Jun 21, 2026 · 43 min · 10 segments
**Season 4, episode 11 is here!** Bobby Umar has done a thousand keynotes across four continents, spoken at TEDx five times, and built half a million followers on Twitter. But it took multiple job…
Bobby UmarGuest
David McIlroyHost
Yeah, I'm excited to talk about what it's like to do a TEDx talk and how you get into that kind of stuff and what the pathway looks like for that.

But I want to ask you real quick about something you say in your Substack bio, first of all.

So a line that really stood out to me was, I turn stories into strategy and vulnerability into leadership superpower.

Yeah, so the first part is storytelling, which I think is an important thing that every brand, every person, every individual wants to get better at.

And so for me, storytelling was kind of the expertise that I was focused on for the last, particularly the last five years, I would say.

But more recently in the last year or two, I would say, you know what? What about taking it to the vulnerable level? the vulnerable aspect is, you know, most storytelling is either you tell stories of other people or other things, or you tell maybe some personal stories, but how vulnerable are they? You know, you can tell a story that's really funny, but maybe it's not very vulnerable.

But I'm saying if you can go vulnerable and go deep and really authentic, it builds greater trust great authority and actually creates greater impact for whatever you're trying to do, whether you're trying to motivate your team or they're trying to cut through the clutter on social media or you're trying to make your TEDx talk go viral.

But then, you know, the vulnerable piece, which is where it really deepens that trust and that connection.

Yeah, I tell everyone I speak to to tell stories and to tell vulnerable stories as much as they possibly can.

How do you advise people, Bobby, when it comes to knowing what kind of vulnerable stories to share? So what is the limit or the line people should go to? Should they just tell everything about themselves or explain what the process would look like for that for somebody?

Yeah, I mean, first, it's good to understand what your objective is, you know, who you're targeting, what do you want them to know, you know, where they live, how they feel, things like that.

Number two, doing kind of a database build of all the stories of your life that are interesting.

Yeah, I'm excited to talk about what it's like to do a TEDx talk and how you get into that kind of stuff and what the pathway looks like for that.

But I want to ask you real quick about something you say in your Substack bio, first of all.

So a line that really stood out to me was, I turn stories into strategy and vulnerability into leadership superpower.

Yeah, so the first part is storytelling, which I think is an important thing that every brand, every person, every individual wants to get better at.

And so for me, storytelling was kind of the expertise that I was focused on for the last, particularly the last five years, I would say.

But more recently in the last year or two, I would say, you know what? What about taking it to the vulnerable level? the vulnerable aspect is, you know, most storytelling is either you tell stories of other people or other things, or you tell maybe some personal stories, but how vulnerable are they? You know, you can tell a story that's really funny, but maybe it's not very vulnerable.

But I'm saying if you can go vulnerable and go deep and really authentic, it builds greater trust great authority and actually creates greater impact for whatever you're trying to do, whether you're trying to motivate your team or they're trying to cut through the clutter on social media or you're trying to make your TEDx talk go viral.

But then, you know, the vulnerable piece, which is where it really deepens that trust and that connection.

Yeah, I tell everyone I speak to to tell stories and to tell vulnerable stories as much as they possibly can.

How do you advise people, Bobby, when it comes to knowing what kind of vulnerable stories to share? So what is the limit or the line people should go to? Should they just tell everything about themselves or explain what the process would look like for that for somebody?

Yeah, I mean, first, it's good to understand what your objective is, you know, who you're targeting, what do you want them to know, you know, where they live, how they feel, things like that.

Number two, doing kind of a database build of all the stories of your life that are interesting.
The rest of this transcript — segmented and speaker-labeled, so you land on the exact moment something was said
Search every transcript — by keyword, by phrase, or by meaning, across every show Radar indexes
Trends — what is surging across podcasts, measured against its own baseline
Alerts — when a name you follow appears in a newly indexed episode
No account is needed to search Radar.