Tell the Winning Story CEO Jesse Wilson on Why Conflict Can Be Good

Trial Advocacy
Jan 6 · 3 min read

If someone told you to run into the eye of a storm, you’d probably look at them bewildered, disbelieving. “Are you crazy?” you might ask. Humans’ primal instinct is to avoid threats. In many cases, that’s a good thing, sometimes even essential for survival. But at other times, giving in to the fight or flight instinct can be detrimental. Jesse Wilson, trial advocacy specialist and founder and CEO of Tell the Winning Story, lives and breathes conflict. He says, with the right perspective, it can be a good thing.

“Without fear, there can be no courage,” he said, quoting Christopher Paolini.

A graduate of the Juilliard School with a 20-year career in TV, film, and theater, Jesse Wilson, communications specialist, speaking coach, and trial skills consultant, founded Tell the Winning Story to help people from all walks of life, from prison inmates to high-profile lawyers, tap into their emotions, and connect with their authentic selves to uncover their true potential and achieve success, whether it’s overcoming fear of public speaking or winning over the judge and jury in the courtroom.

Working with a diverse clientele, from defendants to lawyers and fellow entrepreneurs and CEOs, Jesse Wilson knows well how perspective is everything when it comes to handling conflict. Whether a person is battling inner demons, such as addiction or mental illness, or external factors, such as injustice or poverty, how they handle the conflict they are faced with is key.

One of the great things about conflict, Jesse Wilson says, is that it provides an opportunity for collaboration and open-mindedness. For instance, when a lawyer works with their client, they must work closely together to determine what happened to result in the current conflict and what can be done to resolve it. Oftentimes, this requires the lawyer to put themself in the client’s shoes, which can be difficult but opens the door to broaden perspectives and grow personally and professionally. Similarly, the client must open themselves up to collaborating with their counsel and connecting with the judge and jury.

The Tell the Winning Story CEO added that working-with conflict can result in better problem-solving skills and confidence. By seeing conflict as an opportunity for growth and learning, it flips the script in a positive way that can result in long-term benefits.

Since founding Tell the Winning Story, Jesse Wilson has helped win several high-stakes cases, including $90, $45, and $12 million verdict wins in the last few years alone. This includes Blake Vs Werner Trucking, in which Penn Law Firm used Tell the Winning Story to persuade a jury to find Werner Enterprises negligent in a 2014 trucking collision, in the amount of $90 million awarded to a family who lost a son in the crash.

“Jesse is an extremely talented and insightful teacher who helped me to break through some of my own internal barriers. He helped to inspire creativity and communication in my casework and personal life. I recommend him highly and believe Tell The Winning Story is a worthwhile and necessary addition into the skills trial attorneys need to better themselves and further their clients’ stories” said one reviewer, Grant L., on Facebook.

To learn more about Tell the Winning Story and the newly-released “The 8 Fundamentals of Breakthrough Communication,” available on Trial Guides, visit the website:

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