Creative Director (Video Ads)

Jerry; Chicago (IL); On-site; USD 120,000 - 180,000; Full time

Job summary

Jerry's creative team is seeking a senior video creative leader to shape and execute end-to-end campaigns across paid social, CTV, and emerging channels. You will concept, edit, and iterate with senior leads, guiding a nimble team and applying AI tools to scale performance.

You will push craft and storytelling while focusing on hooks, pacing, and brand quality, collaborating with media and analytics to turn data into compelling creative.

Qualifications

• 8+ years in video creative, art direction, or production.
• Strong track record for paid channels (Meta, TikTok, YouTube, CTV).
• Excellent eye for design, pacing, and brand quality.

Responsibilities

• Concept and produce video creative across paid social, CTV, and emerging channels from brief to delivery.
• Lead a small and nimble team.
• Elevate visual composition, pacing, and storytelling to boost brand and performance.
• Stay current with platform trends to keep creative fresh and effective.
• Develop hooks and visual frameworks rooted in performance signals.
• Edit ads directly, cutting and polishing at speed.
• Collaborate with media, growth, and analytics to translate data into better creative.

Skills

Video creative

Art direction

Production

Video editing

AI tools

Tools

Final Cut Pro

Adobe Premiere

After Effects

Job description

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).
• 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.
• Bring sharp visual craft and creative energy to Jerry's video output — from concept through final cut.

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).
• 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.
• Bring sharp visual craft and creative energy to Jerry's video output — from concept through final cut.

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.

Why You Will (or Won't) Like Working Here

Large canvas: You won't inherit a set-in-stone playbook. You'll have real creative input and contribute meaningfully to our brand foundation early in your career.

Hands-on from day one: This isn't a support role. You'll be concepting, editing, and iterating — using AI tools and your own creative instincts to ship work that performs.

Car ownership is not "sexy": Insurance, maintenance, and safety are only topics people think about when they have a bill to pay or a flat tire to change. Can you build enthusiasm and trust around a "dry" topic? That's the creative challenge here.

What You'll Do

• Concept and produce video creative across paid social, CTV, and emerging channels — working end-to-end from brief to delivery under the guidance of senior creative leads.
• Lead a small and nimble team
• Bring a sharp visual eye to every asset: elevating composition, pacing, and storytelling to raise Jerry's brand while keeping performance top of mind.
• Stay on top of platform trends, formats, and cultural shifts to ensure Jerry's creative stays fresh and effective.
• Develop hooks, angles, and visual frameworks rooted in what drives real performance — not just what looks good.
• Edit video directly: fluent in editing tools and comfortable cutting, iterating, and polishing ads at speed.
• Leverage AI tools (for ideation, scripting, editing, asset generation, etc.) to accelerate workflows and expand creative range.
• Collaborate closely with media, growth, and senior creative teammates to turn performance signals into stronger creative work.

What We're Looking For

• 8+ years in video creative, art direction, or production — at a performance agency, in-house growth team, or content studio.
• A growing track record contributing to video creative for paid channels (Meta, TikTok, YouTube, CTV, etc.).
• Strong visual instincts — you have an eye for design, composition, pacing, and brand quality.
• Video editing fluency — you can cut and iterate ads yourself, making them feel polished without heavy direction.
• Performance creative curiosity — you understand (or are actively learning) what makes people stop scrolling: hooks, pacing, CTAs.
• Collaborative and eager mindset — comfortable in fast-paced environments and open to feedback from creative and analytics teams alike.
• AI fluency — you experiment with generative tools to speed up production and expand what's creatively possible.
• Bonus: exposure to both performance and brand creative contexts. You're building a point of view on how craft and conversion can coexist.

Why This Role Matters

Jerry's creative team has proven performance chops — and we're ready to level up. This role is an opportunity to grow fast inside a creative engine that blends craft, data, AI, and media strategy. You'll be hands-on from day one, contributing real work that reaches millions of people — and building the skills and portfolio to grow into a senior creative leader.

While we appreciate your interest and application, due to the volume of applications we receive, only applicants under consideration will be contacted.

Please note: Jerry.ai is only able to hire full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN,