Chief of Staff to the CEO & CTO

Toronto, Ontario

On-site

Full-time

No salary postedToday

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Employment type: Full-time · On-site
Posted: September 20, 2026
Province: Ontario (ON)

Hiring confidence: Sparse posting · 22/100

This posting is missing most of the signals we look for, or shows patterns common to listings that are not actively being filled. Check with the employer before applying. How this is scored

Job Overview

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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 Exe…

This role is based in Ontario. CSC-Generatio is hiring for this full-time position through Jobily, where you can check how well your resume matches the posting before you apply.

Market context

About this role in Ontario

Average salary for Chief of Staff to the CEO & CTO in Ontario

We do not have a salary benchmark for this title in Ontario yet. The posting does not state a salary either.

NOC code

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Typical qualifications for Canadian employers

Reports to CEO and CTO
Experience in holding company or multi-brand environments
Background in AI, technology, or digital transformation
Understanding of omnichannel retail operations
Executive-level support experience

Fit check

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What you'll do

Support CEO and CTO leadership and strategy
Facilitate communication between executive leadership and organization
Coordinate cross-functional initiatives across 13 brands
Manage strategic projects and priorities
Drive operational excellence and execution
Support implementation of Genesis operating platform
Oversee data fabric, automation engine, and shared services initiatives

What you'll need

Reports to CEO and CTO
Experience in holding company or multi-brand environments
Background in AI, technology, or digital transformation
Understanding of omnichannel retail operations
Executive-level support experience