Vault: Her boyfriend met her family

Summary

The Bert Show – Vault: Her Boyfriend Met Her Family

Date: July 13, 2026
Main Cast: Jen Hobby, Bert Show Cast

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Episode Overview

In this lighthearted and candid episode, Jen Hobby shares the story of her new boyfriend meeting her family for the first time during a milestone birthday celebration in New York City. The panel discusses family dynamics, the anxiety of significant others meeting parents, and the subtle signals of parental approval. The conversation captures the humor and realness the Bert Show is known for, while also exploring Jen’s hopes and anxieties about her relationship.

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Key Discussion Points & Insights

1. The New York City Family Weekend (00:32 – 02:05)

• Jen Hobby recounts her trip to NYC to celebrate her brother’s 30th birthday:
  • Plans included a fancy family dinner, “Bardie” (NYC bar party), sightseeing, and Easter church services.
  • Her new boyfriend (nicknamed “Superman”) joined for the full weekend, meeting her parents and family for the first time.
    • “He’s the most solid guy ever. This is his theme song.” [01:25]
    • The panel jokes about “Superman” not listening to the show, which they take as a sign of credibility.

2. Parental Impressions and Old vs. New Expectations (01:46 – 03:25)

• Jen’s comfort level: No drama or tension anticipated, as “Superman” is so well-liked.
• Family spent the entire weekend together in a group, leaving few chances for private conversations with her parents about him.
• Jen reflects on the change in her parents’ approach:
  • “Like years ago, if they didn’t approve, they would not have said something. But now… now you think they’d say.” – Jen Hobby [03:07]
• Only direct parental feedback was a “thumbs up” emoji in a text from her mom and, later: “He’s a keeper.” [03:19]
• Discussion about anticipating her dad’s opinion, given their typically reserved communication style.

3. Navigating (and Interpreting) Dad’s Feedback (03:25 – 04:44)

• Jen plans a father-daughter weekend at Augusta with her dad, hoping for more insight:
  • “If he says something like, ‘Well, I really like him,’ then that’s like huge. He probably won’t say any more than that.” [03:44]
• The group jokes that she should ask her dad during the Masters golf event, when he’s in a good mood:
  • “You have to wait to ask him about that when you’re walking from like hole three to four. ...He’s going to go, ‘Whatever you say, Jenny. The guy’s awesome.’” – Jen Hobby [03:53]

4. The Weight of Parental Approval (04:44 – 04:58)

• What if her dad didn’t like him?
  • Jen says she would take it seriously and dig into why, trusting her father’s instincts.
    • “I would have to ask why. I would have to really dig in and figure out why. ...But I would be shocked. I would be absolutely shocked.” – Jen [04:46]
• Co-hosts agree the boyfriend is so likable that disbelief would be universal.

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Memorable Quotes

• On boyfriend credibility:
  “He doesn’t listen to this show, which gives him more credibility as a boyfriend.”
  – Jen Hobby [01:37]

• On midwestern boys:
  “He’s just... he’s a solid Midwestern boy.”
  – Jen’s Narrator/Friend [01:52]

• On modern parental candor:
  “Now you think that since you’ve been married and divorced and dated, now you think they’d say [if they didn’t like him].”
  – Jen Hobby [03:07]

• On dad’s communication:
  “If he says one thing, if he’ll say, if he says something like, ‘Well, I really like him,’ then that’s like a huge. That’s like huge. He probably won’t say any more than that.”
  – Jen’s Narrator/Friend [03:44]

• On trusting her dad’s instincts:
  “I would trust my dad’s opinion and I would definitely trust some sort of insight that he got or something. But I would be shocked. I would be absolutely shocked.”
  – Jen’s Narrator/Friend [04:46]

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Notable Moments & Timestamps

• 01:25 – 01:46: Laughter and inside jokes about “Superman” not listening to the Bert Show.
• 02:05 – 03:19: Jen shares anecdotes about the weekend, including sightseeing and church, expressing uncertainty due to lack of one-on-one time with her parents.
• 03:07: Discussion of how her mother uses emojis to signal approval.
• 03:53: Lighthearted advice regarding catching dad in a good mood at the Masters.
• 04:46: Honest self-reflection about weight of parental opinion.

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Tone and Style

The conversation is casual, affectionate, and peppered with wit—a blend of supportive teasing, genuine care, and transparency about insecurities and family relationships. The group’s rapport makes the topic relatable for those navigating similar family scenarios.

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Summary

This episode provides a fun yet meaningful glimpse into how adult relationships play out under the scrutiny (and sometimes silence) of family, especially from parents. Jen’s story—filled with humor and warmth—resonates with anyone who’s introduced a significant other to family and waited (sometimes anxiously) for the elusive parental green light. The takeaway? Sometimes, a thumbs up emoji and a “he’s a keeper” is all you need.

