These are based on actual messages. The questions are in italics.
I am not defending it, only reporting it. Please don't shoot the messenger.
We are not talking about you or me. We are talking about aggregate averages of human behavior. I have seen a wide variety of motivations and behaviors out there. Please try not the personalize this. What happens to you or your company may not be representative. (Like OOP, there are not many studies on the frequency of long-term planning. For that matter, planning success metrics appear to also be lacking.)
It is not that simple. The hire/fire/quit cycle is a bit shorter than the OOD payoff cycle. Getting feedback on prior (other company) successes and failures is almost all art and no science. References are a very imprecise hiring tool. Even if designers stay with one company, managers don't. Newcomers blame problems on the current crew, not the original designers. Thus, the mechanisms for long-term evaluations and feedback are very weak. Natural, artificial, and market-place selection depend on good record keeping. Natural selection uses the genetic code, for example. Also, in a fast-changing environment (most businesses), other factors are more important than long-term planning with regard to growth and survival.
There is a big difference between concrete, budgeted, long-term projects and long-term behavior. One is easy to measure, track, and reward, the other is not (and rarely done). Also, most CEO's are from a sales background. They always talk about the rosy aggressive future.
For example, a manager may decide that the company can save money by storing electronic copies of contracts and documents rather than using primarily paper. It is easy to measure that equipment and personnel are being brought in to do the project, but hard to measure (and reward) for seeing that the best long-term equipment is being selected and that best long-term design issues are being given proper attention. There are "hard" manifestations and "soft" manifestations. The criteria that is easiest to measure and see gets the most attention. That is human nature plain and simple. Please refer back to the auto mechanic example.