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Lead Brand & Creative Designer

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Freehand
Full Time position
Listed on 2026-10-18
Job specializations:
  • Marketing / Advertising / PR
    Creative Advertising / Marketing, Marketing Communications, Digital Marketing
  • Creative Arts/Media
    Creative Advertising / Marketing, Digital Marketing
Salary/Wage Range or Industry Benchmark: 120000 - 170000 USD Yearly USD 120000.00 170000.00 YEAR
Job Description & How to Apply Below
About Freehand

Most AI companies are building tools. We're building the worker.

Freehand is the AI Team that runs Accounts Payable and spend operations for the world's largest enterprises, negotiating rates, enforcing contracts, managing suppliers, processing payments, and reconciling data across enterprise systems. It's work that's always required armies of analysts, BPOs, and offshore teams to keep supply chains running.

The tech industry has spent years competing for a $16B software market. We're going after the $348B enterprises spend on labor instead, building the AI Team that doesn't promise incremental efficiency gains, but owns the outcome, with the ROI to prove it. Meta, Unilever, J&J, Pfizer, and Cardinal Health are already running parts of their operations on Freehand, and we're just getting started.

About the Role

We're looking for a Lead Brand & Creative Designer to elevate how Freehand looks, feels, and shows up in the market.

This is a foundational, hands-on role spanning brand, website, campaigns, events, and the full spectrum of marketing, sales, and corporate design.

We need someone with exceptional design craft, strong creative instincts, and the ambition to build a brand that stands out in enterprise AI. Someone who doesn't just execute briefs, but brings ideas, challenges the ordinary, and continually raises the creative bar.

You'll own both creative direction and production. One day you're developing a campaign concept or designing a new website experience. The next, you're producing investor decks, customer presentations, brochures, one-pagers, or trade show materials.

We need someone who brings the same creativity, care, and attention to detail to all of it.

You'll work closely with Marketing leadership and cross-functional teams to evolve our visual identity and establish the design systems and processes that help us scale. As Freehand grows, you'll have the opportunity to shape the creative function and team around it.

What You'll Do

Brand & Creative Direction
  • Evolve Freehand's visual identity into a distinctive, recognizable enterprise AI brand.

  • Lead creative concepts and visual storytelling across campaigns, launches, and brand initiatives.

  • Establish and maintain brand guidelines, design systems, templates, and visual standards.

  • Bring fresh ideas, creative experimentation, and a strong point of view to our work.

  • Provide creative direction and quality control across internal resources and external partners.

Website & Digital Experiences
  • Own the visual design of all new website pages, landing pages, and digital marketing experiences.

  • Create high-fidelity Figma designs, responsive layouts, components, and prototypes.

  • Translate complex product capabilities and messaging into compelling, intuitive digital experiences.

  • Apply strong visual hierarchy, UX/UI fundamentals, and conversion-oriented design principles.

  • Collaborate with developers and web partners to ensure exceptional implementation.

Marketing, Sales & Corporate Design Production
  • Own hands-on design and production across Freehand's marketing, sales, executive, and customer-facing materials.

  • Design investor presentations, executive decks, customer presentations, sales pitch decks, and proposals.

  • Create brochures, one-pagers, solution briefs, product sheets, case studies, reports, infographics, and other sales enablement assets.

  • Design trade show booths, event signage, environmental graphics, promotional materials, and branded experiences.

  • Produce creative assets across paid media, organic social, email, and integrated campaigns.

  • Develop product illustrations, diagrams, and visual explanations of complex technology.

  • Own production from concept through final delivery, including revisions, formatting, and print-ready or digital files.

  • Build reusable templates and asset libraries that improve production speed without sacrificing quality.

Build the Creative Foundation
  • Establish scalable design workflows, processes, and quality standards.

  • Manage multiple concurrent projects and priorities in a fast-moving environment.

  • Collaborate with external agencies, motion designers, and creative specialists.

  • Explore AI-powered creative tools to improve workflows and expand creative possibilities.

  • Help shape the future capabilities of Freehand's creative function.

What We're Looking For
  • 5+ years of experience in brand, visual, graphic, or digital design, ideally in B2B technology, SaaS, or a high-caliber creative agency.

  • An exceptional portfolio demonstrating original creative thinking and…

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