The Role
CSC Generation is building the next-generation AI operating system for retail—one that automates the manual, streamlines the complex, and empowers teams to focus on high-leverage work.
We’re hiring an AI & Workflow Automation Manager to operationalize this vision. In this role, you’ll lead the design and implementation of lightweight automation workflows and custom GPT-based tools that transform how we operate across marketing, eCommerce, customer experience, merchandising, and finance. You’ll work directly with brand executives, functional leaders, and CSC platform teams to bring automation to life—fast.
This position will report into the CEO of one of CSC’s portfolio brands.
What you get to do every day:
- Lead automation initiatives using platforms like n8n.io and ChatGPT Custom GPTs to eliminate repetitive, manual work.
- Build and deploy end-to-end workflows that span tools like Google Sheets, Slack, email, and custom databases—triggered by structured inputs or AI-generated outputs.
- Collaborate with cross-functional teams to identify pain points, map workflows, and develop automation candidates.
- Prototype fast, iterate faster—ship working automation MVPs within days, not months.
- Educate and empower teams to adopt and scale automations via documentation, training, and usage dashboards.
- Continuously improve platform tooling by standardizing and evolving internal libraries of reusable automations and GPTs.
- Report on outcomes—track time savings, efficiency gains, and adoption metrics.
What you bring to the role:
- 3–6 years of experience in product ops, technical operations, internal tools, or automation enablement.
- Hands-on experience building workflow automations using tools like n8n.io, Zapier, Make.com, Retool, or similar.
- Deep fluency with generative AI tools, including ChatGPT and prompt engineering.
- Strong grasp of business operations and the ability to rapidly map and optimize workflows.
- Experience integrating multiple systems (e.g., Google Workspace, Slack, CRMs) into cohesive flows.
- Comfortable with light scripting, API calls, or working with low-code platforms.
- Strong communicator who can translate business needs into functional automation specs.
- A mindset of experimentation, velocity, and constant improvement.
Why this role matters:
- This is a hands-on builder role that directly supports CSC’s company-wide initiative to embed automation into every department. From auto-generating customer service emails to streamlining reporting and approvals, the systems you design will free up teams to focus on what really matters—strategy, creativity, and growth.
- You’ll work on meaningful challenges with executive sponsorship, get visibility across brands, and shape the way work happens across a platform doing hundreds of millions in revenue.
What’s in it for you? Joining CSC Generation isn’t just about having a seat at the table—it’s about helping redesign the table entirely. You’ll be challenged, stretched, and supported as you grow faster than you thought possible. In addition to competitive compensation, we offer:
- Executive Access: Work directly with brand CEOs and senior leadership, solving real business problems and earning mentorship from top operators.
- AI-First Skill Building:Get hands-on with the most advanced AI tools in the market. From automation to prompt engineering, you’ll build a modern tech stack that sets you apart in any industry.
- Accelerated Career Path:High performers are quickly entrusted with greater responsibility, new challenges, and leadership opportunities across our portfolio of brands.
- Competitive benefits:Paid time off policies, 401(k)/RRSP match, medical/dental/vision and a variety of supplemental policies, and employee discounts at our portfolio companies
What our interview process looks like:
- 📞 Step 1: If you align with our vision and meet the qualifications, we’ll reach out to schedule a conversation and introduce CSC.
- 🧠 Step 2:You’ll complete a short AI or product-building challenge so we can understand how you approach problems and execution.
- 💬 Step 3:Participate in deep-dive interviews with CSC leadership focused on your experience, product mindset, and operational thinking.
- 📩 Step 4: Offer. We’ll move fast for the right candidate.
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, OR, PA, TN, TX, UT, VA, WV, WI, and WY.
Our preference is for candidates who reside near our hubs in Northwest Indiana, Austin, Texas, and Toronto, Ontario.
Washington state applicants only: If you believe that this job posting does not comply with applicable Washington state law, please notify us by sending an email [email protected].
The CSC Generation provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, provincial, state or local laws.
It is unlawful in Massachusetts to require or administer a lie-detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
The CSC family of brands is committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need assistance or an accommodation due to a disability, please contact [email protected].
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The Company
What We Do
We acquire overlooked store and catalogue based retailers and transform them into high performance, "digital first” brands through our proven omni-channel technology platform, operating expertise and scale.
Founded by Justin Yoshimura and backed by world class investors.
