Vault: She's single on Valentines Day

Summary

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The Bert Show – Vault: She's Single on Valentine's Day

Date: June 23, 2026
Main Theme:
A candid, humorous, and supportive conversation about being single on Valentine’s Day. Listeners call in and the cast weighs in with personal anecdotes, reflections, and a dose of real talk on love, relationships, and embracing singlehood.

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Episode Overview

This episode of The Bert Show dives into the feelings and experiences of being single on Valentine’s Day. Through a mix of listener stories and cast conversation, the group discusses societal pressures, relationship anxieties, and the importance of finding contentment in your current relationship status—whether single, dating, or married. There’s a blend of empathy, relatable humor, and encouragement for everyone navigating love or lack thereof.

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Key Discussion Points and Insights

1. Listener Stories of Singlehood and Hope

• Jeff’s Call-in Story (01:33–02:24):
  Jeff shares how he spent four consecutive Valentine’s Days single and only found love after he stopped searching, eventually meeting his now-wife through a friend.

  “As soon as I did that, I met my wife, who I’m married to now... Valentine’s Day is actually our second-year anniversary.” — Jeff (01:53)

• Lauren’s Experience (06:28–07:24):
  Lauren, 25, notes that she’s never had a Valentine, recalling a string of breakups right before the holiday. She reframes being single, sharing how she celebrates with friends instead.

  “Last year, I held a Valentine’s Day brunch with me and all my friends. So it’s great. I mean, you just find ways around it.” — Lauren (06:36)

• Talia’s Perspective Shift (07:44–08:31):
  Talia enjoyed single life and never expected to settle down—now she’s unexpectedly married with four kids.

  “When I was single, I loved being single... And now I’m pregnant with our fourth child.” — Talia (07:46)

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2. Cast Reflections: Dealing with Single Anxiety

• Bert’s Realism on Relationships (03:37–04:31):
  Bert, married for 13 years, admits to being anxious about being single when he was younger and wishes he'd relaxed and enjoyed those years more.

  “If I had to do it all over again... I would embrace [singlehood] way more than I did.” — Bert (03:37)
  “There was always this bubbling anxiety going on.” — Bert (04:31)

• Wendy’s Take: Content but Social Pressures (02:42–04:57):
  Wendy insists she’s okay being single but admits Valentine’s Day can heighten the desire for companionship.

  “No, I’m fine being single. I’m honestly, I’m too busy to date or do anything... I go home at night, I’m tired.” — Wendy (02:42)

• Stacy on Valentine’s Impact (05:13–05:31):
  Stacy points out how Valentine’s Day can feel like an “assault” for singles, intensifying any insecurities.

  “I do think Valentine’s Day is an assault on your eyes and your ears... It’s kind of an unfair holiday, especially if you’re single.” — Stacy (05:13)

• On Marriage Realities (05:31–06:03):
  Bert and Stacy both agree that marriage is “the hardest thing you will ever have to do in your life,” debunking the myth that marriage is the ultimate happy ending.

  “That’s why 50% of them don’t work out... Probably 25% of the couples I know are miserable being married.” — Bert (05:31)

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3. Humor and Bonding Over Singlehood

• Chocolate Makes Everything Better (07:31–07:38):
  Stacy and the team joke about single people indulging in Valentine’s chocolates as a consolation and celebration.

  “The one good thing about Valentine’s Day, though, is the chocolate... That’s what I did.” — Stacy (07:31)

• Cast Teasing & Lighthearted Jabs (Throughout):
  The team gives Wendy a hard time about her being the “cat lady” and joke about anxiety attacks and other single stereotypes.

  “I thought you had, like, five cats.” — Jessica (04:52)

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4. Overarching Message: Fate and Letting Go

• “It Just Happens” (08:46–09:24):
  Both cast and listeners emphasize that love often finds you when you stop searching obsessively or worrying, and that everyone’s path is unique.

  “It just sort of happens... Our paths should have never crossed, but they gave.” — Bert (08:46)

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Notable Quotes & Memorable Moments

• “I just want to let you know. Worries, you know, so it'll... it'll come when it comes, and you just got to stop looking for it. Otherwise, it'll never find you.” — Jeff (02:24)
• “No, I’m fine being single. I’m honestly, I’m too busy to date or do anything...” — Wendy (02:42)
• “Marriage is the hardest thing that you will ever have to do in your life. For us, it is the hardest thing.” — Bert (05:31)
• “Last year, I held a Valentine’s Day brunch with me and all my friends. So it’s great. You just find ways around it.” — Lauren (06:36)
• “When I was single, I loved being single... Now I’m pregnant with our fourth child.” — Talia (07:46)
• “It just sort of happens.” — Bert (08:46)

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Timestamps for Key Segments

• Jeff’s call & stopping the search: 01:33 – 02:24
• Wendy on being content single: 02:42 – 04:57
• Bert’s perspective on relaxing during singlehood: 03:37 – 04:31
• Marriage is hard, not the fairytale: 05:31 – 06:03
• Lauren’s coping traditions: 06:28 – 07:24
• Chocolate as single self-care: 07:31 – 07:38
• Talia’s unexpected love story: 07:44 – 08:31
• “It just happens” and fate: 08:46 – 09:24

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Final Thoughts

This episode serves as a reassuring and entertaining discussion about being single on Valentine’s Day. The Bert Show and their callers collectively dispel relationship FOMO (fear of missing out), sharing that both marriage and singlehood come with their own joys and challenges. Listeners are encouraged to embrace their current status, find positivity in self-care and friendships, and trust that love tends to arrive when least expected—all with a healthy dose of playful banter and collective support.

