The Bert Show

By The Bert Show

Episodes (101)

The Bert Show

Vault: She's Convinced He'll Propose Over the Holidays

Joanna is convinced her boyfriend Jason will propose during their New Year's cruise, turning the trip into a high-stakes psychological game of anticipation and sabotage. The Bert Show’s hosts dissect the emotional trap women often fall into when they assume en

13mJun 1, 2026

The Bert Show

Vault: Have His Kids Become Too Jaded by Privilege?

The host of The Bert Show opens a raw, vulnerable conversation about parenting in the age of privilege, confessing his deep uncertainty about raising children in a materially abundant household. He recounts the emotional letdown of Christmas morning, not from

11mJun 1, 2026

The Bert Show

Vault: Jeff left The Bert Show

The host of The Bert Show confronts a seismic shift in his morning radio team: Jeff Dollar, his longtime co-host and 'family member,' may be leaving due to a contract impasse with Cumulus Corporate. The host reveals that despite his personal and professional e

16mJun 1, 2026

The Bert Show

Full Show PT 1: Monday, June 1 [Vault]

A family in crisis is thrust into the spotlight when Mandy, a friend of Lauren, reaches out to The Bert Show after learning her friend’s life has unraveled under economic pressure: a mortgage payment in jeopardy, a husband working a lower-paying job far from h

35mJun 1, 2026

The Bert Show

Full Show PT 2: Monday, June 1 [Vault]

The Bert Show tackles the emotional weight of creating family traditions, especially around holidays like Christmas, where personal desires clash with complex family dynamics. Bert shares how he and his partner Katie fought for a dedicated Christmas Eve to est

34mJun 1, 2026

The Bert Show

Full Show PT 3: Monday, June 1 [Vault]

The Burt Show delivers a raw, emotionally charged episode that unfolds like a real-time crisis, centering on the potential departure of long-time co-host Jeff Dollar due to unresolved contract negotiations with Cumulus Corporate. The host, Bert, reveals he's b

36mJun 1, 2026

The Bert Show

Vault: His estranged dad suddenly reached out

A man reflects on a decades-long, emotionally distant relationship with his estranged military father—one defined not by a single falling out, but by years of absence, erratic contact, and cryptic gifts. After a sudden surge of outreach—three phone calls in a

12mJun 2, 2026

The Bert Show

Vault: Why is Jeff no longer on the show?

The Burt Show is in crisis as Jeff Dollar's contract with radio station Q100 has expired, and negotiations to renew it have stalled for months. Despite Jeff's immense value to the show—both as a business partner and a beloved on-air personality—Cumulus Media h

17mJun 2, 2026

The Bert Show

Vault: She wants her baby to sleep beside her every night

The episode centers on a raw, emotional debate about co-sleeping with a six-month-old infant, sparked by a new mother’s internal conflict over whether to let her baby sleep in her bed. She reveals she’s been struggling with her daughter’s constant nighttime aw

13mJun 2, 2026

The Bert Show

Vault: The dog peed everywhere and her mother-in-law stormed out

A married woman recounts how her mother-in-law abruptly left their holiday home after refusing to crate her dog, which peed on the carpet and couch. Despite setting clear boundaries with her husband’s support, the mother-in-law packed up and left without expla

10mJun 2, 2026

The Bert Show

Vault: Update on Jeff's contract

The Bert Show confronts a crisis in its core dynamic as Jeff Dollar's contract remains unresolved, leaving the team in limbo. Despite months of intense negotiation between Jeff and corporate, no agreement has been reached, and the show's future hangs in the ba

11mJun 2, 2026

The Bert Show

Vault: Her weight made family photos feel impossible

Intern Lauren’s candid confession on The Bert Show reveals a deeply ingrained obsession with weight that began in high school and has evolved into a daily ritual of calorie restriction, excessive exercise, and self-criticism—despite no formal diagnosis of an e

13mJun 2, 2026

The Bert Show

Vault: She took an online test for eating disorders

Lauren, a young intern on The Bert Show, opens up about her obsessive relationship with food, weight, and exercise—revealing she once consumed fewer than 600 calories a day during high school while running cross country. What begins as a lighthearted conversat

13mJun 2, 2026

The Bert Show

Full Show PT 1: Tuesday, June 2 [Vault]

The Bert Show’s holiday episode unfolds as a raw, intimate tapestry of personal struggles and professional uncertainty. At its heart is Marlene’s heartbreak over a man who ghosted her twice—first on Christmas, then on New Year’s Eve—leaving her to reflect on t

51mJun 2, 2026

The Bert Show

Full Show PT 2: Tuesday, June 2 [Vault]

Jennifer shares a raw, emotionally charged story about her mother-in-law’s abrupt departure during a family holiday—leaving without explanation after a simple boundary was set about her dogs sleeping in the house. What starts as a seemingly minor conflict esca

40mJun 2, 2026

The Bert Show

Full Show PT 3: Tuesday, June 2 [Vault]

A 13-year-old niece is caught breastfeeding her five-month-old uncle's son during a shower break, sparking a visceral reaction from the mother, Amy, who is torn between outrage and overreaction. The call spirals into a nuanced discussion about adolescent curio

42mJun 2, 2026

The Bert Show

Vault: What are the rules for friends with benefits?

The Bert Show dives into the complicated social contract of 'friends with benefits,' challenging the myth of emotional neutrality in casual relationships. The hosts argue that while both parties may agree on 'no strings attached,' the reality is far more volat

10mJun 3, 2026

The Bert Show

Vault: She and her mom are obsessed with Farmville

The Bert Show dives into the surprising cultural phenomenon of Farmville, revealing that it boasts 69 million active users—nearly four times Twitter’s 18 million—sparking outrage from fans when the hosts mocked the game. The episode centers on intern Reshma, w

11mJun 3, 2026

The Bert Show

Vault: This church rewrote songs to attack the gay community

The Bert Show dives into the disturbing practices of the Westboro Baptist Church, a small but highly visible extremist group known for picketing funerals of LGBTQ+ victims and other public events with hate-filled messages. The episode centers on their recent c

12mJun 3, 2026

The Bert Show

Vault: He lied on his résumé and landed a job at the Pentagon

A man named Brad, who fudged his resume by changing job titles to 'operations officer' and 'assistant operations officer' without a bachelor's degree, landed a high-stakes job offer at the Pentagon through a contract role. Despite having no formal experience i

12mJun 3, 2026

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