Senior creative producer / strategist

Jerry
Chicago, IL

Why should you join Jerry?

  • Join a pre-IPO startup with capital, traction, and runway ($240M funded | 40X revenue growth in 4 years | $2T market size).
  • Work closely with brilliant leaders and teammates from companies like McKinsey, BCG, Nvidia, Better, NerdWallet, SoFi, etc.
  • Disrupt a massive market and help scale us to a $5B business in the next few years.
  • Be immersed in a talent-dense environment and accelerate your career growth exponentially.
  • Take the holistic ownership of creative excellence - from production, strategy, to agency management


About The Role

At Jerry, we are redefining and radically improving how people manage car ownership, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry simplifies and automates car ownership while providing personalized services tailored to all car owners' needs. We are the #1 rated and most downloaded app in our category with a 4.7-star rating in the App Store and more than 5 million customers—and we’re just getting started.

We’re looking for a Sr. Creative Producer / Strategist who’s obsessed with advertising, fluent in performance, and excited about how AI and new media are reshaping creative production. You’ll live at the intersection of creativity, data, and storytelling — helping Jerry craft work that not only captures attention but also drives measurable business results across the full funnel.

This role bridges creative production, media strategy, and performance insights , helping Jerry craft breakthrough creative that scales across platforms like TikTok, Meta, YouTube, CTV.

Depending on your background, you may lean more toward creative production (bringing ideas to life fast) or creative strategy (turning insights into scalable frameworks) — but you’ll collaborate across both.

What You’ll Do

  • Generate and shape creative concepts rooted in advertising fundamentals, optimized for paid social, CTV and emerging channels.
  • Partner with media and growth teams to translate performance data into actionable creative direction.
  • Lead production of high-performing ads (short-form video, UGC, influencer collabs, static, TVetc.), ensuring both speed and quality.
  • Develop creative briefs and testing frameworks that connect learnings with creative hypotheses across awareness, consideration, and conversion stages.
  • Analyze and synthesize performance results, distilling insights into storytelling opportunities and drive iteration and scale.
  • Lead agency relationships and channel partners to maximize creative output, collaboration, and efficiency — ensuring external teams are aligned with Jerry’s creative and performance goals.
  • Stay on top of platform trends, formats, and cultural shifts, ensuring Jerry’s creative stays fresh, relevant, and effective.
  • Build and manage a creative pipeline, balancing speed and craft while ensuring assets are aligned with growth goals.
  • Leverage AI tools (for ideation, scripting, editing, analytics, etc.) to accelerate creative workflows and unlock new creative possibilities.
  • Share learnings and best practices across the team — helping turn creative testing into a scalable, repeatable playbook through data-informed process.


What We’re Looking For

  • 5+ years of experience in advertising, creative production and/or creative strategy — ideally within performance-driven environments (e.g. DTC brand in-house creative teams, or creative agencies with a strong performance focus).
  • Proven track record producing or directing high-performing creative for paid channels (TikTok, Meta, YouTube, CTV, etc.).
  • Strong grasp of what makes creative perform: hooks, pacing, iteration, testing frameworks.
  • Experience leading agency and production partners to maximize output quality, collaboration, and performance alignment is a plus.
  • Analytical comfort — you can interpret data and use it to refine creative direction.
  • AI fluency — comfortable experimenting with generative tools to streamline workflows, analyze data, or expand creative possibilities.
  • A deep passion for advertising and storytelling — you study brands, trends, and performance creative for fun.
  • Understanding of full-funnel marketing, from brand awareness and consideration messaging to conversion-focused assets.
  • Collaborative and entrepreneurial mindset — thrives in fast-paced environments, comfortable bridging creative, media, and analytics teams.
  • Bonus: experience in both agency and growth contexts (especially at app-based or DTC brands)


Why This Role Matters

Jerry’s creative team has proven performance chops — but we’re ready to level up our creative engine. This role ensures we’re not just making more creative, but smarter creative : content that learns, adapts, and converts across channels.

You’ll be the connective tissue between idea and impact , helping us build a scalable creative system that blends art, data, and media strategy.

While we appreciate your interest and application, only applicants under consideration will be contacted.

Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws.

Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at [email protected]

The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants.

We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.

About Jerry.ai

Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets.

Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all.

We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started.

Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing.

Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.
Posted 2025-10-27

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