Therapuss with Jake Shane — Session 106: Hailey Bieber
Date: February 19, 2026
Host: Jake Shane
Guest: Hailey Bieber
Overview
This milestone episode of Therapuss marks the season three premiere—and its debut on Netflix—with a guest appearance by Hailey Bieber. In Jake's signature warm yet neurotic tone, the conversation swerves between heartfelt introspection, therapeutic advice, and playful pop culture banter. Hailey brings openness, wry humor, and self-awareness, discussing everything from her approach to motherhood and building her skincare brand Rhode, to navigating fame, wellness routines, and foodie adventures in LA and Japan. The episode also delivers crowd-favorite segments where Hailey and Jake give direct advice to listener-submitted dilemmas, all seasoned with pop culture obsessions (Homeland, TikTok, New York nightlife).
Episode Highlights
1. Season Three Launch & Life Updates
Jake, Louise, and Hailey engage in a friendly catch-up to herald the new season and Netflix move.
- Jake announces he’s heading to Broadway; Brett’s running the Tokyo Marathon.
- Recent changes: switching medications for OCD, binging Oscar movies, personal reflections.
- Notable intro detail: Recurring anxiety and self-examination are already in play, setting up the pod’s intimate-yet-comic mood.
“My OCD is like—‘what if something bad happens?’ Always. I’m always so anxious. So I’ve been really, really struggling…” —Jake (11:30)
2. Pop Culture Obsessions & Recommendations
[19:44–23:35, 34:50–37:51]
Hailey and Jake are Homeland addicts, discuss TV as comfort, and compare notes on favorite shows and music.
- TV Comforts:
- Hailey: Friends is her comfort show; The Office doesn’t do it for her.
- Jake: Rides for Girls; admires its “selfish and scary” characters.
- Music Chat:
- Hailey’s favorites: New Kid Laroi, consistently returns to Justin’s “Swag,” Olivia Dean, and Tame Impala’s latest.
- Festival memories: Panorama, Hollywood Bowl; best venues are those with festivity, openness.
“What’s your favorite Tame Impala song?”
"Yes, I’m Changing, so good.” —Hailey (34:50)
3. Motherhood & Family Life
[28:30–31:29, 46:06–49:16]
Hailey reflects on being a new mom, expectations vs. reality, and whether she wants a big family:
- Surprised by how relaxed she is as a parent, noting the learning curve with each day.
- Son Jack enjoys basketball and music — shouts “basketball” after naps; loves singing along to “Baby.”
- Travel adventures: recently took Jack to Japan; shares tips for handling jet lag and routines.
“Every single day, you’re just figuring out how to be a parent as you go and you’re just learning as they’re learning. It’s the coolest thing to watch a little person become their own little person.” —Hailey (29:53)
4. Inside Rhode: Building a Skincare Brand
[43:00–57:55]
An honest, almost behind-the-scenes look at how Rhode came to be:
- Idea marinated for 4–5 years; actual development started during the 2020 pandemic.
- All product formulations pass through Hailey’s “psycho-perfectionist” filter—especially the upcoming pimple patches.
- Brand’s unisex, sporty, and accessible design is intentional.
- Anecdotes: Inspiration for the innovative lip treatment phone case struck in a casual office moment; Hailey is delighted seeing everyday people with Rhode in the wild.
“I made the line to be something that I was going to use myself … I quite literally use every single one of my own products.” —Hailey (44:04)
5. Boundaries, People-Pleasing & Navigating the Public Eye
[93:09–98:36]
The heart of the pod: candid discussions about setting boundaries, especially as a public persona.
- Hailey unpacks her struggles with people-pleasing, recognizing how motherhood forced her to advocate for both her son and herself.
- Talks about how earlier in her career she’d over-explain herself, but learned “not responding is probably the best” after receiving wise advice.
- Friendship advice: Even with loved ones, honesty is the best policy, even if it’s hard.
