Vault: She might date a single dad

Summary

The Bert Show – Vault: She Might Date a Single Dad

Date: June 12, 2026
Main Hosts on Segment: Bert, Wendy, Jen, Elizabeth, Joanna, Lindsay

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Episode Overview

This episode centers around Wendy, a 24-year-old Bert Show team member, as she considers going on a date with a single dad for the first time. The discussion explores the challenges, benefits, and societal perceptions of dating someone with children, with the cast sharing personal experiences, practical advice, and plenty of humor. Listener calls further enrich the conversation, making it a candid and relatable exploration of modern dating dynamics.

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Key Discussion Points & Insights

1. Wendy’s Dilemma: Dating Single Dads

• Wendy opens up about her hesitation to date men with children due to her uncertainty about wanting kids at this stage in her life. (01:34)
  • Notable Quote (Wendy, 01:38): “I love kids to pieces… but not really sure if I want kids, especially at this moment in my life. I’m only 24 years old. I can’t handle a kid right now.”
• She shares positive conversations with a 31-32 year old single dad and acknowledges the difference in maturity compared to men her age.
  • Notable Quote (Wendy, 02:18): “With guys my age, like, they waste a lot of your time... a single dad isn’t going to waste his time dating somebody he doesn’t really like.”

2. Advice from Listeners and the Office

• Wendy was encouraged by a coworker and a listener’s email, both suggesting that single parents often have their priorities straight and don’t play games. (02:18-03:23)
• She decides to keep an open mind and plans a casual dinner date to “try it out.”
• Notable Quote (Elizabeth, 03:44): "It shows that you’re open, that you’re sort of broadening your horizons and you’re not like limiting yourself. I think it’s really cool."

3. Concerns Over Wasting Time

• Jen expresses caution about dating single parents if you’re not ready for children, emphasizing the higher stakes. (04:04)
  • Notable Quote (Jen, 04:13): “The stakes to me are so much higher when you have a single parent... why waste the guy’s time if, like, in a couple of months, if this thing is getting serious, you’re gonna end up breaking it off anyway?”
• The cast discusses how maturity and transparency are key—single parents benefit from being up front about having kids and are likely to “cut to the chase.” (05:25)

4. Transparency About Kids

• Wendy shares that the single dad was open about his status from the beginning, which she respected. (05:55)
  • Notable Quote (Wendy, 06:08): “He was really open about it, which I thought was cool. He didn’t try to hide that he had a kid.”

5. Humor & Relatability

• The segment is peppered with playful jokes, including where the date might be (“Chuck E. Cheese.” – Bert and Bluff, 03:30), and ribbing about becoming a stepmom after one dinner.
  • Example (Bert, 06:18): "Well, listen, you know he’s fertile, so if you go and get drunk, wrap it up before you do anything, okay?"
• The group teases Wendy about the dating process and the hypothetical rush to motherhood.

6. Real-Life Experiences: Callers and Cast

• Lindsay (team member) weighs in, sharing the real challenges of step-parenting, specifically dealing with ex-partners. (06:44)
  • Notable Quote (Lindsay, 06:59): “That is the worst drama I have ever dealt with in my entire life...because of the ex. Not because of the kid.”
• Elizabeth counters with a positive example of blended families, illustrating that outcomes vary widely. (07:22)
• A listener calls in with her own success story: her husband initially didn’t want kids, but after meeting her and her son, became a loving stepdad. (08:58-09:25)
  • Notable Quote (Caller, 09:03): “10 years ago I met my now husband. I had an 8-year-old son and he had no children, never wanted children, fell in love with my son, fell in love with me and they’re best friends and we’ve been happy ever since.”

7. Importance of Taking the First Step

• Wendy reiterates that a single date is just a chance to see what happens—she's not committing to parenthood.
  • Notable Quote (Wendy, 09:53): “I’m not becoming a parent on Sunday. I cannot be a mom.”

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Notable Quotes & Memorable Moments

• Wendy, on maturity:
  “A single dad isn’t going to waste his time dating somebody he doesn’t really like... they can drop it really fast.” (02:44)
• Elizabeth, on openness:
  "Whoever Wendy falls in love with... whatever their circumstances becomes less important." (05:13)
• Bert, on parental transparency:
  "She wearing, like, a number one dad T-shirt or something?" (06:02)
• Lindsay, on step-parenting drama:
  “There are so many people out there with baby mama drama or baby daddy drama... it’s always going to be there.” (07:06)
• Caller, on second chances:
  “Give him a chance. It might not go more than a date, but definitely give him a chance.” (09:25)

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Key Timestamps

• 01:34: Wendy introduces her dating dilemma with single dads.
• 02:44: Discussion about maturity and directness of single dads.
• 03:23: Wendy commits to a casual dinner date.
• 04:04: Jen’s concerns about higher stakes and time-wasting.
• 05:55: Wendy describes first conversations about the child.
• 06:44: Lindsay shares the reality/drama of blended families.
• 08:58: Listener call—real-life happy ending after dating as a single parent.
• 09:53: Wendy clarifies she’s “not becoming a parent on Sunday.”

