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Couple Things with Shawn and Andrew

311 | ask these questions while dating

Couple Things with Shawn and Andrew

Shawn Johnson + Andrew East

Society & Culture

5.039.9K Ratings

🗓️ 13 May 2026

⏱️ 26 minutes

🧾️ Download transcript

Summary

In this episode, we’re talking all about dating with intention and the questions that actually matter when you’re thinking about a future with someone. Not in a scary interview way 😂 but in a real, honest way that helps you better understand compatibility, values, communication, goals, family, finances, faith, and the everyday things that shape a relationship long term. We’re sharing how to naturally bring up deeper conversations, what we personally think is important to know before committing to someone, and why asking the right questions early can save a lot of confusion later on. Love you guys! Thank you to GoGURT for sponsoring today's episode! Try the GoGURT Simply we talked about in this episode, it’s amazing! https://bit.ly/3HCC0BY Tour tickets, book pre-sale orders and more here! https://thecouragetocommit.com/ You can get a free can of OLIPOP when you buy any 2 cans in-store and they’ll pay you back for one. It works on any flavor, at any retailer. Go to drinkolipop.com/COUPLETHINGS! Get 20% off all IQBAR products, including the Ultimate Sampler Pack, plus free shipping when you text EASTFAM to 64000! Shop the Everyday Cotton collection and all of our favorite bras and underwear at SKIMS.com, and after you place your order, select “podcast” in the survey and choose our show so they know we sent you! Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

What's up, everybody. Welcome back to a couple things.

0:02.8

What's Sean and Andrew? Today's podcast is all about intentional conversations or intentional

0:08.5

questions that you should be asking, whether it's in dating or in your marriage or in parenting

0:14.1

life, things that really swing the pendulum the right direction. That's right. This episode is

0:19.2

actually based on a question that a buddy of mine who is

0:22.0

currently dating asked me, he was like, hey, what topics should I address with this person I'm dating that I might want to marry that should be important topics? What questions? How do I go about that? And so I sent him this list that we're going to share. And it's kind of,

0:38.8

it's kind of based on this family playbook that we created. And it's all the things that make us,

0:44.9

us. And then we kind of backed out. And I created these questions around, man, what does it mean?

0:50.0

What does it mean to be married and to have a family? And what are all the implications of that? So here's to get your guys insight on this. But first, let's start with some everyday updates. You mean the weekly chaos that's been happening? So I don't know if you guys are familiar with this term, but there is a term called Maysember. Do you know what this is, Andrew? You briefly told me about it, yeah. I was briefed on it by a mom probably

1:11.2

two years ago, and I think this is my first year where I'm really hitting it, and it's where all

1:16.1

the chaos of like kids activities and sports and t-ball games and softball games, and then

1:22.6

parent-teacher conferences and teacher appreciations and end of the year parties and it's where

1:28.4

everything in spring kind of collides and moms were not just Santa in December but we're

1:34.7

May Sember hat of tricks where we have to do everything for everybody we have been having a blast

1:40.7

though we had um our fair share of t-ball games which is hysterical if you ever see

1:46.1

us coming we have to pack up an entire car's worth of stuff that's right all the gear all the snacks

1:51.6

all the snacks for the teammates the coolers the lawn chairs everything and then we basically usually

1:58.1

finish a t-ball game and go sprinting to a softball game. Yep. Which is never in the same location. Yep. And then from there, it's usually to a birthday party. It literally feels like the calendar is impossible at the moment. But it's a lot of fun. It is a lot of fun. We took Jet to his first motocross track. Sean packed this whole cooler full of snacks.

2:39.0

He did a great job. Well, actually, I'm confessing I ate a lot of those snacks. I literally packed an entire cooler because at the motocross track, I kind of figured there weren't going to be any like concessions because it's out in the middle of nowhere. We're correct. And I was correct. There was nothing. But between that and the rock climbing and chess and tasty treats and all the stuff after school, the calendar does feel impossible to keep up with.

2:42.2

I agree with you.

2:43.4

I mean, the afternoons feel jam-packed.

2:46.6

The mornings feel rushed.

...

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