Rapper Wynne from Portland is gaining confidence after making her debut as a teenager.

wynne in instagram

In the bustling hip-hop scene of Portland, Oregon, one artist is making waves with her unique style and unapologetic authenticity. Meet Sina Wynne Holwerda, popularly known as Wynne, a 25-year-old rapper hailing from the suburb of Lake Oswego. While other Oregon artists like Aminé and Yeat have gained fame in their own right, Wynne's charm lies in her commitment to staying true to herself. In this article, we delve into her journey, from a young girl captivated by the rhythm and rhymes to a confident rapper ready to take the world by storm.

The Early Influences

Wynne's love affair with hip-hop began at the tender age of 9 when her older brother introduced her to the sounds of influential artists like Lupe Fiasco, Eminem, and Jay Z. As she immersed herself in rap, she found solace in the art form, viewing it as an outcast's sanctuary—a means to express oneself like poetry. Hip-hop became Wynne's constant companion, offering her the confidence she needed to navigate a world where she felt like she didn't quite fit in.

Viral Stardom and Choices

In 2017, Wynne caught the attention of the masses when a video of her freestyling over 21 Savage's "Bank Account" instrumental went viral on social media, amassing over 35,000 retweets. The sudden surge of fame presented her with opportunities, but she decided to prioritize her education, focusing on completing her studies at the University of Oregon. Despite the lure of stardom, she knew that education was a foundation she couldn't overlook.

Embracing Authenticity and Growth

As Wynne's musical journey progressed, she acknowledged one of her vulnerabilities—lack of confidence in her voice. Many of the artists who inspired her had low, aggressive voices, and she initially attempted to emulate them. However, she found her true strength in embracing her soft, sultry voice as a grown woman, a decision that allowed her authenticity to shine.

The Breakthrough Project - "If I May.."

Wynne's first project, "If I May..," was a resounding success. Featuring collaborations with established artists like JID and Mahalia, the album showcased her talent and potential. The positive reception even earned her a spot on tour with EarthGang in 2020, but fate had other plans as the pandemic disrupted the music industry.

Evolving Sound and Self-Discovery

While Wynne cherishes "If I May.." for its significance in her journey, she believes her subsequent releases better reflect her growth and experiences. As a woman in the male-dominated hip-hop realm, she yearns for respect, even if her music doesn't appeal to everyone. As a white artist in a genre predominantly shaped by Black culture, she remains acutely aware of her position and chooses to honor her roots while staying true to herself.

Unveiling "Jaw Morant" - A Playful Anthem

Teasing her upcoming single, "Jaw Morant," Wynne promises to reveal a more playful side of her authentic self. Set to premiere at Two Wrongs bar in Portland's vibrant Pearl District, the track is bound to be a club banger. She aspires to craft music that resonates with party-goers and friends, enriching their experiences with her rhythmic expressions.

Future Aspirations - EPs on the Horizon

Wynne's artistic journey is far from over. She plans to release two complementary EPs this year, each contributing to her evolution as an artist. As summer transitions into fall, her music will continue to reverberate in the hearts of her audience, capturing new dimensions of her identity and growth.



1. What sets Wynne apart from other Portland artists?

Wynne's appeal lies in her unapologetic authenticity and commitment to being herself, distinguishing her from others in the music scene.

2. How did Wynne's freestyle video go viral?

In 2017, a video of Wynne freestyling over 21 Savage's "Bank Account" instrumental gained massive traction on social media, propelling her into the spotlight.

3. Has Wynne's music evolved over the years?

Absolutely! Wynne's early experiences and personal growth have led to a transformation in her music, allowing her to discover and embrace her unique sound.

4. What challenges does Wynne face as a woman in hip-hop?

As a woman in a male-dominated genre, Wynne seeks respect for her artistry while being conscious of her position in a predominantly Black industry.

5. What's next for Wynne?

Wynne plans to release two complementary EPs this year, captivating audiences with her ever-evolving artistry and magnetic charm.


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