How do you meet conflicting requirements in your daily work? I don't know any rule of thumb, but it happens all the time so you have to watch for it.
How do you select employees so that they can meet conflicting requirements? How do you build a department that can handle muddled or conflicting inputs and still perform? Now that's an interesting question! And back in the day, I had some experience with it.
Years ago, I ran the documentation group in a small tech startup. On the one hand, we had strict procedures to follow when it was time to release a new design. On the other hand, we came at the very end of the design cycle, so by the time a project got to us it was usually late. It seemed like we never had the time we needed to execute our strict procedures.
In principle I should have pushed back against the organization, and to some extent I did. But I also recognized that this is what life is like in tech startups. To some extent, my department had to adapt to fit the organization, rather than demanding that the organization adapt to us. We had to work together to find a productive middle ground.
So whenever I hired someone new, I leaned into this dynamic during the interview. Over time, I found that one of my most useful questions was: "What do you do when you have to choose between Doing-It-Right and Doing-It-On-Time?"
I call that a useful question because I got so many wrong answers. In this context, a "wrong" answer means an answer that told me clearly, This candidate will never thrive in this particular environment, so they are not the right match for the job. Keep looking. Among the wrong answers that I got to this question were comments like the following:
- "I ask my manager." Sorry, but you are going to encounter some version of this conflict every week, maybe every day. You have to be able to work it out for yourself.
- "That's never happened to me." I don't know where you worked before, but that condition is a way of life here. I doubt you'll like it.
- "Always do it right. No matter what." My gosh, I wish I could agree with you, really I do. But that's just not possible. Most projects will be late, and we have to work with them somehow.
Well then, what were the right answers? There actually wasn't a single "right answer" that I was looking for. What I wanted was to listen to a candidate think through the problem. Successful candidates often started by asking me questions. What's the nature of the process hold-up? What's the priority behind the release? Can we change any of the parameters, so that the conflict disappears? Can we change the process, so it doesn't take so long? All of these were answers that gave me some confidence the candidate could make a sound decision in real life.
One of my favorite answers came from a local engineering student at UCSB, who was applying for a part-time internship. His last position had been working on the UCSB grounds crew over the summer, but he wanted a part-time job that aligned better with his studies. And when I asked him about Doing-It-Right versus Doing-It-On-Time, he gave me a concrete example.
Part of his job on the grounds crew was to trim the hedges. Now, UCSB has a large campus, so unless you have an army of hedge-trimmers you can't trim the hedges all at once. You start with this hedge here; but when you finish it and go to trim that hedge over there, the one you just finished starts growing some more and pretty soon it looks ragged again.
For most of the summer that's no big deal. There was a plan for what to trim when, and he cycled through the plan. But at the end of summer, the school holds festivities for the beginning of classes. All the students return; and in many cases, their parents come too. The campus has to look spotless for the parents.
But he just explained that's impossible! What did he do?
The key is that the parents never go all over campus. Throughout the festivities, the parents are pretty much confined to a few specific places. So the priority at the end of summer was to make sure that every line-of-sight from a spot where parents would visit had to look flawless. That priority was absolute, but it represented only a small percentage of the total campus. For all the rest, the crew did the best they could but didn't worry if it was a little ragged around the edges.
The reasoning was solid. The priority was clear. And it was obvious to me that he understood what I was asking. I hired him.
So yes, you can select your employees for the ability to reason their way through conflicting requirements. Of course, they'll do the very same thing when those conflicting requirements all come from you. 😀 But in the bigger piucture that's really what you want, isn't it?





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