Matt Webb is a dynamic Senior Art Director celebrated for a career spanning more than two decades, shaping brand experiences in travel, hospitality, retail, and consumer goods. Recognized by industry leaders like AdWeek and Communication Arts, Matt brings a creative vision and multidisciplinary expertise that elevate campaigns and drive digital engagement. Matt’s portfolio showcases work for iconic brands—including Southwest Airlines, Leo Burnett, Porsche, McDonald’s, and Kerry Gold—delivering cohesive solutions across digital, print, broadcast, and environmental design. With an eye for innovation and a commitment to storytelling, Matt transforms complex ideas into memorable brand moments, earning accolades and advancing industry thought leadership along the way.

Areas of Expertise

Art Direction
Design
Strategy
Testing
Branding
Packaging

Experience

Southwest Airlines, Dallas, TX

  • Senior Creative Designer, Brand (2025-Present)

  • Senior Creative Designer, AB Testing (2022–2025)​

  • Senior Creative Designer, Brand (2017–2022)​

  • Senior Web Designer (Contract) (2015–2017)​

Leo Burnett, Chicago IL

Senior Art Director Freelance (2012-2014)

The Interwebbs, Chicago IL

Senior Art Director, Independent Contracts (2011-2017)

Chicago Portfolio School, Chicago IL

Design Instructor (2008-2009)

Cramer Krasselt, Chicago IL

Designer (2006-2011)