Our client is building AI-native search and merchandising software for Shopify Plus brands. They help enterprise ecommerce merchants deliver smarter shopping experiences powered by AI.
We're looking for someone who wants to work side-by-side with a founder, learn every part of an early-stage SaaS business, and grow into a Chief of Staff or Operations leader.
This isn't an Executive Assistant role with nowhere to grow. It's a structured path from supporting the CEO to owning critical business operations.
What you'll do
Work alongside the CEO
You'll become an extension of the founder by participating in meetings, understanding how decisions are made, and ensuring execution happens afterward.
You'll:
Attend leadership and customer meetings
Prepare agendas, notes, and follow-ups
Manage the CEO's calendar, inbox, and priorities
Keep projects moving by coordinating across the team
Ensure important decisions translate into action
Own company operations
You'll gradually take ownership of operational work that currently sits with the founder.
Examples include:
Payroll and finance administration
Contracts and document management
Vendor coordination
Internal processes and documentation
Meeting cadence and operational follow-through
Handling confidential company information with discretion
What success looks like
During your first month
Learn the business, product, and customers
Shadow the CEO across meetings and operations
Take ownership of day-to-day executive support
Build context across every part of the company
By month three
You'll independently own:
Payroll and finance administration
Contracts and vendor management
Company operating cadence
Meeting preparation and follow-through
Cross-functional coordination
Rather than supporting these functions, you'll be responsible for ensuring they run smoothly.
As you grow
You'll take on broader operational ownership, represent the CEO when appropriate, and help build the systems that allow the company to grow.
This role is intentionally designed as a Chief of Staff track. Your responsibilities and title will evolve based on your impact.
We're looking for someone who
Has experience as a Founder's Associate, Chief of Staff, Operations Associate, Business Operations, or another founder-adjacent role
Has worked in a startup or SaaS environment
Enjoys solving ambiguous problems and creating structure
Is exceptionally organized and follows through on details
Communicates clearly, both verbally and in writing
Takes ownership without waiting for direction
Is comfortable handling highly confidential information
Wants to grow into an operational leadership role
Nice to have
Ecommerce or Shopify experience
Experience with payroll, contracts, or finance administration
Comfortable learning technical products and AI tools
This role may not be the right fit if
You prefer highly structured environments with clearly defined processes
You're looking for a traditional Executive Assistant position
You aren't interested in growing into an operations leadership role
You aren't comfortable handling sensitive or confidential information
You prefer focusing on a single function rather than wearing multiple hats
Founder's Associate (Chief of Staff Track) - 26070601 • Canada, CA
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