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

Brand Strategy & Positioning
Creative Direction
Brand Identity & Systems
Concept Development & Visual Storytelling
Team Leadership & Development
Creative Operations
GTM & Product Marketing
AI-Assisted Creative & Prototyping
Web Strategy & IA
Experiential
Executive & Investor Communications
Agency & Partner Leadership

Brand Strategy & Positioning
Creative Direction
Brand Identity & Systems
Concept Development & Visual Storytelling
Team Leadership & Development
Creative Operations
GTM & Product Marketing
AI-Assisted Creative & Prototyping
Web Strategy & IA
Experiential
Executive & Investor Communications
Agency & Partner Leadership

© Jenna Dixon 2026

© Jenna Dixon 2026