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Datasite

Senior Manager, Strategic Project Management

Toronto, ON, Canada

$117,500.00 - $206,700.00 · Full-time

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Job details

Pay: $117,500.00 - $206,700.00
Job type: Full-time
Apply by: Dec 4, 2026
Experience: 5–10 years of progressive experience leading complex, cross-functional projects or programs, ideally in a software, SaaS, or technology environment.
Posting language: English
Posted: Nov 4, 2026

Original job description

About Us

Datasite is the essential infrastructure for M&A. Also comprising Grata, Blueflame AI, and Sherpany, we help dealbreakers find opportunities, manage transactions, and make key decisions.

Whatever your talents, you can find a place for them here. Get involved in some of the biggest business ventures today. Work with other gifted people around the world. Follow your ambitions, or discover a whole new path.

Can you help us simplify the complex, create great experiences, and deliver better outcomes? Then let's talk.

Job Description

The Senior Manager of Strategic Project Management leads Datasite's highest-priority cross-functional initiatives from definition through delivery, including go-to-market readiness, acquisition integration, and business systems implementations. This leader brings structure, speed, and accountability to complex, ambiguous work, and uses AI-enabled tools and practices to plan, execute, and communicate more effectively. They partner with executives and functional leaders to turn strategy into measurable outcomes.

Duties And Responsibilities

Program and Project Leadership

Own end-to-end delivery of multiple concurrent strategic initiatives, from business case and scoping through planning, execution, launch, and post-implementation review.
Lead go-to-market readiness efforts, such as new product and offering launches, pricing and packaging changes, and market expansion, coordinating Product, Sales, Marketing, Customer Success, Finance, Legal, and Operations.
Lead acquisition integration programs, including Day 1 readiness, integration planning, synergy tracking, and the systems, process, people, and customer workstreams needed to deliver the deal thesis.
Lead business systems implementations and transformations (e.g., CRM, ERP, finance, HR, and data platforms), including requirements alignment, vendor management, change management, and adoption.

Planning, Governance, and Execution

Define project charters, scope, success metrics, milestones, resourcing, and budgets; establish clear ownership and decision rights across teams.
Build and run program governance, including steering committees, cadences, RAID (risks, assumptions, issues, dependencies) management, and escalation paths.
Proactively identify risks, interdependencies, and resource conflicts; drive resolution and make trade-off recommendations to leadership.
Track and report progress, spend, and benefits realization; ensure initiatives deliver their intended business outcomes, not just on-time completion.

Stakeholder Management and Communication

Serve as a trusted partner to executives and functional leaders, providing clear, concise, and timely status, insight, and recommendations.
Influence and align stakeholders without direct authority; build momentum and resolve conflict across teams with competing priorities.
Lead change management and communications so that affected employees, customers, and partners understand and adopt new ways of working.

AI-Enabled Ways of Working and Continuous Improvement

Apply AI tools and automation to accelerate project planning, status reporting, documentation, analysis, and knowledge capture, and share effective practices across the team.
Evaluate and help implement AI-enabled capabilities and workflows within the initiatives they lead.
Build and continuously improve repeatable playbooks, templates, and frameworks for strategic project delivery, integration, and launch readiness.
Mentor and guide project leads and cross-functional team members on project management best practices.

Qualifications

The ideal candidate is a proven, hands-on project and program leader who thrives in ambiguity, moves quickly, and delivers results through others. They combine strong structure and discipline with the curiosity to use AI to work smarter.

Education

Bachelor's degree in Business, Operations, Engineering, Information Systems, or a related field, or equivalent practical experience. MBA or advanced degree preferred. PMP, PgMP, Agile/Scrum, or Prince2 certification preferred.

