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I Should Be Smarter By Now
Featured Article: Audiobooks to Guide You on Your Self-Care Journey
If you’re looking for guidance on the path toward self-reflection while gaining helpful methods of self-care, you’ll find it—and more—in this collection of listens. The following audiobooks will provide both the inspiration you need to embrace feelings of appreciation, care, and pure love for yourself and actionable ways to make practicing them a part of your daily routine. These listens offer honest advice, helpful tips, and heaps of encouragement.
Best Sellers
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I Should Be Smarter By Now
- Stories of Persistence, Delusion, and Occasional Success
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 2 hrs and 57 mins
- Unabridged
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Overall170
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Performance167
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Story167
In this comically insightful collection, Issa Rae charts her journey from digital storyteller to cultural force, redefining modern success.
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Every creative should read this!
- By Ms. Yayo on 12-10-25
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I Should Be Smarter By Now
- Stories of Persistence, Delusion, and Occasional Success
- Narrated by: Issa Rae
- Series: I Should Be Smarter By Now
- Length: 2 hrs and 57 mins
- Release date: 08-26-25
- Language: English
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The Business of Being Me
- I Should Be Smarter By Now
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 34 mins
- Unabridged
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Overall69
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Performance63
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Story63
A funny and inspiring essay about ambition, persistence, self-discovery, and the thrilling—if unpredictable—business of creativity by Issa Rae, one of Hollywood’s most innovative voices.
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Love her storytelling!
- By A Cleve on 09-23-25
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The Business of Being Me
- I Should Be Smarter By Now
- Narrated by: Issa Rae
- Series: I Should Be Smarter By Now
- Length: 34 mins
- Release date: 08-26-25
- Language: English
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Please try again$1.99 or free with 30-day trial
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The Art of Strategic Procrastination
- I Should Be Smarter By Now
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 32 mins
- Unabridged
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Overall22
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Performance19
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Story19
With her trademark humor and unflinching honesty, Issa Rae delivers an insightful essay about productivity, procrastination, and work-rest balance in Hollywood’s high-stakes hustle culture.
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The Art of Strategic Procrastination
- I Should Be Smarter By Now
- Narrated by: Issa Rae
- Series: I Should Be Smarter By Now
- Length: 32 mins
- Release date: 08-26-25
- Language: English
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Please try again$1.99 or free with 30-day trial
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The Geography of Creativity
- I Should Be Smarter By Now
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 27 mins
- Unabridged
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Overall25
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Performance23
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Story23
What’s a West Coast girl with an East Coast vibe to do? In this reflective essay, New York Times bestselling author Issa Rae explores the universal search for a place to make her creative spirit come to life.
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Finding your creative home
- By Ntombezinhle Nzama on 12-23-25
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The Geography of Creativity
- I Should Be Smarter By Now
- Narrated by: Issa Rae
- Series: I Should Be Smarter By Now
- Length: 27 mins
- Release date: 08-26-25
- Language: English
Failed to add items
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Please try again$1.99 or free with 30-day trial
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I See You Seeing Me
- I Should Be Smarter By Now
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 28 mins
- Unabridged
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Overall24
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Performance22
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Story22
A witty exploration of what it means to truly see yourself in a world that’s always watching by award-winning Issa Rae, costar of Barbie and producer of One of Them Days.
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I See You Seeing Me
- I Should Be Smarter By Now
- Narrated by: Issa Rae
- Series: I Should Be Smarter By Now
- Length: 28 mins
- Release date: 08-26-25
- Language: English
Failed to add items
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I Almost Know What I'm Doing
- I Should Be Smarter By Now
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 29 mins
- Unabridged
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Overall35
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Performance33
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Story33
A fearlessly authentic essay about the entertainment industry—the setbacks, high-stakes risks, and hard-won successes—by Issa Rae, named one of Time magazine’s most influential people in the world.
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Issa's humor and transparency
- By Amber White on 10-28-25
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I Almost Know What I'm Doing
- I Should Be Smarter By Now
- Narrated by: Issa Rae
- Series: I Should Be Smarter By Now
- Length: 29 mins
- Release date: 08-26-25
- Language: English
Failed to add items
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Please try again$1.99 or free with 30-day trial
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Playing Well with Others
- I Should Be Smarter By Now
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 33 mins
- Unabridged
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Overall36
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Performance33
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Story33
A refreshingly candid essay about artistic integrity, maintaining creative authorship, and being collaborative to the max by Issa Rae, writer, producer, and star of HBO’s award-winning Insecure.
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I love how she tells her stories
- By Ntombezinhle Nzama on 12-15-25
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Playing Well with Others
- I Should Be Smarter By Now
- Narrated by: Issa Rae
- Series: I Should Be Smarter By Now
- Length: 33 mins
- Release date: 08-26-25
- Language: English
Failed to add items
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Please try again$1.99 or free with 30-day trial
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The Misadventures of Awkward Black Girl
- By: Issa Rae
- Narrated by: Issa Rae
- Length: 5 hrs and 49 mins
- Unabridged
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Overall9,156
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Performance7,948
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Story7,905
The “brilliantly wry” (Lena Dunham) and “lovably awkward” (Mindy Kaling) New York Times bestseller from the creator of HBO’s Insecure. In this "delightfully deadpan" (Essence) bestseller named for her wildly popular web series, Issa Rae waxes humorously on what it’s like to be...
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Loved
- By Jamila on 02-25-15
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The Misadventures of Awkward Black Girl
- Narrated by: Issa Rae
- Length: 5 hrs and 49 mins
- Release date: 02-10-15
- Language: English
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Please try again$14.24 or free with 30-day trial
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