Get Comfortable with Ambiguity
Great leaders know when to embrace uncertainty outside their teams but prioritize creating clear paths and shared goals within, ensuring everyone moves forward together.
Filter by Category
Filter by Author
Great leaders know when to embrace uncertainty outside their teams but prioritize creating clear paths and shared goals within, ensuring everyone moves forward together.
Posted by Will Sansbury
Leadership is built on beliefs, lessons, and experiences—big and small—that shape how we guide others. Here’s a collection of truths I hold about leading people, from embracing imperfection to cultivating clarity, empathy, and courage.
Posted by Will Sansbury
People's names matter, and it's worth taking the time to get them right.
Posted by Will Sansbury
Declaring calendar bankruptcy every now and then is a good thing.
Posted by Will Sansbury
Buying our first house was a dream come true, but it quickly turned into a costly lesson about ignoring problems. What we thought was an insurmountable expense turned out to be a simple solution, teaching me the importance of recognizing and challenging limiting beliefs.
Posted by Will Sansbury
When my son gamed our potty-training system to maximize cartoons, I realized something: measuring the wrong thing drives the wrong behavior. The same is true in software development—if we focus solely on output, we risk missing the outcomes that truly matter.
Posted by Will Sansbury
While most people settle for the first workable solution, designers dig deeper, exploring a multitude of ideas and embracing risk. This is their superpower.
Posted by Will Sansbury
The tension between designers, developers, and product managers often feels like a struggle for dominance—but what if that tension is the key to building great products?
Posted by Will Sansbury
Great leaders know when to embrace uncertainty outside their teams but prioritize creating clear paths and shared goals within, ensuring everyone moves forward together.
“You need to learn to be comfortable with ambiguity.”
Every leader has probably heard this feedback at least once in their career. It holds undeniable wisdom. As leaders, we frequently face situations where we lack complete information to make perfect decisions, and we must learn to navigate uncertainty adeptly.
However, like any valuable advice, being ‘comfortable with ambiguity’ can be misconstrued and misapplied to great detriment. One of the primary responsibilities of leaders is to provide clarity for their teams—to ensure everyone is working toward the same goal and playing by the same rules. In other words, leaders are charged with eliminating ambiguity for their teams.
That’s not a small job. Fighting the forces of entropy and competing priorities to keep everyone on the same page is an extremely difficult (and never-ending) task. It is easy to grow busy or tired (or burnt out) and neglect this responsibility. You deal with ambiguity every day, so your team can handle a little, too, right?
Probably not.
When we become comfortable asking our teams to tolerate ambiguity, we abdicate the primary function of leadership: to create an environment and a system of work that produces great results with minimal friction. When ambiguity abounds, people can interpret signals in vastly different but reasonable ways. This creates losing situations where there are no villains—just people acting in good faith with the information available to them, yet finding themselves in unnecessary, unproductive, and morale-destroying conflict.
When you find two parts of your team or two teams in your company are constantly pulling against each other, a lack of clarity on objectives or rules of engagement is often the root cause.
To be a great leader, live by this mantra: Outside your team, be comfortable with ambiguity; inside your team, create clarity.
Despite the years that have passed and the lessons I’ve learned, I often still feel like that awkward, idealistic eighteen-year-old kid who just graduated high school. From...
Here’s a random story and thought from my drive into the office today, likely sparked from my current audio book, Humanocracy: Creating Organizations as Amazing as the...