Scott MacGregor

speaker
92 appearances 1 recordings 1 series first heard Apr 2025 last heard Apr 2025

Scott MacGregor’s voice in public audio — every appearance, attributed to the second.

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Like if anyone's phone rings anywhere in the world, they look down, they go, oh, it's Oprah Winfrey. They're taking that call. And so Oprah has tremendous access. So Gayle King is Oprah's best friend. So I know Gayle King when she was a local TV anchor here in Connecticut.
And Gayle King's ability back then to do things was nothing in comparison to what her ability to do things is now as Oprah's best friend. So access gives you opportunity. And when you have a list of those people and you look at it every day, you can think, what can I do to pour into these people so that I can further this relationship. So I'm very intentional about building those relationships.
Well, I guess I am doing a lot, but it's organized and it's structured. There's actually a process to doing it.
Yeah, I mean, it goes on and on. Planned random texts are one of my favorite things to do. So, for instance, like, I'm going to wish you a happy birthday on August 14th every single year, but I would rather send you a message September 14th because you're probably not going to get anywhere near the volume. So... planning those things out is something I do. Or I believe in being in the moment.
When I see something good, when I see something that I want to celebrate, I don't wait because I'm going to forget. I do it immediately. So that's why you've been the recipient, unfortunately, of some of this. You get the me at 5 a.m. on my treadmill. I've got bedhead. I got bags under my eyes. Thank God. I'm sure I'm not smelling great. That's not an issue.
But if I'm thinking about somebody in those moments because I'm maybe seeing something that they accomplished on social media, I'm going to send a message. I don't care what I look like. And those things are really appreciated. And then... You know, I love to gift things. I'm a big gift giver.
And I think sometimes people get paralyzed about gifts because they think you have to spend a lot of money. And in some cases, you should. Like, if you're going to do something, make it best of class. But it could be something that's just thoughtful. So, for instance... Brandi Chastain is a good friend of mine. So Brandi is a two-time World Cup champ, two-time Olympic gold medalist.
She's in the soccer hall of fame. And you can't get anyone who's more into soccer. So I was in the post office one day and I saw these U.S. National Women's Soccer stamps. So I bought a bunch of stamps and I bought stationery and I sent it to Brandi. So
You know, the stamps and the stationery didn't cost me very much money, but the thoughtfulness behind it and now her ability every time she sends a friend a note using that stationery and using those stamps, she's probably going to think, oh, you know, my friend Scott sent this to me. So my good friend, the late John Rulon, who is devastating that he passed away.
If anyone ever wants to read a great book, read his book Giftology. He always said, it's not the thought that counts. It's the thoughtful thought that counts. And I think there's a lot of power in that.
So there's a scale of asks and the way I think of it, it's like the scales of justice. So every time I do something for somebody, every time I engage in their social media, send them handwritten notes and the video or whatever, I'm kind of putting something on my side of the of the ledger. And eventually that scale tips like this
And most of the time, you never have to ask for anything because at that point, the person is like, what can I do for you? Most people, I call them ask holes. So they are asking for stuff so early in a relationship. It's like they just met somebody. And they're like, can I pick your brain? Can you be on my podcast? Can you do this? Can you do that? It's like you haven't earned that yet.
You don't have enough chits on your side of the scale to ask. So I only ask for things when I think the scale is in proportionally balanced in my favor. And at that point, I will ask for something like, Heather, will you write the foreword to my book? If it's not, I'm never going to do it.
But most of the time, I don't even have to ask because people will come to me and say, you know, what can I do to help you out? Because, you know, I've done things for them.
That's so true. I will say there are times when you have to shoot your shot and you just have to go for it, but I think you have to be cognizant of the fact that that is going to be probably a transactional relationship. And it's going to be just a drive-by friendship.
But if you have something, you want somebody desperately to be on your podcast or something like that, then there are times when you're just going to shoot your shot. But I view building true relationships as having no timeline. So I think the other important thing is never keep score. So do not keep score, meaning I did this, I did this, I did this, I didn't get anything back.
Number one, it will drive you nuts. And number two, you'll lose sight of the fact that you're actually playing a game that has no scoreboard and it has no clock. So that's the way I view relationships. There's no timeline. I don't care if it takes six days, six weeks, or six years to build that friendship. And sometimes that friendship is just a friendly friendship.
And other times it is a friendship like you and I have, which is a ride or die, like Heather needs me to bury a body while we're in the shovel.
I think it's a group of not like-minded people, but like-hearted people. So it's... I mean, it's called the Outlier Project. It's not the, like, we all think the same project. So everybody thinks a little bit differently, but I think everybody in the community loves that. Like, they're looking for...
divergent thoughts, and they're looking to grow and learn by people that don't think or look like them. So that's a big key. I think just the structure of the Outlier Project is a little bit different in that everything we do is live and interactive. So if I bring you on as a top advisor, if we've done legend series with you and author spotlights with you in the past,
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