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CourtAvenue
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Creative Director (Contract)

CourtAvenue
United StatesUnited States
Contract
Not Disclosed
Senior-Level

Job Description

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At CourtAvenue, you will be a part of a culture powered by entrepreneurs, technologists, data scientists, and the habitually restless dedicated to designing products and services that transform businesses while optimizing them for growth. You will have the opportunity to learn and grow within a culture that values innovation while focusing on redesigning the experience between consumer and service (or product) by leveraging a fluid, seamless, and thoroughly transparent engagement.


We are seeking an experienced Creative Director on a contract basis to lead the vision, design, and execution of interactive digital projects. You will be responsible for translating project briefs into compelling user experiences, maintaining a high standard of design quality, and collaborating closely with cross-functional teams to bring digital products and experiences to life. This role requires a balance of high-level strategic thinking and hands-on design execution, guiding creative strategy while maintaining direct involvement in key deliverables.

Responsibilities

  • Creative Vision & Execution: Define and drive the creative vision for digital and interactive projects from concept through final delivery. Oversee visual design, user experience (UX), and interaction standards across all deliverables, remaining hands-on in design and prototyping to shape key user flows.

  • Client & Stakeholder Management: Act as the primary creative point of contact for key stakeholders and enterprise clients. Pitch concepts, articulate creative strategy, and present final deliverables while aligning creative output with client business goals, brand guidelines, and technical constraints.

  • Team Leadership & Process: Direct and mentor multi-disciplinary teams of designers, creative technologists, and producers. Integrate modern tools and workflows—including AI-assisted design and rapid prototyping—to streamline production, and partner with technical leads to ensure concepts are buildable within scope.

Requirements

  • Experience: 10+ years in a creative role focused on digital, interactive, or UX/UI design, including direct team management.

  • Portfolio: Strong portfolio demonstrating excellence in concept development, visual design, and interaction design, with a track record of driving measurable user engagement.

  • Stakeholder Management: Proven experience working with enterprise tech clients and navigating complex corporate stakeholder environments.

  • Technical & Design Skills: Willingness to be hands-on with standard industry design tools (e.g., Figma, Adobe Creative Cloud) alongside a solid understanding of software implementation and digital technical constraints.

  • Modern Tools: Practical experience integrating AI tools into the creative workflow for concepting, rapid prototyping, or content production.

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CourtAvenue (operating at courtavenue.com) is a digital transformation and AI-driven consultancy platform engineered for brands seeking measurable outcomes over generic deliverables. Founded in 2019 by entrepreneurs and agency veterans, including co-founder Kenny Tomlin, the company specializes in blending consultant-level strategic rigor with agency-level creativity and proprietary AI tools. Unlike traditional agencies, CourtAvenue focuses on deploying conversational AI interfaces, experience design, and IoT connectivity solutions to accelerate digital adoption for enterprise clients. Under the hood, its proprietary AI tools enable real-time customer education, personalized purchasing experiences, and scalable engagement—all while proving ROI before deployment. This empowers enterprise leaders to connect investment with tangible results, whether in commerce, emerging technology, or software engineering. Bootstrapped and self-funded, CourtAvenue has achieved $7.5M in annual recurring revenue without external venture capital, demonstrating a lean, results-driven approach.

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Creative Director (Contract) at CourtAvenue | HireSkys