Podcast

Jan 23, 2026

25:41

From Jets to Unicorns: The Architect Behind Billion-Dollar Brands

with

Aaron Schwartz

Lolita Petrossov

In this episode of The Orita Podcast, Aaron Schwartz sits down with Lolita Petrossov, Founder & CEO of Evestar, to unpack her rare journey from co-founding a high-profile private jet-share startup to building one of ecommerce’s most respected full-service agencies. Lolita shares how her experience scaling JetSmarter shaped her perspective on growth, marketing, and leadership and why she chose a quieter, more customer-obsessed path with Evestar. Along the way, they explore how ecommerce, agencies, and AI are evolving faster than ever.

Together, they dive into:

• Lolita’s path from professional tennis to tech founder to agency CEO

• What she learned scaling JetSmarter and why she deliberately chose a different model next

• How Evestar built a true full-service ecommerce offering as the industry exploded

• Why content is the most important competitive advantage in modern DTC

• How AI is reshaping creative, media buying, and agency operations

• Evestar’s in-house AI product, and when services businesses should build software • What brands are underestimating about speed, focus, and execution today

👥 Meet the guest Lolita Petrossov, Founder & CEO at Evestar

🎙 Hosted by Aaron Schwartz, Co-Founder & Co-CEO at Orita.ai

🎧 Chapters [00:00] Meet Lolita: From Private Jets to Ecommerce Powerhouse [03:15] Why She Left JetSmarter to Build Evestar [10:23] How DTC Marketing Changed (and Why It’s Harder Now) [19:11] AI Is Rewriting Marketing Faster Than Anyone Expected [24:29] What Brands Need to Do Next + Where to Find Evestar

🌐 Check out Orita.ai for more episodes of The Orita Podcast, where we sit down with the most interesting operators, marketers, and founders in e-commerce to talk about what’s working right now. Hosted by the Orita team. Orita uses machine learning to help brands send smarter, more profitable marketing, by figuring out who actually wants to hear from you and when.

🚀 Get your free email audit from Orita, turn segments into superpowers: https://orita.ai

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