TuneInTalks
From 9 to 5ish with theSkimm

Phoebe Gates on Proving Herself Beyond Her Family Name

24:51
August 27, 2025
9 to 5ish with theSkimm
https://feeds.megaphone.fm/skimmd-from-the-couch

Phoebe Gates On Building Fia: A New Take On Sustainable Shopping And Young Founders

Phoebe Gates, co-founder of the fashion tech startup Fia and co-host of the Burnouts podcast, sits down with hosts Carly Zakin and Danielle Weisberg to talk about what it really looks like to start a company in your early twenties. Raised in Seattle with a strong emphasis on kindness, responsibility and hard work, Gates describes how those values shaped her approach to entrepreneurship, product development, and the pressure of a recognizable last name. The conversation moves from quick lightning-round moments into deeper reflections on co-founder dynamics, fundraising practice, product-market fit, and how to translate a friendship into a functioning business partnership.

From Dorm Room Idea To AI Shopping Assistant Plugin

Fia began as a simple shopping plugin built in college to help people find secondhand items and better prices. Today it positions itself as a “Google Flights for shopping”: a browser plugin and app that scans listings, surfaces cheaper options, shows resale value, and helps users discover curated items. The founders focused early on search accuracy and one-click comparisons, because the product promise rests on delivering a better price or a secondhand option faster than users can find themselves.

Co-Founders, Chemistry, And Weekly Investment In The Relationship

Gates and her co-founder Sophia Chiani developed their partnership in the cramped, high-pressure context of college life. They credit clear communication, mutual lanes of responsibility, and a weekly hour intentionally devoted to strategy and relationship maintenance as the backbone of their collaboration. Both founders pitch, cold-email, and split responsibilities: one gravitates toward marketing while the other owns operations, with both collaborating on product decisions.

Practice, Pitching, And Finding Real Feedback

Early fundraising felt chaotic: the first investor pitch was a 35-minute run-on conversation. Gates emphasizes the value of relentless practice with trusted mentors who give brutal feedback—Joanne Bradford is named as a pivotal advisor who helped them rehearse and refine their investor story. After launch, the bigger challenge became separating signal from noise: prioritizing feedback from power users and bringing them into the product process to roast features and sharpen the roadmap.

Identity, Expectations, And Stress-As-Growth

Gates speaks candidly about the dual nature of a famous family name: access and scrutiny. She frames the pressure to prove herself as motivating rather than debilitating, referencing research that stress can be beneficial when reframed as growth. That reframing informs how she interprets feedback, handles public perception, and channels accountability into improvement.

  • Product focus: search quality and accurate price-matching are core to Fia's value.
  • Co-founder rituals: scheduled syncs and clearly defined roles prevent friction.
  • Pitching strategy: repeated rehearsals with a tough mentor accelerate investor readiness.
  • User research: inviting power users to critique the product yields precise development priorities.

Throughout the conversation, Gates dispels common generational and gendered stereotypes—refuting lazy Gen Z tropes and criticizing the media appetite for manufactured co-founder drama. Instead, she highlights perseverance, curiosity, and iterative practice as the practical tools that drive early-stage startup growth. The interview balances personal history, tactical business advice, and an honest look at the messy middle of product launch, making it particularly relevant to young founders, early employees, and anyone building tech-enabled commerce products.

Ultimately, the episode underlines that early entrepreneurship is less about mythic, solitary genius and more about routine, feedback loops, and mutual accountability: disciplined practice, meaningful mentorship, and targeted user testing create momentum that sustains product development and fundraising efforts.

Key points

  • Fia launched as a plugin that finds cheaper, resale, and secondhand clothing options in one click.
  • Founders hold a weekly hour to align strategy, communication, and relationship priorities.
  • Repeated practice pitches with a trusted mentor dramatically improved investor readiness.
  • After launch, the hardest task was filtering feedback and identifying true power users.
  • Search accuracy and relevance remain the most critical technical focus for Fia.
  • Building with a friend requires clear lanes, honest feedback, and mutual respect.
  • Reframing pressure to prove yourself can turn stress into productive motivation.

Timecodes

00:00 Podcast introduction and episode framing
00:00 Guest intro: Phoebe Gates and Fia background
00:02 Lightning round: early jobs and personal quirks
00:06 Upbringing, values, and family influence
00:11 Co-founder dynamic and communication practices
00:18 Fundraising, pitch practice, and mentorship
00:19 Fia product pitch, launch challenges, and user feedback

More from 9 to 5ish with theSkimm

9 to 5ish with theSkimm
Leah Garcia on Connecting the Gaps on Your Resumé
How a rodeo kid built a cult skincare brand from scratch—without investors.
31:43
Aug 20, 2025
9 to 5ish with theSkimm
Re-broadcast: Joanna Gaines on Learning to Let Go of Guilt and Anxiety
Joanna Gaines reveals real strategies for balancing family, creativity, and a growing lifestyle empire.
36:00
Jul 30, 2025
9 to 5ish with theSkimm
Nili Lotan on Giving Herself Permission to be a Working Mom
Discover how Neely Lowton built a beloved fashion label while raising her kids.
31:14
Jul 23, 2025
9 to 5ish with theSkimm
Trinny Woodall on the Financial Reality of Being Self-Employed
How Trinny built a beauty empire after major setbacks and personal reinvention.
32:24
Aug 13, 2025

You Might Also Like

00:0000:00