discover how important being part of a group will be for your career.
  • Receive advice from a serial entrepreneur.
  • Learn what it takes to maintain an entrepreneurial career during financial hardships, failures, and crashes.

Episode Highlights 

Being part of a group

    • Stephen has been part of an entrepreneur group for over 25 years.
    • Everyone brings a different skill to the table.
    • Learn from each other’s experiences.  

Business is business

    • Learn the timeline of Stephen’s seven businesses.
    • He explains his most fun times happened when he was starting another business.
    • He didn’t exclude any industry when deciding what to do next. 

Stephen’s business strengths and weaknesses

    • He is highly skilled in marketing and getting customers to come to them.
    • His weakness is with details and contracts. 

Some entrepreneurial advice

    • As an owner, know your credit score and ensure that it’s better than a 650.
    • Keep learning.
    • Cut expenses at home until you’re able to give yourself a paycheck.
    • Ensure your idea works and that people will pay for it.

What Stephen would like to be remembered for

    • First and foremost, he’d want to be known as a fantastic husband and a fantastic dad.
    • Grateful and thankful that he’s able to live his dream.


3 Powerful Quotes

14:29 – “I was able to stay an entrepreneur because I saved my money. I saved my money. I knew that there were going to be bad times and outside of sometimes your control and because I had that money, I was able to stay self-employed.”

15:50 – “Businesses are business, they have income statements, they have balance sheets, they have customers you have you might have employees, it’s all the same.” 

31:10 – “Entrepreneurship is a marathon, not a sprint.”


About Stephen Halasnik 

Mr. Halasnik is a serial entrepreneur, having built 6 companies over 25+ years in the $5 million-$25 million revenue per year mark. One of his companies was on the Inc 500 Fastest Growing Companies and another was #1,031 on the Inc 5000 fast-growing list. Mr. Halasnik also is a co-author of a best-selling business book called Crash and Learn. He is currently the Managing Partner/Cofounder at Financing Solutions, Elite Funeral Funding and Al Di La, LLC. Mr. Halasnik is also the host of two very popular podcasts – The Entrepreneur MBA and The Nonprofit MBA Podcasts. He is highly followed by thousands of people and is a dynamic speaker about being a business owner, building companies & wealth, and life as an entrepreneur.


Mentioned Resources:

The Tipping Point by Malcolm Gladwell (book)

Financing Solutions website

Crash and Learn: Lessons in Business co-authored by Stephen Halasnik


Connect with Stephen



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Thanks for listening,

Picture of Darrell Evans

Darrell Evans

Darrell Evans is a serial entrepreneur, investor, and Co-founder/CEO of Yokel Local Digital Marketing Agency. He and his teams have helped businesses generate over $300M+ in revenue online. Every month, he leads virtual workshops teaching actionable strategies and tips from his experience helping companies market, grow, and scale.