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What it Really Means to be an Entrepreneur

Posted by Jim Benson on February 12, 2020

Deciding to be an entrepreneur, your own boss, sounds great in concept but as I mentioned in my last article, the day-to-day life of operating your own company is far from the glamorous images most imagine or perhaps see on television. I have heard countless times how I must have it made being my own boss, no doubt I must be rich, live in a mansion, have at least five cars in the garage, and/or I must really struggle every day to get out of bed to go work on my golf game. If all this were true I am all but certain everyone would be an entrepreneur! The fact of the matter is starting a company, and being your own boss, is the most gut wrenching experience you can pursue professionally.

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Topics: Entrepreneur

Reflections of a CEO

Posted by Jim Benson on February 17, 2016

It was the best of times, it was the worst of times. I always envisioned starting an article about a personal experience in my life with those particular words. Five-Star Technology Solutions was a dream in 2003-2004 that became reality in 2005.


A few of the most common questions I am asked is why I created the company, where did the name originate, and how did it become what it is today? I have been asked to write a book and perhaps one day I will do just that to help others who are interested in understanding the mind of an entrepreneur. The sacrifice and willingness to succeed in business is quite honestly not for the faint of heart. For me, status quo has never been acceptable. This mentality most likely also explains my obsession with such things as being good at the game of golf. Anyone that has been around the education industry for any length of time has undoubtedly heard the phrase “that is the way we have always done it.” It was this very phrase I heard on multiple occasions, while working in a school district myself, that motivated me to create Five-Star Technology Solutions. The experience of growing the company has been challenging, rewarding, frustrating, overwhelming, chaotic, fulfilling, and stressful all at the same time. I will keep this short and sweet, saving additional details for the book later in life.

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Topics: Entrepreneur, business, Inspiration, reflect