Sophia Amoruso, founder of Girlboss, narrates her journey from drifting and hustling to becoming a successful entrepreneur. The video flashes between past and present: hitchhiking, packaging vintage items, and eventually launching her own website.
She gives advice throughout:
“Make sure people see the value and beauty in what you’re selling.”
“You got to dream big.”
“Figure out what you love doing and don’t suck at, then make a living doing just that.”
We see her using Squarespace and G Suite tools to build her brand. The ad ends with her back on stage, reinforcing the message: You can be the boss of your own life—just start with the right tools.
The Formula (That Works at Any Budget)
Personal journey = Relatable success story
The ad grounds an entrepreneurial dream in a real person’s origin story. The progression from hitchhiking to headlining her own business makes the goal feel achievable.
→ Lesson: Let a true narrative walk your audience through the transformation your product enables.
Empowerment message = Be the boss of your own life
Sophia’s voiceover pushes a simple message: control, clarity, and self-starting power. The visuals mirror her confidence and self-made momentum.
→ Lesson: Tap into the emotional desire for autonomy and achievement.
Product as enabler = Tools that fuel the journey
We see her setting up her site and managing professional email—clear demonstrations of G Suite and Squarespace enabling her rise.
→ Lesson: Embed your product naturally in a success narrative, showing it as a necessary step.
Humor Breakdown
The humor is light and character-driven. Flashbacks to Sophia’s younger, scrappier self—dumpster diving, packing boxes—create ironic contrast with her poised stage presence. Her narration is witty, with a self-aware tone that makes the advice feel grounded rather than preachy.
→ Lesson: Use self-deprecating flashbacks and contrast to add charm without undermining credibility.
Final Verdict
This ad combines motivation with practicality. Sophia Amoruso brings authenticity and edge, and the voiceover delivers real advice—not empty inspiration. The production avoids clichés by mixing humor, grit, and clarity. G Suite and Squarespace aren’t just add-ons—they’re positioned as the base layer of success.
It’s a founder story built to resonate with early entrepreneurs who are ready to level up.
Brave-o-meter Score:
B-6 | R-9 | A-6 | V-8 | E-7
BRAVE – 7.2/10
Watch the full ad & learn more:
Website: squarespace.com
LinkedIn: Squarespace on LinkedIn