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Transcript

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[Bert]

Hey, Dustin. Good morning. You're on Q100.

[Jeff]

What's going on, guys?

[Bert]

Tell us.

[Jeff]

So. So. Hey, Wendy, I got. I got something I need to tell you. Okay, so about two years ago, I'd say a little bit over two years ago, I was, I was in your boat. I was, I was single. Spent about four Valentine's Day back to back by myself.

[Wendy]

You know, I'm getting there.

[Jeff]

I dated around whatnot, but. But finally, you know, I was like, all right, you know, I'm just gonna stop looking. I'm gonna not care anymore. And as soon as I did that, I met my wife, who I'm married to now. Came out of nowhere, met her through a friend, and then next thing you know, I've. I never left her side. And we've been married for two years and Valentine's Day is actually our second year anniversary. Boo.

[Jessica]

Yeah.

[Wendy]

Oh, that's really sweet.

[Bert]

He's trying to make you feel better.

[Wendy]

No, there's still hope. I know there's still hope out there,

[Jeff]

so I just want to let you know. Worries, you know, so it'll. It'll come when it comes, and you just got to stop looking for it. Otherwise, it'll never find you.

[Bert]

Is it possible, Wendy, and I know you're gonna say I'm reading this all wrong. Is it possible for you to celebrate being single more than it seems to me that you're bummed that you're not with somebody?

[Wendy]

No. I mean, I'm fine being single. I'm honestly, I'm too busy to date or do anything. Like, I go home at night. I'm tired.

[Bert]

I don't think you're fine with it.

[Wendy]

I'm okay with it.

[Bert]

Actually, your first song was all by myself.

[Lauren]

Liar.

[Stacy]

Sorry.

[Bretzky]

Cold.

[Wendy]

No, I'm okay with it. I mean. I mean, who doesn't want to be in a relationship? You know what I mean?

[Bert]

I mean, Jeff just raised his hand.

[Katie]

Jessica, this is.

[Bert]

Jessica just walked in the door.

[Wendy]

Happy Valentine's Day, Jessica.

[Bert]

I think I'm reading lips pretty well.

[Jessica]

I was just trying to raise my hand before she did, that's all.

[Wendy]

No, relationships are always nice. No, but I'm happy to be single. But Valentine's Day just makes you. Makes you feel like you need a relationship.

[Bert]

I want to give a shot of realism here, but I don't know that the timing of it is right, because it is Valentine's Day. I'm gonna go for it anyway. As a guy that's been married now for 13 years and been with the same woman for 16 years, if I had to do it all over again, all over again, I would enjoy my singlehood more than I did. I would embrace it way more than I did. Rather than be panicked that I wasn't hanging out with somebody on a Friday or I wasn't gonna get some on Saturday or panic that I wasn't gonna be in a relationship for the next couple of months, if I just would have relaxed about it and realized that sort of the forces were gonna take over and I was gonna find the woman that I was gonna be with for the rest of my life eventually and really just sort of enjoyed all the crappy ones that I had to go through to, that's how I would relive it.

[Stacy]

I totally agree with him.

[Wendy]

I'm definitely not panicked when I go out. I'm definitely not looking for it when I go out. I have fun when I go out,

[Bert]

but I sort of always lived in a little of a single anxiety. Like, man, am I gonna be able to Am I ever gonna find her or. Man, I'd really like to be in a relationship on Valentine's Day. There was always this bubbling anxiety going on.

[Katie]

Like, you said you wanted to cuddle, buddy. Cause it's gonna snow today. I just want somebody to cuddle with tonight.

[Wendy]

Yeah, sometimes you just don't wanna go out, you know?

[Jessica]

I thought you had, like, five cats.

[Wendy]

I am the cat lady.

[Bert]

I think the thing I'd like to say is it's going to happen. The forces take over, and that person just ends up in front of you when you're ready for it. You know, it's weird.

[Katie]

I mean, maybe he already is Johnny O. I don't know. Maybe he's already in front of you.

[Wendy]

But I do think the afternoon.

[Stacy]

Yeah, but I do think Valentine's Day is an assault on your eyes and your ears. About, you know, it just really. If you're single. If you're single and not enjoying it or you're single and you have anxiety about being single, Valentine's Day just makes it worse. Oh, my gosh. I do think it's kind of an unfair holiday, especially if you're single.

