Eric Jennings · About
Meet Eric.
Eric builds brands and the businesses behind them — in fashion, lifestyle, hospitality, and the consumer categories where growth, complexity, and brand clarity converge. He built his career inside Saks Fifth Avenue, Peerless Clothing, Hickey Freeman, Hugo Boss, and Giorgio Armani, and now leads brand transformation work for fashion, luxury, and lifestyle businesses. An early adopter of generative AI, he has integrated AI-driven workflows into marketing operations since 2020.
Fashion · Lifestyle · Retail · Hospitality · Luxury · Menswear · Consumer Goods
THE STRATEGIST
Eric’s work centers on one objective: helping companies clarify how they position themselves, show up in the market, and turn brand expression into commercial performance.
Brand Leadership & Enterprise Experience
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 $685M+ business. He guided seasonal vision, brand partnerships, and omnichannel customer experience at enterprise scale.
Global Brands, Licensing & Omnichannel Growth
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.
Advisory, Customer Experience & Brand Transformation
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.
AI, Modern Marketing & Operational Strategy
Eric began introducing AI-driven workflows into fashion marketing operations well before generative AI became mainstream. Today, he applies AI across brand strategy, creative production, content workflows, and consumer research to move faster, sharpen decision-making, and extend the impact of lean teams. Eric believes the real leverage still comes from judgment, taste, and how consistently a brand shows up for customers.
Executive Perspective
Eric is known for operating at the intersection of creative judgment and commercial thinking — aligning leadership teams, refining positioning, and helping brands evolve with clarity. In addition to full-time executive roles, he takes on a limited number of advisory engagements each year.
Selected case studies
How Eric
Works With You
Each engagement is tailored to the strategic moment your brand is in — whether you need a fractional CMO, a repositioning framework, or a go-to-market partner for a new launch.
01
Fractional CMO Advisory
Senior brand leadership on a flexible basis. Strategy, creative oversight, and executive decision-making — embedded in your team without a full-time commitment.
02
Brand Repositioning & Strategy
Diagnostic and framework-driven repositioning for brands experiencing stagnation, identity drift, or competitive displacement. Includes messaging architecture.
03
Go-To-Market Strategy
End-to-end launch planning for fashion and lifestyle brands entering new markets, launching new categories, or relaunching core lines.
04
Creative Direction & Brand Alignment
End-to-end launch planning for fashion and lifestyle brands entering new markets, launching new categories, or relaunching core lines.
05
Luxury & Lifestyle Brand Strategy
Positioning and narrative design for premium and luxury brands in fashion, hospitality, and lifestyle — where perception is the product.
06
Executive Personal Brand Advisory
Strategic positioning for senior leaders and founders building executive presence, thought leadership, and visibility at the C-suite level.