

Ep. 215: Jessie Reyez | The Story of Betting On Herself (For Anyone Starting Over)
Jun 23, 2025
Jessie Reyez, a Colombian-Canadian singer-songwriter known for her raw lyrics, shares her inspiring journey in the music industry. She talks about meeting Eminem and how that encounter earned his respect. Jessie reflects on her early challenges, including growing up bilingual and the impact of her mother’s English lessons on her talent. With a candid approach, she emphasizes the importance of vulnerability in creativity and the lessons learned from her first songwriting experiences, proving that resilience and authenticity lead to success.
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Episode notes
Balance Honesty and Tact
- When critiquing, ask if people want honesty or just listening.
- Deliver criticism delicately but potently, balancing tact and truthfulness.
Mimic the Greats to Improve
- Listen to and mimic the greats to improve your singing.
- Absorb great performances until they become second nature.
First Tear-Jerking Song Moment
- At 16, Jessie showed a friend her heartbreak song and saw the emotional impact for the first time.
- This moment revealed the power of her songwriting and fueled her passion.