Job Description
Executive Assistant to Chief Executive Officer
CSC Generation Enterprise (CSC) is an AI-enabled multi-brand platform that acquires and transforms legacy businesses into profitable, digital-first, consumer-centric businesses. CSC's platform is designed around its core M&A strategy and drives alpha by encoding revenue growth, unit margin management, and other expert-level retail practices into automation and AI. CSC owns and operates more than 10 companies, including Sur La Table, Backcountry, and One Kings Lane. Together, our companies generate $1B+ in revenue and we employ over 2000 people across North America. We are backed by world-class investors and continue to pursue platform and add-on acquisitions at pace.
This position will report directly to the
CEO .
This is a contract position at $32/hr. Starts at 20 hours/week with potential to ramp to 40 after a successful evaluation period.
Who You Are
Type A, fast, precise, and proactive.
AI and modern tooling are non-negotiable for you.
You welcome feedback, think critically and solve problems before they surface.
What you get to do every day
Orchestrate priorities so the CEO’s time maps to the highest-leverage work.
Build simple, durable systems that keep calendars, communications, and commitments aligned.
Own internal and external coordination by maintaining a single source of truth with current notes, locked confirmations, and day-of plans that leave nothing to chance.
Surface decisions early, clear blockers, and drive follow-through across stakeholders.
Apply AI to draft, summarize, schedule, and automate workflows to increase speed and quality.
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.
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 an exercise 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.
Equal Employment Opportunity
The CSC family of brands 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.
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
hrbenefits@cscshared.com .
Employment details
Seniority level:
Not Applicable
Employment type:
Contract
Job function:
Administrative, Project Management, and Strategy/Planning
Industries:
Retail
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Job Details
Posted Date:
October 12, 2025
Job Type:
Location:
Canada
Company:
CSC Generation
Ready to Apply?
Don't miss this opportunity! Apply now and join our team.