[Bert]

If you look at the stats, marriage. Stacy and I have talked about this before, so I'm not saying anything that's going to shock her. And we both agree. Marriage is the hardest thing that you will ever have to do in your life. For us, it is the hardest thing. Raising kids, that is not the hardest thing for us. Being married is the hardest thing that you'll ever have to do. Compromising all the time and catering to somebody else's needs and trying not to be selfish. Marriage is hard, you know, that's why 50% of them don't work out. And within the other 50%, probably 25% of the couples I know are miserable being married.

[Stacy]

And sometimes I think that 50%, a huge chunk of that 50% that doesn't make it are people that rushed into something because they were panicked because they thought they needed to get married.

[Bert]

Totally, man.

[Wendy]

I'm not looking to get married. Trust me, anytime soon. I am too young. I am too busy to even think about even.

[Stacy]

I'm sorry. It just stuck in my head.

[Wendy]

That's when you're drinking a glass of wine by yourself.

[Bert]

Hey, Lauren.

[Jessica]

Good Morning.

[Bert]

You're on Q100. What's going on?

[Lauren]

Hey, guys. How are you?

[Jessica]

Good.

[Bert]

How are you?

[Lauren]

I'm okay.

[Talia]

Wendy.

[Lauren]

I'm 25 years old now and I've never had a Valentine. I was just dating this guy not too long ago, actually. And he broke up with. Not even broke up with me, but ended things just last week. So two weeks before Valentine's Day, he ended things. My ex boyfriend before that broke up with me a week before Valentine's Day. And the one before him actually broke up with me also two weeks before Valentine's Day. I have never had a Valentine's Day girl. Embrace it. It's great. You find ways to overcome that. Last year, I held a Valentine's Day brunch with me and all my friends. So it's great. I mean, you just find ways around it. And I'm actually becoming comfortable with the fact that I've never had a Valentine's Day. So relax, enjoy it.

[Bert]

I think it's very sweet how the Birch show community is rallying around you by telling you that their life is more pathetic than yours.

[Stacy]

You know, the one good thing about Valentine's Day, though, is the chocolate. Like, if you're single, I mean, you know what? Get as much chocolate. That's how you make yourself feel. That's what I did.

[Bert]

Chocolate.

[Stacy]

That's what I do now. Katie, I'm gonna buy me some chocolate.

[Bert]

Hey, Talia.

[Jessica]

Good morning.

[Talia]

Hi. Good morning.

[Wendy]

Good morning.

[Talia]

I love you guys, and I listen every day. I just wanted to say that I agree with Bert about the timing that, you know, you're gonna find somebody that you're meant to be with. It's just, you know, all that stuff that he said. But my story's a little different. When I was single, I loved being single. I never had a, like, really serious relationship longer than six months. And I would just get tired of people and move on. And I thought, I'm never getting married. I'm never having kids. I'm gonna live in Midtown, and I'm gonna do my thing.

[Stacy]

And because nobody in Midtown has a

[Katie]

family,

[Jessica]

none of this goes.

[Talia]

And now I'm pregnant with our fourth child.

[Bert]

There you go.

[Talia]

And we live about an hour outside of Atlanta. And it's just the greatest thing. So it's not what I expected at all.

[Jessica]

See, Wendy, someday you'll have four kids and live way outside of Atlanta, too.

[Wendy]

I'm not worried about finding marriage or anything like that. I'm really not. Trust me. I'm really not. You can talk to my mom, my sister. That is the last thing on my mind.

[Bert]

Here's what I just want to tell single people and everybody that's going to Bitterball also, that is, it just sort of happens. Like, if you look at your friends that are married around this room, Here. How the couples in this room actually found each other shouldn't happen. Like, I was born in San Diego. My wife lived in upper Pennsylvania. We live such different lives. Our paths should have never crossed, but they gave.

[Jessica]

You can't deny the sexiness of upper Pennsylvania though.

[Bert]

For sure. I got the one. Actually, there's nobody left up there. I got it.

[Jessica]

Especially in your.

[Bert]

I brought her down here. Jeff and Jessica come from such a different places, but for whatever reason, they ended up at the same place together. And they're with each other.

[Stacy]

It just happens. Just.

[Wendy]

Yeah, I'm not worried about it.

[Bert]

So don't worry about it.

[Lauren]

Oh my.

[Bert]

Like, screaming, I'm not worried. Yes, you are. No, I'm really not.

[Jessica]

Hey, wait a minute. How come when Wendy finds a man, Bert's like, I'm fixing, I'll make it all better. And now she's like, I'm cool being single. No, you're not.

[Wendy]

That's just when you're alone because you're literally all by yourself because you're alone. Duh.

[Stacy]

Based on what Jeff just said. Let me think. Yesterday, Wendy explained to us that she has anxiety attacks for no reason a long time.

[Bert]

I don't know why.

[Jessica]

Here's what I've learned.

[Bert]

I don't know why being on the Bert show.

[Jessica]

Come on, Wendy. I don't know what. I don't know what this means in the scope of the whole universe, but your joy and contentment makes Bert miserable.

[Bert]

You could say that about anybody on the show, including myself. This is the Burt Show. What's up everybody?

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