The Pragmatic Strategist

It’s Not a Career Path, It’s a Career Highway

As a career management advocate turned Entrepreneur Evangelist, I recently had an epiphany that clarified some of the change I’ve experienced over the past two years, as I’ve moved from my old life to my new one. I’ve been lacking an effective metaphor to describe both the process and my present (and potentially future) state. [...]

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Small Business Skydiving

As my year-end consumption of ‘top ten lists‘ continues, I came across one on Chicago Now called “The Top 10 Small Business Trends of the Decade” by Barry Moltz.  In the list he mentions several things that have all dovetailed together to define the changing nature of work — most centered around the pros and [...]

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Not Being Penny Wise and Pound Foolish

I love startups. I love the chaos. I love the insane hours. I love the energy. I love the types of people who are attracted to work on high-risk ideas with long odds. I love the culture that evolves around them. I love it all. I have spent my career hopping from one startup to [...]

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Why Customer Service Matters

Many people don’t think about it specifically, but know it intuitively: if you want good customer service, skip the big guys and go to a small company. In Small Business’ Competitive Advantage, I discuss that Customer Service is the magical pixie dust for small business. Think about your normal daily experience: if you need to [...]

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We Never Called it "Cyber Monday"

I’ve been feeling nostalgic this week. After so many years in ecommerce, supporting catalogers and retailers whose year entirely revolved around the Christmas season, I am almost at a loss for what to do if I’m not running around putting out fires from Thanksgiving weekend up until the week before Christmas. Strange as it seems [...]

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Tis the Season to be Independent

In Deck the Halls with Pink Slips I discuss the November round of layoffs at several big companies. Of course, part of what brought these to my attention is that a dear friend of mine got caught in the pre-holidays cut-backs at Adobe. Even worse, however, was the fact that my friend loved working at [...]

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Trick Questions

Some questions are just a trick. The interview process is full of these: there really is no right or wrong answer. The point is just to read something into which option you pick. My favorite of these is the famous one: “Which is more important to you: being liked or being respected?” As a boss, [...]

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