Overview
Director of Operations Jobs in Toronto, Ontario, Canada at Liberty Horizons
Title: Director of Operations
Company: Liberty Horizons
Location: Toronto, Ontario, Canada
Company: Liberty Horizons
Supervisor Title: Managing Partner
Commitment: Full-Time, In-Person
Compensation: $140,000 – $170,000
How to Apply
To apply for the Director of Operations position at Liberty Horizons, please click the "Apply" button on LinkedIn. You will be redirected to our website, where you can complete the required Google Form to submit your application.
Company Summary
Liberty Horizons is a Toronto-based accounting and venture consulting firm that supports founder-led startups and small businesses. We specialize in fractional CFO services, bookkeeping, payroll, AR/AP, and strategic finance. Our team builds and runs lean, effective finance operations that help businesses scale. As a small, fast-growing firm, we offer a hands-on environment to learn, grow, and make an impact alongside experienced leaders and ambitious clients.
Role Description:
We are seeking a Director of Operations to work directly with the Founder and senior leadership to drive execution, alignment, and accountability across the organization.
This role exists to ensure that priorities are translated into action, projects are completed on time, and nothing falls through the cracks.
You will act as the Founder’s right hand, bringing structure to ambiguity, discipline to execution, and clarity to cross-functional work.
You will have authority to drive execution across teams and hold individuals accountable to outcomes.
This is a high-leverage operator role, not an administrative one. We’re looking for someone who thinks in systems, moves quickly, and holds a high bar for performance.
You will help architect two firms, work directly with the founder, have real authority, and build something with a small group of obsessive operators who care deeply about standards.
Your Mission
Turn strategy into execution.
Ensure that:
- The right priorities are being worked on
- The right people are accountable
- The right outcomes are delivered
Core Responsibilities
Strategic Execution & Project Leadership
- Translate founder priorities into clear execution plans
- Lead and manage cross-functional initiatives from start to finish
- Build structured workback schedules and ensure adherence
- Identify risks, bottlenecks, and misalignment early
- Ensure key initiatives are delivered on time and at a high standard
Organizational Alignment & Accountability
- Implement and run a weekly operating cadence across teams
- Track all major initiatives, deliverables, and ownership
- Enforce single-threaded ownership across projects
- Hold team members accountable to deadlines and outcomes
- Ensure clarity on “who owns what” at all times
Founder Extension & Decision Support
- Act as an extension of the Founder in meetings and internal discussions
- Represent priorities and ensure follow-through when the Founder is not present
- Prepare briefings, summaries, and decision frameworks
- Help prioritize time, focus, and resource allocation
- Provide honest feedback and challenge thinking when needed
Systems, Process & Operational Discipline
- Design and implement systems that improve execution quality
- Build and maintain dashboards for visibility across clients and projects
- Identify inefficiencies and drive continuous improvement
- Standardize workflows, reporting, and communication structures
- Ensure the organization operates like a tight ship
Cross-Functional Coordination
- Work across delivery, sales, marketing, and finance teams
- Ensure teams are aligned on priorities and timelines
- Remove blockers and drive decisions forward
- Facilitate communication between leadership and execution teams
AI Implementation & Innovation
- Lead the development and execution of the company’s AI adoption strategy
- Identify high impact opportunities to integrate AI across all business verticals
- Drive implementation of AI tools and workflows to improve efficiency, decision-making, and scalability
- Partner with leadership to ensure AI initiatives align with overall business objectives and growth strategy
- Stay at the forefront of emerging AI capabilities and continuously optimize internal systems and processes
Who This Role Is For
You Are:
- A high-agency operator who takes ownership without being asked
- Extremely organized and detail-oriented
- Comfortable in fast-moving, ambiguous environments
- Able to think strategically while executing tactically
- Direct, honest, and not afraid to challenge leaders
- Motivated by building systems, not just completing tasks
- This role is not for someone who wants to manage tasks. It’s for someone who wants to run the engine behind a growing company.
- You must be comfortable working at a high pace with direct feedback and minimal structure.
Qualifications
- 5–10 years experience in operations, consulting, startups, or similar environments
- Proven experience managing complex projects across teams
- Strong ability to prioritize and execute under pressure
- Excellent written and verbal communication skills
- Strong systems thinking and problem-solving ability
- Experience working closely with founders or senior leadership preferred
What Success Looks Like
- Nothing important slips
- Deadlines are consistently met
- Team accountability increases significantly
- Founder time is freed from operational coordination
- Cross-functional execution becomes smooth and predictable
- The organization runs with clarity, discipline, and momentum
This role is the difference between:
- A company that moves fast but breaks things
- And a company that moves fast and executes consistently at a high level
You will have a direct impact on how the company operates, scales, and performs.
Perks & Path
- Competitive base salary with performance-based bonuses tied to execution and company outcomes
- Health and dental benefits
- Professional development allowance
- Clear path to senior leadership role as the company scales
- Direct mentorship from the Managing Partner and leadership team
