Not This Again with Bobbi Althoff

Episode: DRAKE: "I'm Sorry"

Release Date: September 2, 2025

Main Theme / Purpose

This long-awaited return episode features Bobbi Althoff in a candid, mesmeric, and awkwardly humorous reunion with superstar Drake. Recorded in Switzerland at the ultra-luxurious Bürgenstock Hotel, the episode is equal parts reconciliation, raw therapy session, and comedic travelogue. Bobbi and Drake delve into the aftermath of their infamous fall-out two years prior, reflect on newfound life phases, and dissect the bizarre, public mythology that swirled around their relationship. Awkward silences, surgical honesty, and irreverent wit reign as the pair navigate apology, forgiveness, celebrity, and internet scrutiny.

Detailed Summary

Scene Setting & Tone

• Location: Bürgenstock Hotel, Switzerland; relaxed, almost romantic atmosphere (“Welcome to the most romantic date that you’ve ever been on. Hamburgers in a bed.” – Drake, 33:05).
• Vibe: Playful, sharp, self-aware, alternating between sarcasm and heartfelt vulnerability.
• Opening Jokes: Stripping off shoes, discussing "Euro trash" aesthetics, and comparing fashion sensibilities and personal hygiene.

Key Discussion Points & Insights

1. The Adventure & Travel Fiasco

• Bobbi recounts travel mishaps: lack of open stores, having only one outfit, and jet lag (07:04).
  • “Bored. Tired. Confused.”—Bobbi, summarizing her recent week with Drake (07:10).
• Humorous complaints about sharing a single bobby pin, making makeshift outfits, and the experience of flying on Drake’s private jet ("Air Drake") (09:27-10:06).
• Extended bit about sneaking weed through airport security, leading to joking threats of being outed at customs (36:10-40:36).

2. Revisiting & Reconciling Their Fallout

• The central topic: Why Drake and Bobbi’s friendship collapsed after the infamous interview deletion.
  • Bobbi openly asks: “Why did you hate me for so long?” (11:11)
• Both admit to miscommunications and hurt feelings, with Drake revealing he took Bobbi’s criticisms personally (14:19).
  • “I never hated you, Bob. You came around at an interesting time in your life... I think I took some hits. Verbally.”—Drake (14:20)
• Bobbi reflects on life changes post-interview, inevitable internet judgment, and the “happy homes vs. one unhappy home” divorce adage (15:15-16:02).
• The pair dissect the toxic internet gossip and fan conspiracy theories about the interview’s removal—ranging from music rights to imagined romance or feuds (26:33-28:08).

3. The Nature of Fame, Internet Scrutiny & Taking Things Personally

• Discussion shifts to how public personas absorb (or ignore) online commentary.
• Drake’s advice: Do not conflate immediate, reactive negativity with the true value of your work or self (“My advice to you is the fastest comments...are not the genuine reaction to how people feel about you.” – 73:17).

4. Relationship Myths, Friendships & Forgiveness

• The pair trade apologies (30:47-30:55), sharing remorse for misreading one another’s intentions and emphasizing the importance of being the "bigger person.”
  • “The much more rewarding experience is to be the bigger person... and enjoy the benefits of a positive, rebuilt, reinforced connection.”—Drake (80:45).

5. Light-Hearted Personal Topics

• Playful speculation about Drake’s future wife; his “type” described with comic specificity (“goth baddie with big boobs, also funny”—52:53).
• Bobbi roasts Drake about his abs, BBL (Brazilian Butt Lift) rumors, and FaceTune use (“Is it hard-hitting questions?”—Drake, 58:56).
• Banter about parenting, Bobbi’s journey through single motherhood, and the milk-pumping adventure (63:03-64:15).

6. Industry Commentary & Career Evolution

• Drake on their initial interview’s impact: expanding boundaries between celebrities and digital media personalities (24:21-25:54).
• Philosophies about picking guests, the value of saying no, and not letting online venom cramp creativity (76:21-76:28).
• Bobbi’s musings on friends and loyalty, both in and out of the public eye.

Notable Quotes & Memorable Moments

• On Internet Judgment:

  • “I think that you take that immediate reaction and you wear it. You wear it like a romper… sometimes you need to separate the shorts and the vest, babe.”—Drake, on comment-section haters (74:53).

• On Reconciliation:

  • “The much more rewarding experience is to be the bigger person... and enjoy the benefits of a positive, rebuilt, reinforced connection with somebody that I guarantee you, you have a soft spot for in your heart.” —Drake (80:45)

• On Friendship:

  • “We’re back. We’re friends forever now.”—Bobbi (71:33)

• On Parenting:

  • “Your level of dedication to motherhood was insane. I’ve never seen anything like it.”—Drake (63:03)

• Comic Moments:

  • “Do you want to be the priest at my wedding?” —Drake (50:32)
  • Drake confessing his ideal woman is a “funny goth baddie with O-cups” (52:36).
  • "I got arrested in Sweden. Three days, nine hours."—Drake, casually recounting his jail time (46:27).

Timestamps for Key Segments

| Timestamp | Segment | |------------|--------------------------------------------------------| | 07:04 | Bobbi’s 3-word travel recap: “Bored. Tired. Confused.” | | 11:11 | Bobbi asks, “Why did you hate me for so long?” | | 15:15-16:02| Divorce/motherhood reflections | | 26:33-28:08| Internet conspiracies and interview deletion | | 30:47-30:55| Mutual apologies, mending the friendship | | 33:13 | “Hamburgers in a bed”—romantic/luxury life jokes | | 36:10-40:36| Weed-smuggling jokes/airport drama | | 52:36 | “Goth baddie” wife discussion | | 63:03-64:15| Breastfeeding, parenting appreciation | | 73:17 | Drake’s top advice: Ignore the first wave of comments | | 80:45 | Final thoughts on being the bigger person |

Flow and Usefulness

Listeners are treated to a highly personal, reflective, and self-aware conversation layered with Bobbi’s deadpan delivery and Drake’s willingness to oscillate between bravado and vulnerability. The episode is as much an unpacking of their personal history as a commentary on digital celebrity, the psycho-dynamics of fame, friendship, and forgiveness in a hyper-connected world. Fans of both hosts (and curious newcomers) are rewarded with real, no-PR-filter insight, vulnerable admissions, and irreverent banter.

Final Note

Episode Takeaway:
This is less a celebrity interview than an exploration of public identity, the pitfalls (and strange victories) of internet fame, and why sometimes being the “bigger person” is its own form of stardom. Awkward, witty, authentic, and ultimately cathartic, it’s an episode about reconciliation, self-compassion, and finding humor—even in awkward silences.

“Because I love you, Babu.” – Drake (81:53)

“I love you, too. I still don’t know what to call you, but I love you, too.” – Bobbi (81:54)