
"In One Nightstand, celebrity readers and writers join us at The Blond in 11 Howard to discuss some of their favorite books, allowing us to learn about their tastes and lives in the process. Issa Rae has a confession. "I don't think L.A. is a good dating city," she says, shrugging. "I for sure romanticized it in Insecure, knowingly. I was like, 'I'm deceiving people. I don't care. This is what I want it to be.'""
"The 40-year-old actor and writer may be out of the dating trenches - she married her husband, Louis Diame, in 2021 - but the slippage between the world she wishes existed and the one that does continues to be where she makes magic in her work. Her new essay collection, I Should Be Smarter by Now, is an honest account of the challenges that come with rising in Hollywood, from receiving tough feedback to learning to dish it out."
"As a creative myself, I know what it's like to get my feelings hurt when I feel like I'm delivering what I think is the best parts of myself and my creative work and you don't like it. So, I'm really sensitive in how I deliver news that I don't appreciate something, or I don't understand something. I've learned over time how to navigate that, but it's a constant dance."
Issa Rae admits she romanticized Los Angeles dating and now finds L.A. a poor dating city. She married Louis Diame in 2021 and contrasts the world she wishes existed with the reality that fuels her creativity. Her essay collection I Should Be Smarter by Now offers candid accounts of rising in Hollywood, facing tough feedback, and learning to dish it out. She emphasizes the necessity of honesty in creative collaboration while acknowledging sensitivity to criticism. She describes learning to deliver difficult opinions gently and to navigate interpersonal clashes, citing collaboration with director Melina Matsoukas as an example of respectful conflict.
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