Former recording artist and serial entrepreneur Jeremy Greene speaks with Popular Celebs, Founders and CEO’s about their business ventures, personal stories and more. In depth Conversations around the Business of Entertainment and how simple it can be to take the world by storm.
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Simplistic
Former recording artist and serial entrepreneur Jeremy Greene speaks with Popular Celebs, Founders and CEO’s about their business ventures, personal stories and more. In depth Conversations around the Business of Entertainment and how simple it can be to take the world by storm.
5 - From Swap Meet to Empire, Meet The Woman Who Built Tilly's
Simplistic Podcast
37 minutes 21 seconds
3 weeks ago
5 - From Swap Meet to Empire, Meet The Woman Who Built Tilly's
We sit down with Tilly Levine (Co-Founder of Tilly’s, Founder of Tilly’s Life Center) and Colleen Versteeg (CEO, TLC) for a raw talk on building an American retail icon — then doubling down on a bigger mission: fixing teen mental health with real tools that work in classrooms.
What we cover:
• The true origin story of Tilly’s: swap meets, rebrands, zero loans
• Why teen depression spiked and how phones & feeds turbocharged it
• TLC’s blueprint: emotional vocabulary, “vibe” check-ins, and weekly 60-minute classes
• Vision boards, belief, action — the positivity system that scales success
• Making SEL mandatory in schools and how parents can push it through
• The business of doing good: partners, criticism, and staying on mission
Tilly’s Life Center Gala — Nov 15, 2025 (Irvine, CA):
Tickets: $400 — food, entertainment, and direct impact funding for TLC programs.
Get tickets at TillysLifeCenter.org (selling fast).
Call to action:
If you’re a parent, teacher, or student who wants TLC at your school, reach out at TillysLifeCenter.org.
Like, comment, and share to push this into the feeds that need it.
00:00:00 — Cold Open: “Worst advice” and why she did it anyway
00:00:24 — Intro at TLC HQ + guest lineup (Tilly Levine, Colleen Vincent)
00:03:01 — What is Tilly’s Life Center? Tools, outcomes, mission
00:04:12 — The teen mental-health spike (stats, COVID, bullying)
00:06:33 — Phones, feeds, and why school rules matter
00:09:24 — After the IPO: why TLC became the destiny
00:10:16 — Origin of Tilly’s: swap meets to first store (1982)
00:11:55 — Pivot to surf culture + zero-loan growth philosophy
00:14:12 — The American Dream: partnership, divorce, still a team
00:16:27 — Legacy, belief, and the 10,000-hour mindset
00:18:41 — Gala plug: Nov 15, Irvine — tickets and impact
00:19:51 — What schools aren’t teaching (SEL) and how TLC fills it
00:24:53 — Advice to 20-year-old founders: vision • belief • action
00:27:00 — How to get TLC into your school + after-school options
00:28:07 — The Vibe Board: color check-ins that actually work
00:30:13 — Kindness class: post-its, peers, and real talk
00:31:39 — Change your algorithm: why Gen Z gives hope
00:33:32 — Donate at Tilly’s stores: roundup that funds programs
00:34:38 — How Tilly became relentlessly positive (the switch at 12)
00:36:55 — Wrap + CTA: tickets, site, subscribe
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Simplistic Podcast
Simplistic
Former recording artist and serial entrepreneur Jeremy Greene speaks with Popular Celebs, Founders and CEO’s about their business ventures, personal stories and more. In depth Conversations around the Business of Entertainment and how simple it can be to take the world by storm.