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Work Background
Design Director & Creative Strategist
Hi DesignDesign Director & Creative Strategist
Jun. 2025 - Sep. 2025Jacksonville, Florida, United StatesResponsible for overseeing the creative direction of designs and strategies for Hi Design clients, ensuring quality and consistency across various projects and clients. Guiding the team, collaborating with clients, managing projects from conception to completion, pushing the boundaries of design and driving outcomes.
Principal Staff Content Designer on Credit Karma Money
Credit KarmaPrincipal Staff Content Designer on Credit Karma Money
Mar. 2022 - Aug. 2024Los Angeles, California, United StatesAs the sole content designer on Credit Karma's largest product team, I am responsible for leading design across multiple products with various cross-functional teams of designers, product managers, engineers, and analysts. I work primarily on product strategy and unity, creating and testing user flows, participating in user research and testing, synthesizing learnings, facilitating working sessions and shareouts, and content structure and strategy for product. I'm currently focusing on banking basics, cost reduction, member retention, and co-designing a content design system with the Credit Karma Content Design team.
Content Designer Auto Insurance and Financing
Credit KarmaContent Designer Auto Insurance and Financing
May. 2020 - Mar. 2022Los Angeles, California, United StatesLed a small design team as an individual contributor in co-developing a design-thinking software development process that increased design-ship velocity by aligning cross-functional stakeholders behind principled approaches to long-term product strategies and following agile patterns for transparency and planning. We vastly increased product quality and velocity, shipping ten times the features with half the churn. We shipped the Karma Drive telematics product, vehicle-matched member experience, affordability virtual assistant conversation and calculator, super-agent experience, social comparison interaction patterns, and many more features still producing results for Credit Karma.
Content Designer Core Product
Credit KarmaContent Designer Core Product
Oct. 2018 - May. 2020San Francisco, California, United StatesI was the first hire of the first director charged with building a content design team (then called "Product Writing") at Credit Karma. I was the conversation designer for Penny, CK's financial assistant bot. I was responsible for natural language processing, regular expression and natural language understanding, conversation design and development, writing in code, and understanding and using interaction analytics about conversations to improve them. After successfully launching and developing Penny experiences across product areas, I was brought in to lead design of the new front-door "Stories" experience. I worked with a small set of cross-functional teams researching, developing, designing, testing and experimenting in a highly visible and contentious central feeder space for all of CK's product stakeholders. Breaking velocity records for shipping product and learning, we managed to ship a front door solution that used improved discovery, diversified and grew revenue substantially, and helped CK turn a corner as a company. When the pandemic happened, I led design on the award-winning Relief Roadmap project, a cross-vertical, company-wide effort to help our users manage the financial crisis of the pandemic.
Lead Content Designer
randrrLead Content Designer
Nov. 2016 - Mar. 2018Jacksonville, Florida AreaOne-third of the startup's UIX team developing a career insights platform. Crafted all language in the web application. Led tester acquisition outreaches for alpha and beta (with Marketing and User Acquisition). Wrote and executed user tests, ranging from guerrilla testing in the field to scheduled in-person moderating to unmoderated and quantitative. Created the brand language and established initial tone. Established a culture of design-thinking to better meet business needs and develop deeper feature sets. Established the community and support infrastructure and strategy.
Global Communications Director, Content Designer, and Product Strategist
AdeccoGlobal Communications Director, Content Designer, and Product Strategist
May. 2015 - Jul. 2016Jacksonville, Florida AreaDirected global communications for the Ignite brand as well as product strategy for applications developed by Ignite. Ignite was the innovation lab for the Adecco Group and developed new enterprise technologies for the staffing and HR space. We worked with brands such as Modis, Soliant, and Lee Hecht Harrison, among others. Jon facilitated workshops for other teams and was content development lead for the software products Ignite designed and developed. From content strategist during product development to leveraging that insight in the product strategies as products matured, Jon participated in creating a holistic experience design for the users and customers of Ignite's 6 active products.
Chief Strategist
hi.Chief Strategist
Oct. 2013 - Aug. 2015Jacksonville, Florida Areahi. was a small creative group that specialized in content, design and strategy. As a startup, we provided clients direct access to creative teams and leveraged agile methodology in the development of product strategies. We specialized in strategic creative direction for holistic, multimedia brand strategies. Our equation: listening + ideation + strategy / / content + timing + platform // creation + publishing + analytics = brand objectives achieved.
Board of Directors
Stetson Kennedy FoundationBoard of Directors
Jan. 2012 - Jan. 2014As the last person appointed to the Board of Directors of the non-profit Stetson Kennedy Foundation by the late writer, activist and "po-folkist" (as he was dubbed by music legend and personal friend Woody Guthrie), I increased awareness of the foundation through development of their social media presence. I was also instrumental in expanding awareness of Stetson Kennedy to younger generations through events and community engagements. I currently serve on the advisory board of the foundation.
Manager, Content Strategy
VizergyManager, Content Strategy
Jun. 2011 - Oct. 2013Jacksonville, Florida AreaResponsible for all content on client user interfaces; user experience across client digital campaigns; and data collection and analysis to inform effective strategies for online marketing.
Managing Editor
EU Jacksonville arts & entertainment newspaperManaging Editor
Aug. 2005 - Apr. 2008Determined editorial content, coordinated and managed writing and production staff to put out 30,000 free entertainment newspapers every week that comprehensively cover all of the entertainment available in North Florida for that week. In this capacity I was the editor, one of three proof readers, a writer of 5 - 10% of the paper every week, a part-time salesperson for the paper and the Marketing Director. During my time there I increased the usage and popularity of our website by more than 500% in less than six months. I increased the advertising revenue of the paper by about 30% and circulation and public perception increased exponentially in the community.
Ownager
Rock & Roll Pizza & ParlourOwnager
Dec. 2001 - Apr. 2003Owner/Manager - One of two people that managed all operations, Profit and loss reporting, food cost management, marketing, ordering, booking national, regional and local bands, bar management, license and permit management, pizza delivery.

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