About the Role
The Director of Operations serves as a senior strategic partner to the CEO, responsible for driving organizational alignment, managing cross‑functional initiatives, and ensuring the executive’s priorities are executed effectively. The role blends strategy, operations, communication, and leadership, acting as both a force multiplier and a trusted advisor.

Core Responsibilities
Strategic Planning & Execution

Lead annual and quarterly strategic planning cycles, ensuring goals, KPIs, and priorities are clearly defined.

Translate executive vision into actionable roadmaps and cross‑functional initiatives.

Monitor organizational performance, identify risks, and recommend corrective actions.

Executive Advisory & Decision Support

Provide the CEO with data‑driven insights, briefing materials, and decision frameworks.

Prepare executive‑level presentations, board materials, and strategic memos.

Act as a sounding board for high‑impact decisions and confidential matters.

Cross‑Functional Leadership

Lead or oversee special projects, ensuring timelines and deliverables are met.

Resolve cross‑team bottlenecks and elevate issues proactively.

Internal & External Communications

Draft executive communications, speeches, and organizational updates.

Manage stakeholder relationships with partners, investors, and senior leaders.

Ensure consistent messaging across the organization.

Operational Excellence

Optimize internal processes,



meeting cadences, and executive workflows.

Oversee the rhythm of the business: leadership meetings, offsites, quarterly reviews.

Implement systems for tracking priorities, KPIs, and strategic initiatives.

People & Culture

Partner with HR on leadership development, organizational design, and hiring.

Support culture‑building initiatives and employee engagement programs.

Mentor emerging leaders and high‑potential talent.

Confidential & Sensitive Matters

Handle confidential information with discretion.

Manage crisis response, sensitive negotiations, and executive‑level conflict resolution.

Qualifications

Bachelor’s degree & master’s degree (MBA) is required.

7+ years of experience in strategy, consulting, operations, or leadership roles.

Experience working directly with senior executives.

Proven track record of leading cross‑functional initiatives.

Preferred Skills

Background in Startups, SaaS, or service‑based businesses .

Experience working in fractional or consulting roles.

Familiarity with tools like HubSpot, Asana, Notion, Salesforce, or BI platforms .

Pay range and compensation package

CAD $100,000 - $120,000 + 15% performance‑based bonus

Automatic eligibility to participate in the Company’s stock option plan after six (6) months of continuous employment.

This position is 5 days in Office in Mississauga, ON

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📌 Director of Operations - Business Operations & Strategy (Ontario)
🏢 BoomerangFX
📍 Ontario