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2 a.m., 3 a.m., 4 a.m.

I'm Riemechres, and welcome to This Is Uncomfortable, a weekly show from Marketplace about life and how money messes with it. This week, we're airing some of your work drama,

answering your questions about everything from coworkers-workers falling asleep at work,

having a crush on your boss. To help give advice, I'm joined by Tobin Lowe. Tobin is an editor and

producer at This American Life, also a longtime friend of the show. Hey, Tobin. Hello. How's it

going? It's going well. How are you doing? I'm doing fine. I'm excited to give advice.

It sounds spicy.

Yes, we've got some great and spicy questions.

And here to read them aloud is our producer Alice Wilder.

Hey, Alice.

Hi, Rima.

Hi, Tobin.

It's actually a hello again, Tobin, because we work together at WNYC on the podcast, Nancy, when I was a tiny baby producer.

So hopefully Tobin, you can see my growth in this episode.

I mean, I hope so, too.

We haven't spoken since we stopped working together however many years ago.

Right.

We had ended on really bad terms.

Really bad terms. Awful, awful. I'm just kidding. Alice was at my wedding. And aired all Token's secrets out. And there was a whole Twitter thread. Well, it's a delight to have you back on the show. I think the last time we had you on This is Uncomfortable was like five, six years ago, Tobin. Wow. So we brought you back to give more advice. And Alice, if you want to go ahead and read the first question. Okay, here's our first question. I manage a small team and one of my team members falls asleep a lot. It's not deliberate and sometimes she doesn't even realize it's happening. There was even a time when she dozed off during an important meeting. I've tried different approaches to address it. I've had a serious conversation with her about it, and I've also gently suggested that she see a doctor. But nothing has improved. On one hand, I worry that pushing too hard on this issue might be insensitive or intrusive, especially if it's connected to something personal she's not ready to share.

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