The career behind the work

Eric's work centers on one objective: bringing clarity to how a company positions itself, shows up in the market, and converts it's distinctive brand expression into commercial performance.

 

Eric has held senior roles at some of the most recognized names in American fashion and retail. At Saks Fifth Avenue, he served as Vice President and Fashion Director for Menswear, Home, and Beauty across three major divisions representing a combined $650M+ business. He guided seasonal vision, brand partnerships, and omnichannel customer experience at enterprise scale.

 

At Peerless Clothing — the largest manufacturer of men's tailored clothing in North America — he served as Vice President, Marketing & Creative Director for a global multi-brand portfolio of 25+ licensed labels, including Calvin Klein, Lauren, and Tommy Hilfiger, directing a multi-disciplinary team across design, advertising, PR, and digital. As Global Brand Director at Hickey Freeman, he led a $10M wholesale, retail, and e-commerce business with a cross-functional team, expanding distribution and rebuilding brand marketing, advertising, visual identity, and digital voice. Earlier, he built U.S. wholesale leadership at Hugo Boss and began his career in luxury at Giorgio Armani.

 

Today, through Eric Jennings Creative, he partners with CEOs and owners on full-scope brand transformation — positioning, identity, CX, and go-to-market — for clients like NYC's iconic Century 21 and City Nights Hospitality luxury venues. He also advises private clients on personal wardrobe strategy at the executive level.

 

Eric is an early adopter of generative AI in fashion marketing, having introduced AI-generated content into a tailored apparel operation in 2020 — pre-ChatGPT — to maintain creative output and reduce cost during a period of operational disruption. Today, he deploys AI across brand strategy, creative production, content workflows, and consumer research to compress timelines, sharpen executive decision-making, and extend the impact of lean teams.

 

Eric is known for operating at the intersection of creative judgment and commercial thinking — aligning leadership teams, refining positioning, and strengthening how brands evolve over time. In addition to full-time executive roles, Eric takes on a small number of advisory engagements each year — supporting CEOs, founders, and leadership teams during periods of growth, repositioning, or transition.