The Pioneer’s Dilemma

To leave the chasm behind, to cross it and not fall back into it, involves a transformation in the enterprise that few individuals can span. It is the move from being pioneers to becoming settlers. — Geoffrey Moore

I’m a startup junkie. I’ve learned to appreciate uncertainty and thrive in disarray, figuring things out without being hindered by bureaucracy. However, once the startup crosses the chasm and settles into something that resembles an enterprise-level company, I get cold feet.

These days, the word disruptive is usually depicted as something good.… Continue reading →