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Overall Tone & Takeaways

The episode is upbeat, candid, and humorous, but also dives into genuine concerns about dating single parents—balancing personal readiness, respect for others’ time, and the unpredictability of relationships. The cast encourages keeping an open mind, trying new experiences, and communicating honestly, all while validating the very real challenges (and joys) of dating as a single parent or entering a blended family.

If you’ve never dated someone with kids or are curious about how it works, this episode is a funny, honest, and supportive look at all sides of the situation.

Transcript

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[Jen]

Visit spinquest.com for more details. The Bird show so Wendy's excited about a date this week if I kind

[Wendy]

of am excited about a date. No, we actually talked earlier in the week about guys with kids and I've been meeting a lot of guys who have children recently when I've been out and about and just having great conversations but just kind of nervous about getting involved and didn't really. I haven't really wanted kids. I love kids to pieces. I get along with children but not really sure if I want kids especially at this moment in my life. I'm only 24 years old. I. I can't handle a kid right now so I've been kind of Questionable about even giving these guys a chance. But I've had conversations with this guy and they've been awesome. He seems like a really nice guy, but just haven't been out on a date with him.

[Jen]

How old is dude?

[Wendy]

I think he is 30 something. I think he's like 31, 32.

[Jen]

Okay. Old dude. Hope he can keep up with you.

[Wendy]

Oh, he's not old. He's older. No, but I got some really awesome emails and a great piece of advice from actually someone in this office about guys with kids. And they said they can always put somebody else first and they know how to put themselves second. But then they don't waste your time. And you're finding with like, guys my age, like, they waste a lot of your time because they just want something. They just want to get in your pants. They want to do stuff with you. That's all they want.

[Elizabeth]

So, like a single dad isn't going to waste his time dating somebody he

[Wendy]

doesn't really like, really like or wants

[Elizabeth]

really interested in because he doesn't have that much time.

[Wendy]

Right. They don't want to get involved with you. They want to either this either gonna go somewhere or it's not gonna go somewhere and they can drop it really fast. And this coming from somebody in the office. And then I got this awesome listener email about a guy she had dated. She was a single mother and talked to a guy that didn't want kids off the bat, but explained that she had a son and all this kind of stuff. And then it ended up really well. So she was like, why are you not giving this guy a chance? And I was like, huh? So I thought about it a little bit and actually made plans for Sunday with this guy.

[Elizabeth]

Okay.

[Wendy]

To go to dinner. Something really super casual. Nothing like really fancy or anything like that. So just hanging out.

[Bert]

Chuck E. Cheese.

[Bluff]

Yes.

[Wendy]

Chuck E. Cheese.

[Bert]

Fuddruckers.

[Lindsay]

No.

[Jen]

Not gonna go see that new tooth fairy move, right? No.

[Wendy]

But yeah, made plans. So I'm kind of excited about it, kind of nervous about it, because this is a part of my dating life that I've never even stepped into.

[Elizabeth]

I think it's cool. I think it's really good. It shows that you're open, that you're sort of broadening your horizons and you're not like limiting yourself. I think it's really cool. And I think if it goes great, then I think you could potentially change your mind about the kid thing. And if it doesn't go great, then it's not. You've at least given it a Shot. Yeah, I think it's cool. I think I'm proud of you.

[Joanna]

And I wasn't trying to step over you. Jen. I apologize. I just noticed Bert's expression where you don't think she should go at all.

[Jen]

I just, I have mixed feelings about it from the single dad angle. Like, I understand what the girls are trying to do here is like using dating as a verb where you should sample it all, you know, just try it. Except the stakes to me are so much higher when you have a single parent that the way I'm hearing it is like, so I'll give it a try. I mean, he's a single dad. I'll at least give him a try. But Wendy told us earlier in the week that she's nowhere near ready to be a parent. So why waste the guy's time if, like, in a couple of months, if this thing is getting serious, you're gonna end up breaking it off anyway.

[Wendy]

But maybe not necessarily. I mean, maybe it's something I could eventually want. And that's sort of what the listener email said. Like, he, the guy she talked to didn't want children, didn't even want had children on the brain. But as soon as they got to know each other and hang out, it was like instant connection. And then a couple months or months later, down the road, met the child and it ended up great. And they're now they're married. So I mean, not saying I'm gonna get married to this guy, but I. I guess I can't really write him off for sure having a child.

[Elizabeth]

So.

[Jen]

And I see that's that side of it also.

[Elizabeth]

I mean, I think whoever Wendy falls in love with, if she falls in love with anyone, I think whatever their circumstances is becomes less important. Oh yeah, you gott out with him once or twice to figure out if there's any chemistry, if there's anything there to even go on.

[Jen]

And he's an adult, I mean, and he's got a child. And I think that there just are, I think, different time management issues when you're a single parent than when you're not. Like, they just don't have a lot of time to screw around. So that's why when the debate always comes up, like, should I tell him that I have kids or not? I would think as a single parent, you'd want to do that immediately because you just don't have time to screw around with somebody that doesn't want to get involved with a child situation whatsoever.

[Elizabeth]

How did it come up with you guys when you first met.

