Chief Of Staff - 19557

Toronto, QC | Permanent | ID19557
Chief of Staff-19557Location
Toronto, QC
Job Type
Permanent
Pay Rate
Competitive
Finance, Accounting & Payroll
Date Added
November 10, 2026
Job ID
19557
About the OpportunityOur client, a fast-growing consumer legal services company becoming an AI-native legal technology business, is looking for a Chief of Staff with 4+ years of experience to work as the COO’s right hand. The company has grown fivefold since its pivot six months ago, and its goal is to become Canada’s largest consumer law business. You will own growth and revenue initiatives from start to finish, and the role is a clear path to a General Manager seat with full P&L ownership.
Duties include but are not limited to:
Lead strategic, growth-focused projects with the COO from start to finish, such as pricing tests, add-ons and new service lines beyond immigration
Work with the Head of Sales to design and measure tests, track the right KPIs, and find and fix the biggest conversion leaks
Run the company’s operating rhythm: weekly scorecards and KPIs for every function, a goals dashboard every Monday, and an owner and fix for every off-track goal
Own financial visibility: a monthly P&L for each business unit, financial and headcount models, and board-ready KPI packs
Size markets, map competitors and pricing, then launch and measure the growth initiatives that come out of it
About YouThe successful candidate will have the following:
4+ years of experience, ideally including 1-2 years in investment banking or management consulting, or strategy and operations experience at a scaling tech company
At least one role at a tech company or high-growth startup where you built and ran things yourself (founder experience is a strong plus)
Strong analytical skills: you can build financial models, run tests and judge statistical significance, and turn messy data into clear recommendations
A track record of owning projects from start to finish, with commercial instinct and a clear sense of which levers move revenue and profitability
Clear writing for memos and decks, and the discretion to be trusted with confidential financial, compensation and people information
About the Job
Permanent, full-time position
Base salary: $160,000 to $180,000
Hybrid: about 3 days per week in office in Toronto, ON
LRO Staffing values fairness, confidentiality, and human judgment in every stage of our hiring process. We do not use automated or AI-driven screening tools to assess applications. Each submission is reviewed by an experienced recruiter to ensure a thoughtful and equitable evaluation of every candidate.
Thank you for your interest in this role. One of our Recruiters will be in touch with you if your profile meets the requirements for the role and the expectations of our clients. Please note that all candidates must be permitted to work in Canada to be considered for this opportunity.
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