

Phoebe Robinson Is Done Being a Girl Boss
Oct 16, 2025
Phoebe Robinson, a renowned comedian and author known for co-creating Two Dope Queens, discusses her latest YouTube special, ‘I Don't Wanna Work Anymore.’ She shares her journey from the 'girl boss' mentality to embracing a healthier work-life balance. Phoebe reflects on the pressure of hustle culture and how the pandemic forced her to reassess priorities. With humor, she recounts cringeworthy dating stories and her influences, including Tina Fey, all while highlighting the importance of authenticity in her comedy.
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Date Killed By Googling Your Hotel
- Phoebe Robinson dated a Berlin man who googled the hotel rate mid-date, which killed the vibe within minutes.
- The moment highlighted how brand-conscious behavior quickly signals misaligned expectations.
Girl Boss As A Treadmill
- Phoebe reframes the 'girl boss' era as a cultural treadmill that promised freedom but often created more obligation.
- She realized hustle culture can become identity-consuming rather than liberating.
Moderating Michelle Obama Felt Surreal
- Phoebe moderated Michelle Obama's arena book tour and felt surreal, seeing 20,000 people show up for a book talk.
- That moment marked a clear peak in her career and validated her public work.