Former Washington County chief deputy district attorney reflects on a 25-year prosecutorial career and the role curiosity, reflection, and humility play in developing professional judgment.
PORTLAND, OR, September 29, 2026 (EZ Newswire) -- Attorney Bracken McKey is marking 25 years of experience in law and criminal justice, reflecting on a career spent as a prosecutor in the Washington County District Attorney’s Office and sharing lessons on leadership, professional growth and decision-making developed over more than two decades.
McKey spent 25 years as a prosecutor in the Washington County District Attorney’s Office, including several years as chief deputy district attorney. During his tenure, he directed investigations for the Washington County Major Crimes Team, handled thousands of cases and tried more than 250. His work included dozens of homicide cases and hundreds of Measure 11 offenses, as well as leadership roles with the Westside Interagency Narcotics Team, Crash Analysis and Reconstruction Team, Washington County fraud team, and Conviction Integrity Unit/Brady Committee.
Looking back on that experience, McKey says one of his central professional lessons is that good judgment does not automatically follow from time spent in a profession. Experience is valuable, he says, but it is only the raw material. Judgment develops through reflection, curiosity, and the willingness to keep learning long after a career begins to feel familiar.
"I've worked alongside people who had been doing the same job for 30 years, and I've worked with people who had been doing it for five," McKey said. "Sometimes the person with less experience exercised better judgment because they were still asking questions and challenging their own assumptions."
Experience Gives You Opportunities, Not Answers
Early in a career, success often comes from mastering technical skills, understanding processes and building confidence. Those are important milestones, but McKey believes they represent only the beginning of professional development.
As responsibilities increase, problems become more complicated. The situations that matter most rarely come with complete information or obvious solutions. Instead of relying on rules alone, professionals must weigh competing priorities, evaluate uncertainty and make thoughtful decisions despite imperfect information.
"As you gain experience, you stop looking for perfect answers," McKey said. "Instead, you start asking whether you're asking the right questions. That shift changes the way you approach every decision."
Over the course of his career, McKey came to believe that experience does not automatically produce wisdom. Some professionals continue growing every year, while others spend decades repeating the same habits without becoming significantly better. The difference, he believes, is whether someone chooses to keep learning from each experience rather than simply accumulating more of them.
Curiosity Is the Habit That Keeps Professionals Growing
One of the biggest differences McKey has observed throughout his career is the role curiosity plays in long-term professional development.
Professionals who continue improving rarely believe they have everything figured out. They remain interested in understanding why outcomes occurred, how circumstances changed and what they could do differently the next time.
That curiosity helps prevent complacency.
"The biggest risk isn't making mistakes," McKey said. "The biggest risk is believing you've reached a point where there's nothing left to learn."
Rather than viewing experience as proof of expertise, he encourages professionals to view it as an expanding collection of lessons. Every project, conversation, challenge and unexpected outcome provides another opportunity to refine judgment.
The professionals who keep asking thoughtful questions often become the ones others trust to make difficult decisions.
Reflection Turns Experience Into Judgment
Many people learn from failure because mistakes naturally demand attention. McKey believes successful outcomes deserve the same level of analysis.
"People naturally review mistakes because they're uncomfortable," he said. "What often gets overlooked are the successes. If something worked, you should understand why it worked. Otherwise, you might assume it will always work the same way."
That habit of reflection separates continuous improvement from simple repetition.
Professionals who consistently review their decisions begin to recognize patterns. They notice recurring challenges, identify strengths they can build on and uncover assumptions that may no longer serve them well.
This process takes discipline because it requires honest self-evaluation rather than simply moving on to the next task.
McKey believes that reflection is where experience becomes judgment. Without it, even decades of work can become little more than routine.
Good Judgment Requires Humility
Another lesson that has become clearer to McKey over his 25-year prosecutorial career is the importance of humility.
Many people associate confidence with having the right answer. McKey believes confidence should instead come from being willing to learn, adapt and reconsider when new information becomes available.
"There is a misconception that changing your mind is a sign of weakness," he said. "I've found the opposite to be true. If the facts change or you learn something important, adapting is often the strongest decision you can make."
This willingness to adjust is especially valuable in leadership roles.
Strong leaders do not create environments where they must always appear certain. They create environments where thoughtful discussion is encouraged and people feel comfortable raising concerns or offering different perspectives.
That openness can lead to better decisions because it allows more information to reach the people responsible for making them.
Trust Is Earned Through Consistency
Professional growth is not measured only by knowledge or experience. It is also reflected in the trust a person earns over time.
McKey believes credibility develops through repeated actions rather than occasional achievements.
"People remember whether you follow through," he said. "They remember whether you prepared, whether you listened, and whether they could rely on you. Those habits build credibility much faster than trying to sound like the smartest person in the room."
Consistency becomes especially important when situations become challenging.
During periods of uncertainty, people naturally look toward professionals who remain thoughtful, prepared and dependable. Those qualities are built over years through everyday decisions that often go unnoticed at the time.
About Bracken McKey
Bracken McKey is an attorney with 25 years of experience as a prosecutor in the Washington County District Attorney’s Office, where he served as chief deputy district attorney and directed investigations for the Washington County Major Crimes Team. During his career, he handled thousands of cases and tried more than 250, including dozens of homicide cases and hundreds of Measure 11 offenses. McKey also held leadership roles with several specialized investigative teams and committees, including the Westside Interagency Narcotics Team, Crash Analysis and Reconstruction Team, Washington County fraud team, and Conviction Integrity Unit/Brady Committee.