entrepreneur Archives | The Midlife Entrepreneur

Trials and Tribulations of an Aging Entrepreneur: When You Realize You Can’t Do It All Anymore

Saturdays are the busiest day at our retail shop, especially during the summer tourist months along the Blue Ridge Parkway. And this was the last weekend in July, absolute peak season, so we were expecting quite a crowd. My husband Tim and I were up early to get ready for our hectic day, and just…

Entrepreneurship after 50: Is It Right for You?

By Karen Wylie |

Entrepreneurship after 50: which path to choose?

Many midlife entrepreneurs choose to create their businesses backwards. They back into entrepreneurship after 50 rather than actually choose it. After trying to find a job without success after a year or two, I’ll hear a midlifer say, “I guess I’ll just have to start a business.” And that statement right away lets me know…

Are You an Armchair Entrepreneur?

By Karen Wylie |

armchair entrepreneurs over age 50 need to understand who they are now before starting a business.

If you’ve found yourself analyzing businesses you see or deal with regularly, you’re probably an Armchair Entrepreneur. That’s what I call someone who thinks frequently about becoming an entrepreneur and often wonders what it might be like to own their own business. Armchair Entrepreneurs have been sitting in their comfortable chairs (sometimes for decades), slaving…