Questions about working with Jerry.

Jerry Cieslik is a Chicago-based creative generalist, creative director and AI enablement lead. He spent 17 years as an Associate Creative Director at Leo Burnett, then served as Creative Director, Digital & Technology at Saatchi & Saatchi New York for the Toyota Dealer Association. He combines agency creative leadership with hands-on AI systems building.

A creative generalist works across the whole creative process instead of one specialty: strategy, concept, art direction, writing, production and now the technology that makes the work. Jerry has done all of those, from directing broadcast spots and designing retail systems to building the AI workflows that produce creative at scale.

Yes. Jerry works from the insight first: figuring out what is true about the audience, then building the idea and the system that says it. At Leo Burnett and Saatchi & Saatchi he partnered across creative, strategy, data and analytics, and he can lead strategy in the morning and ship the work in the afternoon.

An AI enablement lead helps a team or company actually adopt AI in its daily work, not just buy tools. That means finding where AI helps, building the workflows and prompt systems, setting guardrails, and training people until they can run it themselves. Jerry has done this across creative, strategy and production teams at Leo Burnett and Saatchi & Saatchi.

Jerry led agency-wide AI upskilling at Leo Burnett through workshops, training sessions and hands-on demonstrations, and advised leadership on workflow transformation as an AI subject-matter expert. At Saatchi & Saatchi New York he operationalized AI inside the Toyota Dealer Association retail program, training teams to run the new workflows independently.

Yes. Jerry leads teams through the change that new technology brings: he introduces new workflows, trains people until they can run them on their own, and connects creative, strategy, data and production so a new process sticks. His Toyota work at Saatchi & Saatchi rebuilt how a high-volume retail advertising operation makes creative.

His recent systems scaled to more than 300 creative outputs a month, reduced production costs by about 50 percent, and expanded dynamic content coverage from about 20 percent to over 90 percent across key markets.

TDA iOS is a centralized knowledge system Jerry architected for the Toyota Dealer Association at Saatchi & Saatchi New York. It connects vehicles, offers, regions and personas into one creative infrastructure, so teams can produce hundreds of localized assets a month with governed automation.

Jerry has created work for Toyota, Kellogg’s, Kimberly-Clark (Pull-Ups), Marlboro, Copenhagen, Heineken, Bank of America, United, Samsung, Dunkin’, Beam Suntory, Nokia, Sony and the Beef Checkoff, among others, at Leo Burnett, Saatchi & Saatchi, Mess Marketing and FCB.

Yes. Jerry has more than 20 years in advertising, including 17 years as an Associate Creative Director at Leo Burnett in Chicago and a role as Creative Director, Digital & Technology at Saatchi & Saatchi New York, leading integrated campaigns across digital, CRM, retail, experiential, print and video.

Yes. Jerry still concepts, art directs, edits and produces. Recent examples include an AI sizzle reel for Toyota, where he generated most of the footage and cut it himself, and live-action series for Marlboro and Copenhagen.

Jerry uses AI as a production system rather than a novelty: modular prompt frameworks that keep output on brand, generative video and image workflows, automated versioning and resizing, and agent-based tools for ideation and copy. The goal is always faster, more consistent creative that people still direct.

Jerry builds working multi-agent systems, including SIG AI, a local agent runtime, designed with governance built in so they can run autonomously in production. He has also shipped AI-driven products such as Kodex, Overwatch and TradePost.

Yes. Jerry is open to both full-time roles and freelance or consulting engagements, in creative leadership, AI enablement and adoption, and creative systems.

Jerry is based in Chicago, Illinois, and is open to remote work and to roles outside Chicago.

Jerry fits roles such as Creative Director, Executive Creative Director, Creative Strategist, Head of AI Enablement, AI Adoption or Creative Operations Lead, Change Management Lead, Creative Technologist and Creative Generalist, especially where a team needs both strong creative judgment and someone who can build and roll out the systems behind it.

Use the contact form on digijerry.com, or connect with Jerry on LinkedIn. His résumé is also available as a PDF on the résumé page.