The Ryan Leak Podcast - Challengers and Champions
Episode Date: May 4, 2026We all love having people who believe in us. Champions encourage us, remind us who we are, and push us toward the rooms we’re afraid to enter.But if encouragement is the only voice in your life, you... can stop growing.In this episode, Ryan unpacks the surprising history behind the phrase “devil’s advocate” and why every person needs both a Champion and a Challenger. One builds you up. The other stress tests you. One says, “Go.” The other says, “Not yet.” And both are necessary if you want to become who you’re called to be.Because the greatest ideas don’t just survive applause. They survive scrutiny.
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What's going on, my friends?
Welcome back to the Ryan League podcast where we love to keep things short and sweet for you each and every week.
Each episode is really just a small nugget of inspiration that we believe can add tremendous value to your life.
Today's episode, I want to talk to you about champions and challengers.
Champions and challengers.
You've heard it a hundred times.
Somebody in the meeting leans forward and says,
let me play devil's advocate for a second.
Like we've heard this phrase, right?
I want to play devil's advocate.
I want to bring a contrarian view to what we are talking about in that moment.
And everybody in that room in that moment quietly braces themselves for impact.
Because we all know what's coming.
They're about to poke a hole in your idea.
They're about to challenge something that felt solid five seconds ago.
And now, because they're speaking, it doesn't feel as solid.
These are the people that can, you know, you feel like you walked in the room with balloons for somebody's birthday.
And they're the person that just stands up and just pokes a hole in every single balloon.
and it just feels like the air just gets sucked out of them.
And most of us, we don't love that, right?
But today, I actually want to flip the script on that phrase
because I think when you understand where the phrase devil's advocate actually comes from,
I actually think that it's one of the most important roles
that any one of us could invite into our life.
Back in the 1500s, the Catholic Church had a process for whenever they were considering somebody for sainthood.
And it was not a quick process at all.
It was a full-blown investigation.
They'd gather witnesses.
They would examine quote-unquote miracles if that person would say, yeah, I've performed miracles.
they would say, okay, if this person was blind and now they see, they would do a full-on investigation.
They would dig into a person's character.
And it's interesting, in the year 1587, Pope Sixtus the Fifth created an official position called the Advocatus Diaboli.
Okay, it's Latin.
So I could totally be saying that wrong.
nevertheless. It's Latin for devil's advocate. The formal title was actually the promoter of the faith.
Now, here's what's wild. This person's entire job, their literal assignment, was to argue against the candidate becoming a saint.
They were supposed to find cracks, question the miracles, examine the character flaws, cross-examine the witnesses,
Basically, they were the prosecutor in a Sainthood trial.
Can you just imagine that for a minute?
And they didn't do it because they didn't like the person.
They did it because something as important as Sainthood needed to be able to withstand scrutiny.
If the case couldn't survive tough questions, then maybe it wasn't as strong as everybody thought.
But here's what most people don't know.
the devil's advocate wasn't working alone.
There was also an opposite role.
Now, this was called the advocatus D.
And again, I could be told to saying that completely wrong,
but the advocateds D was what they would call God's advocate,
also known as the promoter of the cause.
And their job was to argue for the candidate,
to build the case, to present the evidence of miracles in heroic virtue
and a life well lived.
I want you to picture this for just a moment. You've got two people in the room, one whose job is to champion the candidate, the other whose job is to challenge the candidate. One building the case, the other stress testing it. And together, they arrived at the truth. Not one or the other, both. That's not just a canonization process.
I believe it's actually a framework for growth.
Think about that for a second.
The church, one of the most powerful institutions in the history of the world, said,
hey, before we put this person on a pedestal, we need someone to build them up,
and we need someone to challenge them.
And we need both voices in the room.
I don't think that that's negativity.
I think that that's actually wisdom.
I believe that you and I need two kinds of friends if we want to grow.
We need two kinds of friends.
You need someone in your life that's going to play God's advocate.
This is your champion.
And you need someone who's going to play devil's advocate.
This is your challenger.
Your champion is the friend who believes in you,
sometimes before you even believe in yourself.
They're the one who sees the potential before the proof.
shows up. They're the one who says, hey, you should really go for this. You're ready. You belong in the
room. They are the ones that are going to champion your cause. They remind you who you are,
especially when life tries to make you forget. They're the one standing in the front row of your
life, and they're clapping long before anyone even knows your name. And here's the deal. We all
need a champion desperately.
Because, let's just be honest, there are days where you just don't believe in yourself.
Days when the inner critic is louder than the inner coach.
Days when you're about to talk yourself out of something great.
And in those moments, your champion pulls you forward.
And they say, hey, hey, I refuse to let you shrink back.
I refuse to let you talk yourself out of being great.
And I got a lot of people in my life like that.
I think about my wife, I think about my parents, I think about my close friends that have championed me throughout my life.
So yes, I think we all need a champion, a person who builds us up.
But if that's the only voice in our life, then we've got a problem.
Because if all you have are people in your life who clap for you,
you'll start to believe that everything you do is great and that you're awesome and that you don't need to grow.
It's kind of like chat GPT sometimes.
chat GPT, let's just be honest,
chat GPT be telling people they're amazing when they're not.
Let's just get that out there for just a moment, okay?
In fact, I've tossed it a few bad ideas on purpose just to see what happens.
And it's like, Ryan, you're brilliant.
I'm like, chat, you're lying.
That's not brilliant.
I was testing you, and you failed miserably, okay?
So at some point, we have to realize not everything we do is great.
always awesome and nobody is batting a thousand in their life. The reality is if all we have is
cheerleaders all the time, we will stop growing. We will stop refining. We will stop getting better.
That's why I think you and I desperately also need a challenger. Our challenger is the friend
who loves us enough to speak up. They're the ones that can say, hey, and that was really good,
but let's just be honest.
Was it your best?
They're the ones who say,
hey, but have you thought about this from the other side?
I know what they said was awful,
but what do you think made them go there?
Is there another side to this that maybe we're not seeing?
I mean, where your champion might say,
yeah, you can do it.
Your challenger would say, yeah, but you can do it better.
Like there are some people in your life that are there to help you feel better,
but then there's other people in your life that help you do better.
We need both in the room, the champion and the challenger,
the builder and the stress tester, the one who says go,
and also the one who says not yet.
But the trick is with the challenger,
the only way that relationship can thrive is if you give them permission to challenge.
if they don't have permission
their words will always feel like an ambush
a lot of people will see problems
in people in their life
they'll see problems all around
but they just feel like they have to stay quiet
because they don't want to rock the boat
your challenger has to be someone who's willing to rock the boat
even if it means
keeping you from sinking the ship
think about that for a second
you have to give them permission you have
have to say the words to the person playing devil's advocate, I want you to challenge me. I want you
to tell me what's not working. I want you to ask the questions nobody else will. And I promise
you, I won't punish you for being honest. And that's got to be the deal. Because if you
punish honesty, you'll only get flattery. And flattery has never built anything worth having.
So I'm going to encourage you today
Build your circle with both voices
The one who lifts you up
And the one who levels with you
The one who says you're amazing
And the one who says you're not done yet, my friend
Because the greatest ideas don't just survive applause
They survive scrutiny
And the people who reach their full potential
Well, they didn't just have fans
They have friends
friends who are brave enough to play both roles, champions and challengers.
Thanks for listening to the Ryan League podcast, my friends.
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