LONG WINDED WITH GABBY WINDEY
Episode: Audrey Hobert - RERUN
Date: April 2, 2026
Episode Overview
In this engaging rerun episode, Gabby Windey welcomes songwriter and multi-hyphenate creative Audrey Hobert (often referred to by her friends as "Wendy") for a freewheeling, intimate conversation. The two dive deep into the realities of artistic inspiration, songwriting, burnout, pop culture, and social media while sharing hilarious and relatable personal stories about dating, sexuality, mental health, family, and much more. This episode is defined by the duo’s chemistry, vulnerability, and quick wit, offering listeners both laughter and insight into navigating creative and personal fulfillment today.
Key Discussion Points & Insights
1. The Cycles of Busyness, Burnout & Productivity
- Gabby and Audrey bond over the rollercoaster of creative work, discussing how periods of intense busyness give way to downtime full of existential thought.
- Gabby: “The industry... even for two weeks you’re like, ‘I’m not doing anything.’ Then the next week you’re so busy — kill yourself.” (03:07)
- Audrey: “I can only really do the putzing around the house in a way that feels true if I know I have somewhere to be at 12 or something...” (03:29)
2. Astrology, Discipline, and Daydreaming
- They lightly poke fun at each other's astrological profiles; Audrey is a Pisces (with Aries Moon and Cancer rising).
- Wendy: “I know we’re sensitive. I know we’re daydreamers, which I really… that’s me at every point of the damn day.” (05:05)
- Gabby: “Gemini women are geniuses!” (04:00)
3. Finding Inspiration—From Travel to Melancholy
- Audrey recounts her experiences traveling for work rather than pleasure, discussing the guilt and joy of missing out when overseas.
- “I kind of don’t want to leave this [hotel] room. But then you’re like, that whole world is out there.” — Wendy (09:23)
- Gabby shares anxiety about upcoming travel and reflects on how melancholy can be a source of creative inspiration.
- “But I think like, the melancholy, you know, will be good inspiration. It doesn’t take me a lot to be sad.” (41:51)
4. Weed, Creativity, and Social Life
- Both discuss their evolving relationship with cannabis as related to creativity and social anxiety.
- Audrey: “I like to make like a one hit, go on a two-hour long walk… literally see my birth to now and then like arrive back and I’m like, I learned…” (10:41)
- Gabby: "I've learned to, like, not do it [weed] in social situations because... I get so weird and introverted and I can guess everything I'm saying." (28:18)
5. Songwriting: Inspiration, Process, and Emotional Truth
- Audrey describes her disciplined songwriting process as distilling big feelings into concise lines, candidly discussing the vulnerability and occasional dread when creating.
- “I think like, it’s distilling… a large thought down to one line that sticks with you...” (13:03)
- She details which songs on her album are about exes or romantic crushes.
- Notables: “Sue Me” and “Wet Hair” about her ex, “Drive,” “Thirst Trap,” and “Shooting Star” about a crush. (22:43)
6. Creativity, Pressure & “Ruining Your Life for Art”
- The duo discuss how some writers and artists seek drama for inspiration, referencing Lena Dunham and Joan Didion.
- Gabby paraphrasing Didion: “As a writer you have to sell people out.” (21:07)
- Wendy: “I don’t want to be someone who wrecks my own life so that I have something to write about.” (18:27)
7. Pop Culture Tangents & Hot Takes
- The conversation delightfully veers into discussions about Jane Mansfield, Mariska Hargitay, Law & Order: SVU, Real Housewives (Jen Shaw, Elizabeth Holmes), and actors as cultural icons.
- On Mariska Hargitay: “I wonder if it’s hard for her to get other roles, because she’s Olivia Benson.” — Wendy (07:24)
- “Watching [Real Housewives of New York] makes me excited to get older. They're living full lives. They're still hot. They don’t give a fuck.” — Gabby (33:10)
8. Social Media and the Discipline to Unplug
- Gabby and Audrey exchange thoughts on the addictiveness of social media and the emotional pitfalls of being too tapped in.
