As I look back over several decades of owning and running a business, I’ve come to realize the enormous differences between being a business owner in my 20s, my 30s and now my 40s. I thought I’d share some of the differences here and would love to hear your thoughts about being a business owner at different stages of your life.
Me as a Business Owner in My 20s
I started my first business in my late 20s, an Internet company in the mid-90s which made me the first female and for a while the youngest female to start a full-service Internet company (Web hosting, Web development, online content development, online marketing, Web publishing, online/offline sponsorship opportunities). How can I describe what it was like to start and run a company in my 20s? Let me spell it out for you as bluntly as I can:
- I had no idea what I was doing.
- I was insecure.
- I was idealistic and too trusting of the wrong people.
- I was too emotional about business.
- I was impatient and insensitive to how my actions affected others.
Everything I did in my 20s and early 30s for and with my business came from the heart and the gut which somehow worked and hit this zeitgeist that catapulted me into a spotlight that was both bright and glaring at the same time. My insecurities led me to trusting the wrong people and giving in to them. I was a terrible boss, so freaked out by the huge responsibilities on my shoulders that I hoarded a lot of work, redid work that others did rather than empowering and mentoring them, and isolated myself from others because I was so lost and unhappy.
Me as a Business Owner in My 30s
After a two-year stint working in a government PR and marketing job, I went back out on my own with an online consultancy. Running this business by myself and with just me as sole proprietor was like night and day to my first business.
- I was more familiar with the joys and perils of running a business so handled them more professionally.
- I was more savvy about business in general and took things slowly and deliberately.
- I had proved I could manage others well in my previous job but made a conscious choice not to do so based on my preference.
- I was able to look at my business as a business and not get too emotionally tied to it so I could make sound business decisions.
Having my own home-based business really suited me. Working alone, on my own, was what I needed at that time. I continued to hone my skills, expand my clientele, and began to actually make a good living, something that entirely eluded me in my 20s.
Me as a Business Owner in My 40s
At the end of last year, I realized that my business had the potential of being bigger than just me. I had gravitated from straight online marketing to social media marketing and felt the energy and excitement that I had felt in the 90s with my first Internet company. I brought in an incredibly talented business partner with the goal of turning my little one-person consultancy into a full-fledged business.
In my 40s, I am simply a better person, and this informs my business decisions. I realized that I could craft a business that suited the way I wanted to live my life rather than have my business rule me. And I could offer this type of opportunity to others who were seeking the same kind of reversal of the usual “live to work” and instead embrace the process of “work to live.”
In my 40s, I am
- more patient with myself and others.
- more focused on living a good life and being a good person rather than being a good worker.
- more able to delegate duties with trust and empower others to do their best.
- more selective about who I trust and more able to surround myself with good, smart people.
- more secure in admitting what I don’t know and then finding people who can take over those responsibilties.
- more excited about being wildly successful in business as a means to an end.
My “end” is the desire to travel the world with my family and always discover, always learn new things.
So many changes. And I like where this life - and my work - is going.
How have you changed over the years in terms of running a business or doing your work?





