BROOKE AND JEFFREY: SECOND DATE UPDATE

Episode: Brooke Breaks You Up
Date: January 22, 2026
Host: iHeartPodcasts

Episode Overview

This episode centers on an especially cringeworthy and explosive segment titled “Brooke Breaks You Up,” where Brooke Fox is asked by listener Jack to break up with his girlfriend Megan on his behalf. The episode moves from awkward buildup to an even more tense phone call, as Brooke reluctantly but assertively delivers the bad news to a resistant and fiery Megan. The tone is playful but turns combative, offering an entertaining—if uncomfortable—look at relationship endings.

Key Discussion Points & Insights

1. Segment Introduction: The Reluctant “Breaker-Upper”

• [03:46] Brooke and the team set the stage, with playful banter about past heartbreak and who’s the “harshest” on the show.
• Jeffrey dubs Brooke a “fearless, fire breathing monster with a delicate feminine touch” ([05:03]).
• Brooke admits her discomfort: “I do not enjoy this.” ([05:44])

2. Jack’s Predicament: Why He Needs Help

• [07:51] Jack explains he’s been dating Megan for about a year on and off, officially together for a few months. He describes her as “really intense,” and admits he’s intimidated: “She’s just a little scary. And the thought of being with her is a little even more scary than not.” ([09:23])
• Jack claims he’s tried talking to Megan about breaking up, but she always diverts the conversation or makes things fun to dodge the subject.

3. Why They’re Breaking Up

• Jack feels their personalities clash—he’s laid back; she’s intense.
• “At the beginning… intimacy in the bedroom was great, but now it’s just like, nothing. Like, just dead.” ([10:19])
• Brooke presses Jack about his feelings and their use of “I love you.” Jack reveals it's obligatory, not heartfelt.

4. Prepping for the Breakup

• [13:30] Brooke warns Jack: “I’m going to have to say some, like, reasons why she shouldn’t even want to be with you… I just don’t want you to take that personally.”
• Jack frets about Megan’s reaction: “I just don’t want her to be mad at me. Like, she’s gonna be pissed.” ([14:00])
• Brooke lays it out: “If you want to break up with someone, you have to be okay with however they're gonna feel about you afterwards.” ([14:05])

5. The Call to Megan: Awkward & Explosive

Setting the Scene

• [15:36] Brooke calls Megan live, introducing herself and stating she’s on the radio.
• Megan is skeptical and a bit defensive, but hears Brooke out.

The Attempted (and Failed) Breakup

• Brooke tries to soften the blow, complimenting Megan’s independence: “You’re an incredibly strong, independent woman who knows exactly what she wants in life. And I love that. Applause.” ([16:38])
• She bluntly states, “Jack is none of those things,” and relays Jack’s wish to break up.

Megan’s Resistance & Confrontation

• Megan: “We’re not breaking up. It’s not happening. So thanks for the call.” ([17:09])
• Brooke stands firm: “No, you are. You are breaking up. Like, there’s no choice in it.” ([17:14])
• Megan challenges Jack’s absence: “Grow some balls and talk to me instead of hiding behind someone on the radio.” ([17:25])
• Brooke: “He apparently has tried to have this conversation with you before, and it sounds like you may have told him no then as well.” ([17:57])
• Things get personal after Brooke brings up bedroom issues: Megan explodes—“Oh my god, will you shut the fuck up? That is not any of your business. This is not something that has to be discussed publicly. The fact that you would even bring that up is disgusting.” ([19:03])

6. Bringing Jack Onto the Call

• [19:54] Jeffrey: “Jack, your girlfriend can’t wait to speak to you. Go for it.”
• Megan is livid: “Jack, what the fuck is going on here?” ([19:58])
• Jack tries to backpedal, sounding lost: “I don’t know why she’s, like, being so mean and abrupt…” ([20:06])
• Brooke tries to clarify: “You fully clearly asked me to dump your girlfriend, but right now it’s really funny.” ([20:23])

The Aftermath

• Megan wants answers directly from Jack: “We’re going to talk tonight, and if this is something that you put them up to, tell me to my face. Okay?” ([21:57])
• Brooke: “Yeah, that’s going to happen, honey bear.” ([22:03])

Notable Quotes & Memorable Moments

• Jeffrey on Brooke’s role ([05:03]):
  “What we need is a fearless, fire-breathing monster with a delicate feminine touch.”
• Jack’s admission ([09:23]):
  “She’s just a little scary. And the thought of being with her is a little even more scary than not.”
• Megan on Brooke’s intervention ([17:25]):
  “…grow some balls and talk to me instead of hiding behind someone on the radio.”
• Brooke, blunt as ever ([14:05]):
  “…if you want to break up with someone, you have to be okay with however they're gonna feel about you afterwards.”
• Megan, during the on-air fight ([19:03]):
  “Oh my god, will you shut the fuck up? That is not any of your business. This is not something that has to be discussed publicly. The fact that you would even bring that up is disgusting.”
• Brooke, after Megan’s outburst ([19:08]):
  “Like, that’s not gross…”
• Jeffrey, observing the debacle ([21:32]):
  “So we came in with the goal to have a tough, difficult conversation, and we definitely did—this was one of the toughest conversations Brooke’s ever had.”

Important Timestamps

• [03:46] — Segment introduction, setup for “Brooke Breaks You Up”
• [07:51] — Jack explains his relationship and why he wants to break up
• [09:23] — Jack describes what intimidates him about Megan
• [13:30] — Brooke preps Jack for the possible fallout
• [15:36] — Brooke dials Megan for the confrontation
• [17:09] — Megan refuses the breakup
• [19:03] — Megan’s explosive response to private details being shared
• [19:54] — Jack attempts to speak with Megan directly
• [21:57] — Megan demands answers from Jack off-air

Tone & Takeaways

• The episode is rich with cringey, comedic discomfort—classic for the “Second Date Update” series.
• Hosts mix playful, exaggerated language (“battle axe,” “fire-breathing monster”) with genuine—and escalating—awkwardness.
• The moral? Breaking up is hard to do—especially when someone else does it for you, live on the radio!
• Ultimately, the attempt to end the relationship is bungled; Megan refuses to accept the breakup via proxy and demands a direct, face-to-face conversation with Jack.

Closing Reflections

• Brooke reflects on the challenges and regrets about how harshly she handled things, saying, “Maybe he did have the realization that he actually wanted to be in the relationship with her after listening,” but Jeffrey jokes: “No, I think he’s literally trapped.” ([25:03])
• The hosts end with laughter and a reminder: “If anyone wants my help breaking up with someone, maybe just do it yourself.” ([25:23])

For Listeners:

This episode is a trainwreck you can’t look away from—equal parts “ouch,” hilarious, and painfully relatable. If you’ve ever wanted someone else to do your dirty relationship work, this might change your mind.