Reagan Bregman

Holding Kourt

holdingkourt

Sports:baseball, Business, Non-profit, Society & Culture, Sports, Baseball

5.0 • 582 Ratings

🗓️ 15 April 2026

⏱️ 70 minutes

🔗️ Recording | iTunes | RSS

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Summary

Kourtney is joined by special guest, Reagan Bregman, mom of 2, entrepreneur and wife of Chicago Cubs third baseman, Alex Bregman, The two chat about her experience at the World Baseball Classic (WBC) and how the environment compares to playoffs. She talks about connecting with wives on other teams and how nervous she was during the games. Kourtney asks how she is settling into Chicago and what excites her about the new baseball season. They both talk about how they’ve been lucky to have been with such great welcoming organizations with the Boston Red Sox & the Chicago Cubs. Reagan recalls the story of how she met Alex and how quickly their relationship turned serious, mostly due to distance and the schedule of the baseball season. She chats about balancing the schedule and the difference in the baseball lifestyle once you have children. She recalls her postpartum experience after her first son and the difference with her second baby. The two agree about the importance of talking about mental health and the role that social media can play in both helping and hurting a new mom. They wrap up the episode with a fun round of rapid fire questions. Follow Reagan: instagram.com/reaganelizabeth Follow Holding Kourt: instagram.com/holdingkourt Follow Kourt: instagram.com/court_with_a_K

Transcript

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0:00.0	Hi, everyone, and welcome to episode 169 of the Holding Court podcast. Today, I'm joined by Reagan
0:05.6	Bregman, mom of two, entrepreneur, and wife of Chicago Cubs third baseman, Alex Bregman. We'll talk
0:12.1	about their move to a new city, motherhood in baseball, and learning to thrive in the chaos of a busy season,
0:18.3	all coming up right now on Holding Court.
0:26.3	Boom, bum, bum, bum, bum, bum, bum, bum, pa la la, pa la, pa la. Boom, bum, bum, bum, bum, bum, bum, boom, boom, boom, boom. Hello. Hi. How are you?
0:34.7	Doing good. Um, I. I'm getting settled.
0:38.3	I love that.
0:39.3	I, do you know that your name is an anagram?
0:43.3	No.
0:44.3	Like your first and your last name can be like.
0:48.3	Wait, shut up.
0:51.3	No, they're not.
0:52.3	Are they?
0:53.3	I was doing your outline and I was sitting there and I was like, Justin, can you spell her first name and her last name with the same exact letters? And he's like, I bet she knows that. I'm like, you know what? That's going to be the first thing I ask her when we start. I did not know that. And now I'm
1:11.0	doing it in my head and I understand what you're saying. Wait, that's crazy. You're an anagram. I also, whenever me and Alex first got engaged, someone on, I think like a radio show made fun of my name because it's hard to say like multiple times in a row. I've always thought about that.
1:29.9	And yeah, now it's that.
1:31.1	Interesting. I love that. Well, I'm, wow. I feel honored to discover that for you. You did. You did. Well, how are you settling into the new season? I feel like it's always a big change and you guys have been in a
1:45.3	couple places now in the last three years. Big difference. It's definitely crazy. It's definitely
1:50.2	crazy moving so much. And I think having two kids adds to the chaos for sure. But I love Chicago and so
1:56.7	excited to be a part of the Cubs. Like it's such a great organization and such great people. So
2:01.7	I'm thrilled that we're there. And the day games are a great plus, too.
2:07.0	I know. Going there is a visiting team. You really appreciate the Chicago road trip because you're
	...

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