That’s a great question Eric. I would like to think I’ve become more attuned at recognizing whether a problem is “difficult” or not early on. Codifying it is a bit more complicated. Also, it may be different for everyone, and dependant on the situation. For example, I may find it difficult to clean your kids poop, but you may find it to be a small challenge that, although hard now, is part of a greater arch — your child’s development.
What is a Red Flag For Me?
I think my spidey-sense triggers when there is a lack of interest for improvement from those around me (either for the product or in one’s own craft). Reason being, when the opportunity for a hard problem comes up, chances are you will be spinning your wheels around micromanaging, organizing, and convincing more than on iterating, ideating, and producing. Sure, one can succeed at all those things, and sometimes (in any situation) the requirement to motivate will be required. However, for those that are committed to the status quo, a “don’t touch it if it ain’t broke” mentality, or a “why should I” instead of a “how should I”, mind set — you will waste immeasurable time and money. That loss will ripple into your market position (or your life positioning) and, as I mentioned in the post, after overcoming the challenge you may only end up at square one.