Will Cain
speaker
275 appearances
4 recordings
3 series
first heard Feb 2025
last heard 2 Apr
Will Cain’s voice in public audio — every appearance, attributed to the second.
Trend
recordings per month · last 12 monthsRecordings per month over the last 12 months — 2 in all, peaking in Apr 2026 with 1.
Appearances
But it still does not justify like he couldn't get another pick. You couldn't figure out a way to like, hey, I need just a little bit more. I need a sweetener here. I'm going to get destroyed. I'm trading this guy. Give me a little something here. If you had heard... I already know the answer to this.
But if you had heard he had canvassed the league for a couple of weeks and we had the normal cycle of... of a Shams or a wind horse up on TV going like, there are rumblings that Luke is available. Then we get like the two week runway to talk about all the different hypotheticals. Like you almost get to like have an appetizer to that moment on Saturday night where you're bracing yourself for it.
Like a content appetizer. If you had known that this wasn't just about one team he negotiated with, which I can't understand, would you feel better about it today?
We're going to make that a YouTube only.
That's for subscribers. That's for subscribers. You have to really want this content.
Last thing. Um, as we said at the beginning, we'll be on every day, Fox news for Eastern. I was with you earlier, the ESPN days, like who's this fill in, you know, we've told the story before, like full head of hair. Shit. He's pretty smart. I think he's smarter than I am. Uh, And then we became friends and we did a bunch of shows together and who knows, like things have gone a different way.
Maybe we would have done shows together for a long time, but we, uh, we both had goals. We both had goals. And, you know, I'm looking at you realizing that you're reaching a goal, you know, something you're like, am I one of these guys? Like you have those moments where like, could I potentially, and then once you decide like, yeah, I think I can be one of those guys.
Well, you have now become one of those guys. What does this mean to you?
Maybe you have bigger aspirations than I, than I thought. Maybe I'll, I don't know. I might have to get some sort of hair updates and transplant. I'm thinking secretary of commerce.
What is last question? What's the biggest, what's the biggest difference between ESPN and Fox news?
So maybe I should have asked this in a better way because I think it's the headline of like, oh, what's the biggest difference? And I think that the difference, at least the way that you're treated...
is that if somebody's watching you on Fox news, they want to watch you on Fox news where I felt like, and I even warned you against this, the role that you were being teed up on at ESPN at first take, I was like, Hey, just be careful. Like you can't go on and be the, this actually isn't racist guy every day of the week.
Like, cause then it becomes like, Hey, cause I just know how, cause they did it to me one time. They were like, Hey, this Yaki way thing, you want to defend them keeping the name of the street Yaki way? I was like, no, I was like, I don't give a shit. I was like, why would I? And they were like, really? They're like, you're from Boston, the Yawkeys. I went, well, I'll go on.
And then I was watching it happen. And I was like, oh no. And then we talked about it a little bit, but you're so good on the show and it's this massive platform. So I think when you're, when the setup is, hey, we're going to roll out Will Kane for this. There's no way anybody's going to like you. There's no way anybody that's watching first tape regularly is going to be like, I like him. Okay.
Yeah. So I, I, you know what I mean? I mean, I'm not saying you had a zero approval rating, but it's, you're, you're digging yourself out of a hole at the start of every single segment, I think is, and maybe it looks like you still want to disagree with my wife. That's fine.
I actually like that. And I think that's why the show and the dynamic works. But I think the question I'd like a better answer on, because I didn't ask it the right way, is that are there more similarities, perhaps? Are there more similarities navigating the dynamic of becoming somebody who's a regular part of the television rotation? Is it just like every other place in TV?
I listened to, by the way, the other day I mistakenly hit play on one of my own episodes and it had been a really long time since I'd listened to myself do an entire show. So I was like, you know what? It's been a long time. Listen to the whole show. And then I got done and I went. I was like, I'm fucking awesome.
That ended up being a great answer because I don't know if it's something where it is the surrounding area you know not not really nailing the terminology here but you could say like is it the dynamic is it the setting is it the people or is it where you're at and really the answer is usually like where you're at because for me espn was an angst filled experience and is that specific to them
Or is that about your own security and kind of where you're at in your own head? And it's kind of mirrors your law school thing of like just the Zen moment of, all right, I'm not going to worry about any of this stuff anymore and I'm going to be fine. And it's an awesome place to get to.
It usually takes a little bit longer and it usually takes even longer if you're going to try to be on TV in front of everybody.
Showing 101–120 of 275 · page 6 of 14
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