Director, Deal Operations

Role

The Director of Deal Operations is a senior strategic leader responsible for optimizing the Deal Operations department across the full transaction lifecycle. The role focuses on workforce planning, process engineering, automation and AI-enabled improvements, performance measurement, and cross-functional collaboration to ensure scalable, compliant, and efficient transaction processing.

Key Responsibilities

• Workforce planning & resource optimization: demand forecasting, capacity planning, resource allocation, scheduling models, succession planning, and talent pipelines.
• Process optimization & operational excellence: map and redesign end-to-end workflows, lead continuous improvement initiatives, implement automation and AI-forward solutions, define SOPs, and ensure compliance.
• Strategic planning & change management: develop multi-year operational roadmaps, lead change adoption, and align operational capacity with market expansion.
• Data analytics & performance management: establish KPI frameworks, leverage analytics for forecasting and decision-making, build dashboards and reporting, and perform root cause analysis.
• Team development & culture building: hire and develop high-performing teams, provide coaching and mentorship, and foster continuous improvement culture.
• Cross-functional collaboration: liaise with Sales, Finance, Product, and Customer Success, resolve escalations related to transactions and commission payouts, and provide senior leadership updates.

Requirements

• Minimum 12 years of operations management experience with at least 7 years in a leadership role focused on process optimization, workforce planning, or transaction operations.
• Proven track record delivering measurable efficiency gains in high-volume transaction environments.
• Demonstrated experience in workforce planning (capacity modeling, demand forecasting, resource optimization).
• Expertise in process improvement methodologies (Lean, Six Sigma, Business Process Reengineering; certifications preferred).
• Advanced proficiency in data analysis tools (Excel, Google Sheets, cloud databases, vibe coding tools) and process management software.
• Demonstrated experience leveraging AI to optimize operational workflows.
• Strong analytical skills with ability to translate data into workforce and process strategies.
• Experience in change management and delivering complex projects on time and within scope.
• Ability to balance strategic thinking with hands-on execution in fast-paced environments.

Nice to Have

• Experience in real estate brokerage administration, pre-construction transactions, and commission structures.
• Familiarity with regulatory frameworks such as TRESA and FINTRAC.
• Background in regulated industries with complex compliance requirements.

AI & Ways of Working

• The team is AI-native: candidates are expected to use AI daily to automate repetitive work, think faster, and focus on high-impact tasks. AI is also used in parts of the hiring process; final decisions remain human-led.