San Jose, CA: The second single by singer Maddy Michaels, "When Can I Say (i'm finally okay)," came out to streaming platforms on June 27, 2025.
Written during a time of career uncertainty after graduating amid the pandemic, Maddy poured her emotions into this vulnerable indie pop single. The song explores feelings of rejection and the realization that the path her life was taking wasn't where she wanted to be, as well as the resilience it takes to keep moving forward.
The vulnerable verses build toward the bridge's emotional resolution, layered over the third chorus—a striking arrangement where self-affirmation and the song's central question intertwine. Maddy transforms vulnerability into strength in this indie pop anthem, where raw self-reflection and a longing for peace converge. The emotions she conveys—about getting your hopes up with new opportunities, putting yourself out there again and again in search of a seemingly unattainable breakthrough, only to keep hearing "no"—resonate deeply. They culminate in the chorus, where she asks: "So, when can I say I'm finally okay standing right here today?"
"I hope that when you listen to my lyrics, you're able to reflect on your own experiences with rejection—whether in your career, a relationship, or something else—and through that reflection, find yourself in this song and know that you're not alone," says Maddy.
"When Can I Say (i'm finally okay)" is produced by Los Angeles-based producer Mark Aguilar. The track features Mark Aguilar on guitar, bass, drums, and synths; Maddy Michaels on keyboard, lead vocals, and background vocals; and Benjamin Fox on piano. Cover art by JMDesign.
Artist Bio:
San Jose-based singer-songwriter Maddy Michaels performs across a variety of genres, from pop to jazz. Her music and relatable lyrics bring awareness to challenging experiences and current social issues. Her music encourages audiences to find a path forward during these unprecedented times. Maddy's debut single, "Sanity," released in 2021, explored the themes of struggling with anxiety and self-discovery. A graduate of Berklee College of Music and a Professional Member of the Recording Academy, Maddy is also a content creator and music marketer, overseeing all creative promotion for her releases and working with artists across the industry.
San Jose-based singer-songwriter Maddy Michaels performs across a variety of genres, from pop to jazz. Her music and relatable lyrics bring awareness to challenging experiences and current social issues. Her music encourages audiences to find a path forward during these unprecedented times. Maddy's debut single, "Sanity," released in 2021, explored the themes of struggling with anxiety and self-discovery. A graduate of Berklee College of Music and a Professional Member of the Recording Academy, Maddy is also a content creator and music marketer, overseeing all creative promotion for her releases and working with artists across the industry.
Check out Maddy online:
Website: maddymichaels.com
Facebook: maddymichaelsmusic
Instagram: @maddymichaelsmusic
TikTok: tiktok.com/@ maddymichaelsmusic
YouTube: youtube.com/@ maddymichaelsmusic
Apple Music
Spotify
Website: maddymichaels.com
Facebook: maddymichaelsmusic
Instagram: @maddymichaelsmusic
TikTok: tiktok.com/@
YouTube: youtube.com/@
Apple Music
Spotify
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