Transcript

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[Jen Hobby]

All right, so going into the weekend, Jen Hobby was going to New York.

[Jen's Narrator/Friend]

New York City City, the Big Apple. I was going up there. They probably hate that as much as we hate Hotlanta, right? Right. Yeah. But my brother lives there. And so I was going up because my brother's turning 30. It was a big birthday. So the plan for months and months has been to be up there for this weekend with my parents and to celebrate with him and his girlfriend and all of and have a big fancy dinner night out and then have a big party with a bunch of his friends at a New York bar. They call it a Barty instead of a party Party. That's funny. A party. And so we were going up for Matt's party, and I say we because I have a new boyfriend who came with me to meet my parents and meet my family. We like to call him Superman.

[Jen Hobby]

He's the most solid guy ever. This is his theme song.

[Jen's Narrator/Friend]

I told him about the song. He rolled his. Because he doesn't listen to the show,

[Jen Hobby]

which gives him more credibility as a boyfriend.

[Jen's Narrator/Friend]

Yeah, yeah, he's smart. He doesn't listen to this show.

[Jen Hobby]

He's just such a solid guy.

[Jen's Narrator/Friend]

He's doing smarter things with his time.

[Jen Hobby]

There was really no drama here because the dude is so solid that we just knew that Jen's parents were gonna love him and it was gonna be perfect.

[Jen's Narrator/Friend]

I think they were shocked because he's such a good guy. I typically don't bring home the good guys. And he's such a good guy and he's just, you know, he's a solid Midwestern boy. And so, no, they really enjoyed meeting him. And it was really fun. It seemed really comfortable and super easy. And I hope they liked him. I got a text from my mom because I was with him and them the whole weekend. Like, I wasn't with my mom like one on one, and I wasn't with my dad like one on one. We were all in a group setting the entire weekend, like Hung out Friday night. Saturday we did the whole Staten Island Ferry thing where you go around the Statue of Liberty because it was beautiful in New York. Good weather there too. And then we all hung out Saturday night, went to dinner, went to the Bardie. And then Sunday we all went to church together. So we went to Easter services, which was really cool. Definitely a different experience. And then everybody left and went home. So it was a quick weekend, but we were all together in a group, so I don't really know what their opinion is yet. I mean, I'm sure it was fine. It seemed like they got along great. And my mom sent me one text message, like with a, A text thumbs up. Oh, I would have been in the bathroom with Millie Pete and she would have. Totally. Yeah. So I'm surprised that throughout the weekend there was no like, to the side with mom. And what do you think?

[Jen Hobby]

And you said now that they. Now they probably say something. Like years ago, if they didn't approve, they would not have said something. But now you think that since you've been married and divorced and dated, now you think they'd say.

[Jen's Narrator/Friend]

Yeah, I think they would definitely say something. But. Yeah, but the text last night was, he's a keeper.

[Jen Hobby]

Oh, good.

[Jen's Narrator/Friend]

Oh, then that's good. Yeah, you have to get what your dad's opinion is. Yeah, I need to get dad's opinion. Well, my dad's coming back up this coming weekend and we're gonna have a father daughter weekend and go into Augusta and everything. So I'll get to definitely find out what dad has to say. But we don't really talk about that that much. Like if he says dads don't usually talk. No, if he says one thing, if he'll say, if he says something like, well, I really like him, then that's like a huge. That's like huge. He probably won't say any more than that.

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[Jen Hobby]

Well, your dad's gonna be in such a good mood this weekend. Cause you're taking him to the Masters. You have to wait to ask him about that when you're walking from like hole three to four. Because he's going to be in this euphoric place anyway, so that's the time to hit him up because he's going to go. Whatever you say, Jenny. The guy's awesome.

[Jen's Narrator/Friend]

No, I want his real. I mean, I really, you know, I definitely want his real opinion, but we don't talk about it much. You know, like he said before the weekend on the phone, God talked to my parents on the phone like every other day or whatever. So we chatted up all the time about everything other than any guy in my life. Like, my dad and I just don't talk about it. But before the New York weekend, he was like, I'm really looking forward to meeting Grant. And that was it. And I was like, cool, dad. I'm looking forward to meeting him too. And that was like a really big deal. Like, that was a big moment, you know, I'm sorry to cut you off. So what if your dad comes back

[Lady Luck]

and was like, I really didn't like him.

[Jen's Narrator/Friend]

I would have to ask why. I would have to really dig in and figure out why. Because I would. I would trust my dad's opinion and I would definitely trust some sort of insight that he got or something. But I would be shocked. I would be absolutely shocked.

[Jen Hobby]

We would all be shocked. Yeah, he's just one of those guys that you don't reject.

[Jen's Narrator/Friend]

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