[Wendy]

It was just right off the bat, like, he didn't hide it. It was just something right away that was just a natural.

[Bert]

She wearing, like, a number one dad T shirt or something?

[Wendy]

Actually, no.

[Elizabeth]

World's greatest dad.

[Wendy]

That was actually his beard mug. No, he was really open about it, which I thought was cool. He didn't try to hide that he had a kid. I mean, I thought that was really important, but I don't think it's going to make a difference.

[Bert]

Well, listen, you know, he's fertile, so if you go and get drunk, wrap it up before you do anything, okay?

[Wendy]

It's dinner, Wendy. Promise it's dinner.

[Bert]

Promise it's dinner.

[Wendy]

We're not.

[Bert]

Promise.

[Wendy]

Hotel or my.

[Joanna]

She's gonna get emails. She's gonna get those hate mails now.

[Jen]

Just saying, you know, Wendy has the rule. Only up my shirt on the first date. Okay.

[Wendy]

Okay.

[Jen]

Told you that before. Hey, Lindsay.

[Lindsay]

Good morning.

[Joanna]

She posted on her desk.

[Jen]

What's up, Lindsay?

[Lindsay]

Hey, good morning, guys. Wendy, I am actually married to somebody who has another kid. And I'm gonna be honest with you. That is the worst drama I have ever dealt with in my entire life. And probably the one thing that would drive us to divorce.

[Elizabeth]

What? Is because of the ex or because of the kid?

[Lindsay]

Because of the ex. Not because of the kid. Because of the ex.

[Jen]

Okay.

[Elizabeth]

That's a different story.

[Lindsay]

Yeah, that is a huge. I mean, I'm gonna tell you. I'm not. Everybody has a same problem, but there are so many people out there with baby mama drama or baby daddy drama, it doesn't matter. It's there and it's always going to be there. She's always going to be right there in your face.

[Wendy]

I mean, at the same time, it

[Elizabeth]

depends on the relationship. I have a good friend of mine who has a son, and her. It was with her boyfriend at the time. Happened in college, whatever. But her son's father is now remarried, and the stepmom is one of her best friends. Like, they want to, like, rewrite the book on step parenting because it's a really, really great situation. So not all of them have to be bad is all I wanted to say.

[Wendy]

And this might not even lead to anything, right? I'm not gonna be this child's stepmom on the first date. Like, I'm not, like, jumping into it saying, hey, I want to be a mommy.

[Jen]

What if he calls you mommy as soon as you walk in the door?

[Wendy]

Well, then that'll be a deal breaker.

[Bert]

Are you my new mommy? Are you my new Mommy.

[Jen]

I had another new mommy last week. This is great. Oh God.

[Elizabeth]

Save that, save that, save that.

[Wendy]

The child will not be on the date.

[Bert]

And you know the child can't go up your shirt no matter how many dates you have. Right.

[Wendy]

Oh my dollar.

[Bert]

I'm just. It's a new environment for her.

[Wendy]

I saved the email.

[Elizabeth]

Seriously, Let me, let me just.

[Joanna]

But let me ask Jen a question. So if this does work out and then Wendy ends up being with this guy and then becomes a mom like

[Podcast Host]

before you do, or you can be

[Elizabeth]

mad if she became a stepmom.

[Wendy]

Yeah, no, I think that'd be really

[Elizabeth]

cool because I thought that'd be funny. I know. You know, Joanna would be mad.

[Jen]

Oh, she'll quit.

[Elizabeth]

That's a good point. Joanna would be mad. I threw out the timeline a long time ago.

[Bert]

Wendy's like, this started with me going to Olive Garden and now you're getting me married before Joanna.

[Joanna]

I'm just saying, I just think it's, you know, insta mom.

[Elizabeth]

Even lesbians think like that. Even lesbians around down the alley.

[Podcast Host]

I'm still a woman. Hell.

[Jen]

Hey, Elizabeth. Good morning.

[Caller]

Good morning.

[Jen]

Hey, what's up?

[Caller]

Oh, not too much.

[Lindsay]

Going to work.

[Jen]

What can we do for you?

[Caller]

Well, I was just going to let her know that. Give him a chance. 10 years ago I met my now husband. I had an 8 year old son and he had no children, never wanted children, fell in love with my son, fell in love with me and they're best friends and we've been happy ever since. So just give him a chance. And as far as like the ex

[Lindsay]

goes, he was very comfortable with my

[Caller]

now husband and they have a great relationship. So give him a chance. It might not, you know, go more than a date, but definitely give him a chance.

[Wendy]

I feel like I should just at least give him dinner because he's nice and a good conversationalist and he'll be

[Jen]

able to sift it out pretty quickly. Also like, I mean, if things could go great on Saturday, but he may say, you know, because he's got to look at you in two different lights. He's got to look at you as a woman that he wants to date. Then long term wise he's got to look like, okay, is this woman capable of having kids right now?

[Wendy]

And that's a piece of advice I got. So that's why I decided to go to dinner with him, just to see how it goes. I'm not becoming a parent on Sunday. I cannot be a mom.

[Jen]

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