The AI Holding Company re-engineering retail
Chicago, IL
CSC Generation is the AI-native holding company re-engineering omni-channel retail. We acquire iconic brands and transform them with Genesis—our operating platform unifying 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 more—premier home and outdoor banners that double as real-world innovation hubs. CSC Generation continues to grow through M&A, revitalizing companies with strong brand recognition and loyal customers. We’re building the next-generation technology conglomerate where proprietary AI is the operating system. We have offices in Austin, Chicago, Los Angeles, Salt Lake City, Seattle, and Toronto. Our VC investors include Altos Ventures, Maveron, and Khosla Ventures. We’re always looking for exceptional builders, operators, and technologists to join us.
Hybrid · Toronto
You will build, deploy, and scale AI-powered tools and automations across the company's portfolio of brands to improve operational efficiency. This involves connecting software systems, managing data pipelines, and training non-technical teams on new AI solutions.
Hybrid · Toronto
The Chief of Staff will act as a connective system between company strategy, technology strategy, and day-to-day execution for the CEO and CTO. Responsibilities include managing the executive decision system, overseeing operational cadence, and driving high-priority cross-functional initiatives.
Remote · Toronto, Ontario, Canada, United States
You will own the architecture, development, and reliability of ecommerce web applications while driving technical direction for the team. Additionally, you will champion AI-assisted development workflows and mentor engineers to ensure high-performing, scalable customer experiences.
Hybrid · Canada
Protect and harden multi-cloud platforms, Kubernetes workloads, and CI/CD pipelines across AWS, GCP, and Azure. Lead incident response efforts and establish governance guardrails for the secure adoption of AI tools.
Hybrid · Toronto
Design, deploy, and own production-grade AI automations and tooling across marketing, operations, and logistics. Build AI-agent architectures and reusable connectors to streamline manual business processes and improve operational efficiency.
Remote · Canada, United States
Drive the execution of the product roadmap for core retail platforms, integrations, and data foundations to ensure scalable operations. Lead the development of OMS-adjacent capabilities and define data governance models across various retail systems.
Remote · Canada
Own the end-to-end QA strategy and execution across web, API, and mobile platforms using an AI-first approach. Lead the implementation of Playwright as the primary automation framework and mentor a high-performing team of QA engineers.
Remote · United States, Canada
Own the end-to-end month-end close process and Accounts Payable operations for a multi-brand retail portfolio. Systematically automate manual accounting workflows using AI, LLMs, and Python to compress the close cycle and scale operations.
Remote · Canada, Seattle, Washington, United States
Develop and execute integrated marketing strategies to grow the culinary program, including cooking classes and in-store experiences. Serve as the internal culinary authority by translating food trends and intelligence into actionable marketing campaigns and briefs.
Remote · United States, Canada
Lead accounting operations and monthly close processes across a portfolio of 13 brands. Design and deploy AI-driven workflows and agents to automate reconciliations and compress financial close cycles.
Remote · Canada
Lead the full customer lifecycle strategy across email, SMS, and loyalty programs to drive revenue growth and customer retention. Own the CRM technology stack, automation architecture, and P&L accountability while reporting directly to the CMO.
Remote
### **About the Role:** Sur La Table needs a strategic CRM leader who can own the full lifecycle of the customer relationship — across email, SMS, loyalty, and customer intelligence — spanning Hardgoods, Culinary programming, and Retail. As **Director, Lifecycle Marketing & CRM**, you will set direction for how Sur La Table acquires, retains, and grows customer relationships across every business unit, with direct CMO access and meaningful P&L accountability. In your first 6–12 months, you will build the automation architecture to drive significant revenue growth through lifecycle campaigns…
Remote · United States, Canada
Serve as the technical owner for a core area of the retail service cloud, setting architectural direction and maintaining quality standards. You will design and ship features daily while mentoring junior engineers and managing the product roadmap.
Hybrid · Toronto
Lead end-to-end M&A transactions from LOI to close and develop sector-specific investment theses to generate proprietary deal flow. Partner with portfolio company operators to design and execute value-creation roadmaps and 100-day plans.
On-site
CSC Generation is the AI-native holding company re-engineering omni-channel retail. We acquire iconic brands and transform them with Genesis—our operating platform unifying 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 more—premier home and outdoor banners that double as real-world innovation hubs. CSC Generation continues to grow through M&A, revitalizing companies with strong brand re…
Remote · Austin, Texas, United States, Toronto, Ontario, Canada, United States, Canada
Build and manage AI-native creative workflows to generate production-grade assets for paid, ecommerce, and brand channels. Establish repeatable systems for variant generation and testing to increase creative throughput across a portfolio of 13 brands.
On-site
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: Head of Talent Acquisition Location: All other Canada & US (Remote) \n What You'll Do * Manage the full…
Remote · Ontario, Canada
The Director will define how data, insights, and AI drive decision-making across the company, serving as the analytical hub for eCommerce, Marketing, Finance, and Operations. This role is responsible for establishing analytical standards, governing AI-enabled workflows, and transforming data into actionable business recommendations.
Remote · Ontario, Canada
The Director of AI Analytics will define how data and AI drive decision-making across the company, serving as the analytical hub for departments like eCommerce, Marketing, and Finance. This role is responsible for establishing analytical standards, governing AI-enabled workflows, and ensuring data integrity to transform insights into actionable business recommendations.
Hybrid · Canada
The Director of Growth will lead commercial strategy across the portfolio by identifying growth constraints and prioritizing cross-functional initiatives. You will drive testing velocity and build scalable growth playbooks to improve conversion, customer acquisition, and revenue.
