
Jenna Dixon
Creative leader with a track record of building standout brands, scaling design teams, and driving impact through strategic, insight-led design. I specialize in rebranding, design systems, and growth-stage execution from startup to IPO. Known for elevating creative standards, mentoring high-performing teams, and leading cross-functional work that gets results.
Experience
Head of Visual Design
OCTOBER 2023 – Present
Currently leading the creative function at Checkmate, where I spearheaded a full rebrand and website redesign that tripled daily sessions and elevated our industry position. I built scalable design systems, implemented agile workflows, and rolled out new stakeholder processes to improve collaboration and output. I also developed a mentorship program for the design team and helped establish a culture grounded in trust, ownership, and creative excellence.
Associate Director, Design
July 2023 – SEPTEMBER 2023
Brand Designer
September 2020 – JULY 2023
Led Olo’s brand evolution through IPO, scaling design operations to support 2M+ daily orders across 600+ restaurant brands. I directed brand execution across web, UX, and video, and designed high-impact experiences for our national customer conferences. I also implemented brand systems, mentored junior designers, and ensured cross-channel brand consistency across marketing, product, and internal communications.
UI and Visual Designer
FEBRUARY 2020 – SEPTEMBER 2020
Collaborated with cross-functional teams to design intuitive, on-brand digital experiences for a range of clients. My work included UI design, wireframes, and interactive prototypes, as well as establishing visual guidelines and scalable systems. I also supported product direction through market insights and user-centered thinking.
Sr. Designer and Brand Manager
SEPTEMBER 2010 – JanUARY 2018
Directed brand strategy and creative execution for mission-driven clients across education, poverty alleviation, and global development. My work contributed to measurable growth and funding increases for several nonprofits. I also ran a hands-on internship program, facilitated human-centered design workshops, and created scalable internal systems for design delivery.
Education
University of Arkansas at Little Rock
Fine & Studio art
Attended 2004 – 2006
Proficiencies
Figma
Adobe Creative Suite
Webflow
Framer
Hubspot
Guru
Notion
Asana
Jira/Confluence
HTML & CSS
Specialties

