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Home » Desmond O’Neill on The Diary Of A CEO Podcast (Transcript)

Desmond O’Neill on The Diary Of A CEO Podcast (Transcript)

Here is the full transcript of former U.S. Secret Service special agent and interrogator Desmond O’Neill’s interview on The Diary Of A CEO Podcast, December 1, 2025.

Ex-Secret Service interrogator Desmond O’Neill sits down with Steven Bartlett to reveal the science-backed frameworks he’s used for decades to handle the world’s toughest conversations. Drawing on 30 years in law enforcement, he explains why labeling people as “narcissists” backfires, how gaslighting really works, and the 4-step PLAN method for navigating high-stakes conflicts without losing control.

From spotting subtle signs of deception to building real trust and repairing damaged relationships, this conversation is a masterclass in communication under pressure. Ideal for anyone facing difficult partners, bosses, or friends, it gives you practical tools to keep your emotions in check and finally say what needs to be said.

What You’ll Learn From This Conversation

STEVEN BARTLETT: Desmond O’Neill, for those people that have just clicked onto this conversation, what are they going to walk away from our discussion with?

DESMOND O’NEILL: So I’ve been in law enforcement for 30 years, and I’ve served a lot of different roles in that. And above everything else, one thing that I’ve learned is when stress is high, when emotions are strong, when it matters, how do you authentically connect and communicate with somebody else?

There’s something to be said about when a conversation is easy, right? When it’s fun, when everybody wants to be there. You can focus on your handshake, you can focus on the eye contact, how great your posture is.

What about the dark conversations? What about those conversations that live in the shadows of your mind because you don’t want to face them. You don’t want to have those, right? They’re cloaked in so much emotion or so much tension that you just don’t know how to handle that.

We all have that, right? We have a supervisor who we feel is overlooking us in a promotion. We have a family member who we feel that we’re just no longer getting along with. Maybe our spouse we got in a fight with, maybe a friend who’s betrayed us. So how do you have that conversation? What does that look like?

Because it comes from, for the 30 years that I’ve been doing this, most of the people that I talk to didn’t want to talk to me. And my job was to connect with them, to find a way to get them to open up, to find a way to have some type of understanding and get the information that I needed.

So this is not about interviewing or interrogation. This is human connection. If your audience cares to understand how to have a dark conversation where you can deepen that relationship or at least come to some type of understanding, or at the very least, not walk away ruminating on everything you said, trying to figure out what went wrong, what could you have done different. If you’ve had that and you’re interested in knowing, then this is where we’re going to talk about that.

Desmond’s Unique Background in Law Enforcement

STEVEN BARTLETT: And to summarize in, I guess, 30 seconds why you’re the guy that is best placed to deliver this information. What are the reference points, the experiences, the variety of experience you’ve had that feeds into the answers and the actionable advice I’m going to give my audience?

DESMOND O’NEILL: My initial career started as a corrections officer, became a police officer, and I was a SWAT officer as well. From there I went to the federal government. So I went to the Secret Service. With the Secret Service, I also started a polygraph career. So now I have people that are giving me their deepest, darkest secrets.

STEVEN BARTLETT: And just for context, polygraphing is a lie detection test.

DESMOND O’NEILL: Polygraph is a lie detection test. So it gives you a physiological response in terms of how somebody answers a particular question.

STEVEN BARTLETT: Where else did your career take you after that point?

DESMOND O’NEILL: I went into internal affairs. And so that is now policing the people within our organization. So now I’m talking to men and women who have had some of my interrogation training. They kind of know the questioning going on, they know the interaction. They’ve done themselves interviews and interrogations.

STEVEN BARTLETT: Oh, okay, so this is law enforcement officers who have committed a crime or some kind of possibly issue or been reported for something, and your job is to investigate them.

DESMOND O’NEILL: Yes, but think about that for a minute. You are now talking to somebody else who, maybe a year ago you were out in the street doing work with, and now you’re asking them these questions or these for clarification on some type of allegation. You’ve got to be mindful with that. That’s a big deal.

The Evolution of Interrogation Methods

STEVEN BARTLETT: And the interview methods that were prevalent at that time, you felt were outdated.

DESMOND O’NEILL: They were. So there is in the U.S. a very historical evolution of interview and interrogation. It started in the 1900s when policing came in. In that circumstance, it was physical abuse. They called it the third degree, where you would go in and people would grind down your teeth or they would cause pain for you to talk to them.

As we’ve evolved as a society, that started to go away in lieu of psychological manipulation. So it was less about hands on and more about trying to get people to talk to you from a psychological perspective.

And right about 2014, when I went into internal affairs, I was like, Steven, I was like, there’s got to be something different. We’ve had to evolve in some way in terms of what that is. And so you have my thesis there, right?

Right about that time, I was accepted into the Naval Postgraduate School to pursue a master’s.