"If I’m his advocate, I can be my own advocate. If I could stand up and say anything to anybody for him, then I can do it for myself." —Hailey (95:49)
"You can never lose by being honest… What do you lose by being honest?” —Hailey (93:09)
6. Listener Advice: The Tell Me What’s Wrong Segment
[77:38–88:59]
Jake and Hailey give rapid-fire, direct, supportive answers to diverse listener dilemmas:
- Secret Relationships: Advise honesty with friends when revealing a hidden romance. (78:06)
- Cheating Parents & Bribes: Confront the parent, don’t take hush money: “It’s not fair for you to ask me to keep this a secret when it’s such a big deal.” (80:13)
- People-Pleasing in Friendships: Lay down boundaries, communicate needs honestly—especially when feeling sidelined by friends or family.
- Fitness Motivation: Hailey and Jake both advocate starting slow and letting jealousy or admiration of others become motivation. Walking is the recommended entry point, not HIIT classes.
“Start slow, start with little things. Go for a walk. You don’t have to start by going to HIIT classes. You can start—start slow, try something new.” —Hailey (88:49)
7. Wellness & Medicines
[43:39–45:43, 44:41–45:10]
Hailey is a “vitamin obsessive,” influenced by her homeopathic parents:
- Daily supplements: immunity, magnesium, cortisol-calming, de-bloating, collagen, etc.
- Family tradition: Both recall being forced to take fish oil as kids—“disgusting, but sets you up for life.”
8. LA Food, Travel & Lifestyle
[66:42–74:54]
For foodies and travelers:
- LA fave restaurants: Giorgio Baldi (Italian), Sushi Park and Sushifumi (sushi), Anna Jack (Thai), Bossa Nova (Brazilian comfort).
- Dessert: Hailey always orders dessert at restaurants; Jake prefers to leave and get dessert elsewhere.
- East Coast nostalgia: Both reminisce about Friendly’s ice cream and soft-serve stands.
9. Coping With Social Media & Public Scrutiny
[62:43–65:58]
Hailey reveals TikTok both amuses and makes her anxious; she avoids “chatting into the camera” because of nitpicking and finds herself sharing less:
"When they started nitpicking everything … now I keep to myself more because of how intense it’s gotten.” —Hailey (64:03)
10. Memorable Quotes & Moments
- On Dating Panic & Obsession:
“Sometimes I feel like I’m experiencing the feelings of a 14-year-old girl for the first time as a 26-year-old gay man—because I didn’t have this in high school or college.” —Jake (09:40) - On Product Perfectionism:
“I don’t want to create something if I think it’s not the best version. If it’s not the best on the market, I don’t want to put it out.” —Hailey (54:23) - On Taking Social Risks:
“Sharing what you want to share, not what you don’t want to share—that’s the boundary I keep online.” —Hailey (64:38) - On Honesty:
“Lying … pisses me off to no end … I catch it every time. If you want to go there, we can go there.” —Hailey (83:09) - On Advice for Responding to Public Criticism:
“Not responding is probably the best … every time I wanted to react to something, I learned ignoring and moving on was best.” —Hailey (100:05)
Key Timestamps
- 19:44 — Hailey joins; Homeland TV chat begins.
- 28:30 — Hailey talks about motherhood and her son Jack.
- 43:00 — The inner workings and origin story of Rhode.
- 57:55 — Upcoming Rhode product launches.
- 64:01 — Discussion about sharing (or not sharing) on social media.
- 77:38 — Tell Me What’s Wrong: Listener submissions and advice.
- 93:09 — Deep dive into people pleasing and honest boundaries.
- 100:05 — Hailey's best advice: Don't respond when frustrated.
- 101:13 — Playful debate: favorite proteins, ending on a lighthearted note.
Final Thoughts
This episode exemplifies the unique blend of candor, wit, and comfort that Therapuss offers:
- Hailey delivers real talk about fame, family, and business without veering into PR-polish.
- Jake’s unfiltered, self-deprecating style provides relatability for listeners wrestling with similar anxieties and insecurities.
- The “Tell Me What’s Wrong” advice remains the backbone, giving the show accessible, actionable—and very funny—therapy-lite.
Memorable closer:
Jake: “Thanks for joining us for the premiere of season three with the one and only Hailey Bieber.”
Hailey: “Thanks for watching. I love you. Bye.” (105:18)
This episode is perfect for: fans of candid celebrity interviews, pop culture obsessives, those seeking comfort in shared vulnerability, and anyone interested in the real process behind celebrity-founded brands.