- Audrey: “I get existential very easily. So I can spend 10 minutes, like, scrolling, and it’ll send me spiraling for longer than I’ve been scrolling.” (52:01)
- Gabby: “It’s like an addiction. But I have one of those lock boxes now...” (52:19)
9. Family, Identity, and Support Systems
- Both women delve into their connections to their families and partners, highlighting the role of strong support systems in their lives.
- Gabby shares stories about her wife’s large Orthodox Jewish family: “Her sister sent me flowers... I feel like I have sisters.” (62:36)
- Audrey talks about being the eldest of four and its influence: “In every room, I’m just the eldest daughter.” (63:53)
10. Ambitions, Performing, and What’s Next
- Audrey discusses future ambitions in music and beyond ("I want to be creative in this way [performing]... You don't know what it's gonna be like until you're up doing it, and I really don't know what's gonna take over me" (68:22)), while Gabby talks about her upcoming move to Toronto for a Netflix show.
- Both express excitement, fear, and anticipation for new creative chapters.
Notable Quotes & Memorable Moments
- On songwriting and truth in art:
- “There’s nothing more powerful than a story — I think it’s more powerful than money and fame.” — Wendy (15:42)
- On social media validation:
- “When you get a bad [comment], you’re literally like—right. When you get a good one, you’re like, of course.” — Wendy (53:35)
- On creative pressure:
- “You never want to feel like you’re watching someone act. You want to feel like you’re observing someone live.” — Wendy (45:35)
- On family and being the eldest:
- “I love it. I think it’s totally informed my whole life. In every room, I’m just the eldest daughter.” — Wendy (63:53)
- On growing older in LA:
- “I think you’re old starting at 85.” — Wendy (31:05)
- “This town, this effed up town, that makes us feel like we're old.” — Wendy (31:12)
- On relationships and sexuality:
- “When did you stop sleeping with men?” — Wendy
“After the last guy I dated from The Bachelor. ... They're just like big animals. No offense.” — Gabby (25:07)
- “When did you stop sleeping with men?” — Wendy
- On feeling uninspired:
- “I don’t want to be someone who wrecks my own life so I have something to write about.” — Wendy (18:27)
Timestamps for Important Segments
- 03:07: Gabby on the industry's boom-and-bust productivity cycle
- 05:05: Wendy on Pisces traits and daydreaming
- 09:23: Wendy on travel, guilt, and hotel life
- 10:41: Wendy details her “walk-high” creativity routine
- 12:42: Talk on songwriting discipline and poetry
- 14:23: Wendy’s album-writing process and pressure of the follow-up
- 22:43: Discussion about which songs were inspired by exes and crushes
- 28:18: Gabby on weed and social anxiety
- 41:51: Gabby reflects on using melancholy as inspiration
- 45:35: Wendy on acting and authenticity (“You want to feel like you’re observing someone live”)
- 52:01: Wendy on the existential side of social media
- 53:35: Gabby and Wendy debate the impact of online feedback
- 63:53: Wendy on being the eldest sibling shaping her personality
- 68:22: Audrey on preparing for live performances and wanting to perform
Additional Highlights
- Audrey and Gabby express respect for each other’s creative pursuits, share reading recommendations (Eve Babitz, Joan Didion, Sylvia Plath), and joke about being "disciplined" versus their true habits.
- Pop culture as grounding and nostalgia: Both reminisce about celebrity deaths and their cultural impact.
- Gabby discusses her next chapter as a TV dance coach, Audrey her next tour and multidisciplinary ambitions.
- Their friendly, irreverent, and self-aware humor suffuses the entire conversation.
This episode is a must-listen for anyone interested in the messiness of creative life, modern relationships, and the honest—sometimes hilarious—realities behind the internet personas. Gabby and Audrey offer a refreshingly unfiltered, heartfelt glimpse of artistic process, personal growth, and why sometimes just observing and laughing at life is enough.