CAD 100000–150000/yr

Senior AI Creative Automation Lead

CanadaCanadaRemoteFull Timesenior
OtherCreative
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Quick Summary

Overview

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,

Technical Tools
OtherCreative

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)

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.

  • 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.
  • 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.
  • 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.
  • 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.
    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.

    Location & Eligibility

    Where is the job
    Canada
    Remote within one country
    Who can apply
    CA

    Listing Details

    Posted
    April 27, 2026
    First seen
    May 4, 2026
    Last seen
    May 5, 2026

    Posting Health

    Days active
    0
    Repost count
    0
    Trust Level
    57%
    Scored at
    May 5, 2026

    Signal breakdown

    freshnesssource trustcontent trustemployer trust
    Cscgeneration 2

    AI-native retail holding company that acquires and modernizes iconic retail brands

    Employees
    1k+
    Founded
    2016
    View company profile
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    Cscgeneration 2Senior AI Creative Automation LeadCAD 100000–150000