Tyler Milakis is the Head of Brand Marketing at Charlotte's Web, a leading producer of hemp-derived wellness products. In his role, he spearheaded a full rebrand, go-to-market launches, and performance campaigns for flagship wellness products. With over a decade of experience in DTC marketing, Tyler has helped brands sharpen their voice, expand their presence, and own their markets.

Brands with rich origin stories may struggle to evolve without alienating their loyal customer base. As consumer expectations shift and competition intensifies, companies must modernize their brand while remaining true to their core values. How can brands grow, innovate, and stay relevant without losing the essence that built their trust?

According to brand marketing leader Tyler Milakis, brand evolution starts with intention and internal alignment. He advises embedding your values across every touchpoint — from packaging to messaging — and aligning your team by hosting brand days, creating guides, and maintaining consistent communication. Rather than chasing novelty or trends, innovation should solve consumer problems and remain rooted in your brand's purpose.

In this episode of Chief Advertiser, Samir Balwani hosts Tyler Milakis, Head of Brand Marketing at Charlotte's Web, to talk about guiding a legacy brand through evolution and innovation. Tyler explains how to convey an authentic brand story, remain culturally relevant, and maintain consistency in marketing efforts.