Experience

Required

5–10 years of progressive experience leading complex, cross-functional projects or programs, ideally in a software, SaaS, or technology environment.
Demonstrated success delivering at least two of the following: go-to-market launches, M&A integrations, or enterprise business systems implementations.
Track record of managing multiple initiatives at once with significant budgets, executive visibility, and many stakeholders.
Strong command of project and program management methodologies (waterfall, agile, and hybrid) and tools, along with strong financial, analytical, and business acumen.
Excellent written, verbal, and executive-level presentation skills, with the ability to distill complexity into clear recommendations.
Hands-on experience using AI tools to improve productivity and project outcomes, and a clear point of view on where AI adds value in project delivery.

Preferred

Experience in M&A, financial technology, or B2B SaaS environments.
Experience leading change management and organizational adoption efforts.
Experience working with global, distributed teams.

Key Skills And Competencies

Strategic project and program management, with the ability to connect execution to business strategy and outcomes.
Cross-functional leadership and influence without authority.
Risk management, problem solving, and sound judgment under pressure.
Data-driven decision making and fluency with business metrics, budgets, and reporting.
AI fluency and openness to new tools, automation, and ways of working.

Key Attitudinal Characteristics

Driver: Takes ownership, sets a high pace, and relentlessly moves work to completion.
Self-starter: Operates independently, brings structure to ambiguity, and does not wait to be told what to do.
Highly collaborative: Builds trust across teams, shares credit, and works as a partner rather than an overseer.
Highly communicative: Keeps stakeholders informed, communicates early and candidly, and adapts style to the audience.
Adaptable and resilient: Stays calm under pressure and adjusts quickly as priorities shift.
Curious and continuously improving: Embraces AI and innovation, and actively looks for better ways to work.

The base salary range represents the estimated low and high end for this position based on a good faith assessment of the role and market data at the time of posting. Consistent with applicable law, each candidate’s compensation offer may vary and will be determined based on but not limited to, your geographic region, skills, qualifications, and experience along with the requirements of the position. This position may be eligible for bonuses, commissions, or overtime if applicable. Benefits include health insurance (medical, dental, vision), a retirement savings plan, paid time off, and other employee benefits. Specific details will be provided during the interview process. Datasite reserves the right to modify this pay range at any time.

$117,500.00 - $206,700.00

Our company is committed to fostering a diverse and inclusive workforce where all individuals are respected and valued. We are an equal opportunity employer and make all employment decisions without regard to race, color, religion, sex, gender identity, sexual orientation, age, national origin, disability, protected veteran status, or any other protected characteristic. We encourage applications from candidates of all backgrounds and are dedicated to building teams that reflect the diversity of our communities.

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More about this job

Responsibilities

Lead multiple high-priority cross-functional initiatives from scoping and planning through launch and post-implementation review, including go-to-market launches, acquisition integrations, and business systems transformations. Establish governance and accountability, manage risks and stakeholders, drive adoption, and use AI-enabled tools to improve delivery and outcomes.

Requirements

Requires 5–10 years of progressive experience leading complex cross-functional projects or programs, with demonstrated success in at least two of go-to-market launches, M&A integrations, or enterprise systems implementations. A bachelor's degree or equivalent practical experience is required; an MBA or other advanced degree and project management certifications are preferred, along with strong communication, analytical, change management, and AI-tool experience.

Skills

Strategic Project Management
Program Management
Cross-Functional Leadership
Go-to-Market Readiness
M&A Integration
Project Governance
Risk Management
Change Management
Stakeholder Management
AI Fluency
Financial Analysis
Data-Driven Decision Making
Executive Communication
Agile Project Management
Vendor Management

Benefits

Health Insurance
Medical Insurance
Dental Insurance
Vision Insurance
Retirement Savings Plan
Paid Time Off

Visa sponsorship

Not detected in the job text

Keywords

Strategic Project Management
Program Management
Go-to-Market Readiness
M&A Integration
Day 1 Readiness
Synergy Tracking
CRM
ERP
Finance Systems
HR Systems
Data Platforms
Vendor Management
Change Management
AI Tools
Automation
Project Governance
Steering Committees
RAID Management
Risk Management
Benefits Realization
Waterfall
Agile
Hybrid Methodologies
PMP
PgMP
Scrum
PRINCE2
B2B SaaS
Financial Technology

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