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CSC GenerationCG

Senior AI Creative Automation Lead

CSC Generation acquires and revitalizes retail brands, focusing on digital transformation and consumer engagement.

CSC Generation

Employee count: 201-500

Salary: 100k-150k CAD

CA and US only

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CSC Generation is the AI-native holding company re-engineering omnichannel retail. We acquire iconic brands and transform them with Genesis, our operating platform combining a Data Fabric, Automation Engine, proprietary tools, and shared services to modernize operations, elevate customer experience, and expand margins. With $1B+ in revenue across 13 brands, our portfolio includes Sur La Table, Backcountry, One Kings Lane, and others that serve as real-world innovation labs.

Reports to: Chief Growth Officer

Location: Austin, TX (Remote); Toronto, ON (Remote); All other US & Canada (Remote)

About the Role

    CSC Generation is building AI-native creative production as a core capability across its portfolio of 13 brands. As Senior AI Creative Automation Lead, you will build the workflows, personally generate production-grade assets, and establish the operating system for creative automation that growth teams rely on across paid, ecommerce, and brand channels.

    Success in the first 6–12 months means shipping photoreal, commercially usable AI creative into live business environments, standing up repeatable variant-generation and testing workflows, and measurably increasing creative throughput without sacrificing quality or learning velocity.

    This is a lean team. You will own a lot, move fast, and make decisions with full end-to-end responsibility.

What You'll Do

  • Build AI-native workflows for image, video, copy, resizing, QA, approvals, and deployment across portfolio brands.
  • Personally create and refine assets across channels, especially where speed and quality both matter.
  • Establish prompt structures, model-selection logic, reference workflows, naming conventions, and QA standards that turn scattered experiments into repeatable systems.
  • Generate creative variants for testing across Meta, display, email, landing pages, and other growth surfaces.
  • Partner with performance marketing and growth teams to connect creative output to testing plans, measurement, and readouts.
  • Build segmentation-aware variant workflows that tailor angles, formats, hooks, or offers to different audiences while staying within legal, platform, and brand guardrails.
  • Push for photoreal, premium output and know when to use AI-only workflows, hybrid workflows, or traditional approaches.
  • Help train internal teams on what good AI creative production actually looks like and how to adopt these systems in practice.

Required Qualifications

  • 5+ years of experience in creative production, performance creative, design systems, automation, or AI-enabled content workflows.
  • Clear evidence of having built real workflows, not just casual experimentation with AI tools.
  • Strong creative taste and a high quality bar for imagery, motion, and brand execution.
  • Hands-on experience with generative image, video, and copy tools, including prompt design, iteration strategy, references, and QA.
  • Proven ability to create work that is commercially usable, not just technically interesting.
  • Experience creating or supporting creative testing for paid media, ecommerce, or growth channels.
  • Ability to personally produce or direct photoreal creative output that minimizes obvious AI artifacts.
  • Strong builder mentality: you like shipping, refining, and proving systems in real operating environments.

Preferred Qualifications

  • Experience with Meta creative testing, paid social experimentation, or performance creative operations.
  • Experience building audience-specific variant systems for advertising or lifecycle marketing.
  • Experience in ecommerce, retail, lifestyle, home, fashion, or design-led consumer brands.
  • Familiarity with automation tooling, APIs, structured prompts, and workflow orchestration.
  • Experience teaching creative or marketing teams how to use AI systems in practice.

Why Join

    The people who do best here are builders. They take ownership, move fast, and want to see the direct impact of their work.

  • Cross-Functional Impact: Your work ships into live growth systems across 13 brands—every asset and workflow you build directly influences paid performance, ecommerce conversion, and creative velocity at portfolio scale.
  • AI-First Skill Building: Operate inside a company actively building with automation, agents, data systems, and modern AI workflows. You will sharpen your craft on a modern tech stack where AI is the default, not an experiment.
  • End-to-End Ownership: Own the full creative automation capability from workflow design through production-grade output. Strong performers grow quickly into broader function ownership as the capability proves out.
  • Competitive Benefits (US): Paid time off policies, 401(k) match, medical/dental/vision and a variety of supplemental policies, and employee discounts across our portfolio of brands.
  • Competitive Benefits (Canada): Paid time off policies, RRSP match, medical, dental, and vision coverage, a variety of supplemental benefit options, and employee discounts across our portfolio of brands.

Interview Process

    1. Recruiter Screen - A 30-minute conversation with our recruiting team to align on the role, your background, and what you are looking for.
    2. Hiring Manager Interview - Discussion with the Chief Growth Officer focused on quality bar, systems thinking, and operating style.
    3. Portfolio Review - Walkthrough of shipped work, workflows, and before/after examples demonstrating creative taste and systems thinking.
    4. Practical Exercise - Live or take-home exercise involving asset generation, workflow design, and testing-system thinking.
    5. In-Person Interview - We'd like to meet you at our Austin or Toronto office. Details and logistics will be arranged with your recruiter.
    6. Reference Checks - Conducted in parallel with the final stages where possible.
    7. Offer - We move quickly for the right candidate.

    Interview process is subject to change. Any updates will be communicated promptly and clearly.

CSC Generation is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.

The CSC Generation family of brands is committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need assistance or accommodation due to a disability, please contact hrbenefits@cscshared.com.

For Ontario applicants, please note that this posting is for an existing vacancy.

For US-based candidates, this posting is intended for candidates that reside in the following states:
AZ, DE, FL, GA, IN, LA, MI, MS, MO, NV, NC, OK, PA, TN, TX, UT, WV, WI, and WY.

About the job

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Job type

Full Time

Experience level

Salary

Salary: 100k-150k CAD

Experience

5 years minimum

Location requirements

Hiring timezones

Canada +/- 0 hours, and 1 other timezone

About CSC Generation

Learn more about CSC Generation and their company culture.

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Through groundbreaking technology, we are revolutionizing the retail landscape at CSC Generation. We specialize in acquiring and transforming struggling retail brands into thriving, digital-first, consumer-focused businesses. As of 2023, we are proud to showcase a diverse portfolio comprising nine brands, each of which has enjoyed renewed growth through our expertise in marketing intelligence, supply chain management, and customer service.

Established in 2016 by Justin Yoshimura, our mission is driven by a culture of innovation and a commitment to transparency. Leveraging advanced automation and AI, we encode expert-level retail practices that drive revenue growth and enhance performance metrics. Our leadership team possesses deep expertise in retail digital transformation, ensuring that we not only acquire businesses but also breathe new life into them, helping them excel in an increasingly competitive digital environment.

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