
Jenna Dixon
Brand and creative leader with 16+ years of experience building and evolving brands across B2B and consumer-facing technology. I lead brand strategy and creative direction from concept through execution, combining strong creative judgment with strategic and operational thinking to raise the quality of the work and help creative teams scale.
Experience
Director of Brand & Design
September 2025 – June 2026
I led brand and creative within Marketing across web, campaigns, product marketing, sales enablement, events, editorial, and video. I led creative direction for a company rebrand, directed GTM and experiential work, and developed the brand and motion team. I also built the creative systems and workflows that brought greater clarity, consistency, and scale to the work.
Head of Visual Design
OCTOBER 2023 – May 2025
I led Checkmate’s creative function, including a company-wide rebrand and website redesign that drove a 300% increase in daily sessions. I built scalable design systems supporting 2,000+ creative assets and a Kanban-based workflow that clarified priorities across the organization. I directed internal and agency talent across web, campaigns, video, sales enablement, events, and executive communications.
Associate Director, Design
July 2023 – SEPTEMBER 2023
Brand Designer
September 2020 – JULY 2023
I led the evolution of Olo’s brand identity and design systems through its IPO and growth to 600+ restaurant brands and more than 2 million daily orders. My work spanned investor communications, web, campaigns, partnerships, video, and experiential, including creative direction for Olo’s flagship customer event, Beyond4.
UI and Visual Designer
FEBRUARY 2020 – SEPTEMBER 2020
I led visual design across client digital experiences, translating brand and business strategy into visual systems, interfaces, wireframes, and prototypes. I partnered with product and engineering from concept through implementation to create responsive experiences and maintain design quality through production.
Sr. Designer and Brand Manager
July 2010 – JanUARY 2019
I led brand strategy and creative for nonprofit and social-impact organizations across financial literacy, education, poverty alleviation, and global development. I also owned CauseLabs’ internal brand and creative direction, facilitated human-centered design workshops, built internal design systems, and developed an eight-week internship program for emerging creatives.
Education
University of Arkansas at Little Rock
Fine & Studio art
Attended 2004 – 2006
Tools
Design
Figma, Figma AI + Make, Adobe Creative Suite
AI & Prototyping
ChatGPT, Claude, Gemini, Runway, Midjourney
Workflow
Asana, Airtable, Jira/Confluence, Linear, Notion, Guru, Miro
Marketing & CMS
Framer, Webflow, WordPress, HubSpot, HTML/CSS
Core Expertise


