Position Overview
You are a highly operational, execution-focused project leader who is passionate about technology and innovation. In this role, you will lead customer adoption and implementation projects for Diligent’s Governance, Risk and Compliance solutions, with a strong focus on driving successful delivery, maintaining operational consistency, and executing implementations in line with Diligent’s established Services Strategy methodology.
You bring a strong background in project management and SaaS delivery, along with a process-oriented mindset and a disciplined approach to execution. You are energized by delivering complex projects with consistency, maintaining high standards of project control, and ensuring teams follow repeatable implementation practices that support high-quality, scalable outcomes. You will partner closely with internal stakeholders to drive methodology adherence, maintain clear structured project documentation, and proactively identify and respond to delivery risk, project drift, and overall project health.
Key Responsibilities
Project Management & Delivery
- Lead customer implementation and adoption projects with a strong focus on operational excellence, execution discipline, and successful delivery outcomes.
- Proactively manage portfolio operations, accurate time and scope capture within project, project financials, team utilization, and time management.
- Mobilize the right team resources to ensure projects are delivered successfully, delays and overruns are minimized, and project budgets and delivery efficiencies are actively managed.
- Spearhead the development of business solutions that leverage the full suite of Diligent products to improve delivery efficiency, support customer outcomes, and reduce implementation risk.
- Own RAID management across assigned projects, maintaining clear logs of risks, assumptions, issues, and dependencies, driving mitigation plans, and escalating decisions early to keep delivery on track.
- Ensure consistent adherence to Diligent Services Strategy methodology, implementation standards, and delivery governance practices across all phases of the project lifecycle.
- Apply structured capture standards across customer meetings, workshops, requirements discussions, decisions, and action items so project knowledge is documented clearly, consistently, and in a reusable format.
- Demonstrate AI fluency in delivery artifacts by using approved tools to accelerate the creation of status updates, meeting summaries, requirements documentation, project plans, and other customer-facing or internal deliverables while maintaining quality and accuracy.
- Monitor project health diagnostics and proactively respond to delivery drift by identifying early warning signs across scope, timeline, budget, resourcing, and customer adoption, then driving corrective action plans.
- Own and execute on all project management tasks, including:
- Capturing high-quality business requirements
- Building and maintaining project plans, and adapting them to shifting priorities, demands, and timelines
- Coordinating customer enablement and training
- Communicating project status, risks, and progress to clients, stakeholders, and senior management
- Managing meetings, including scheduling, agenda development, and documentation of action items
- Lead change management activities to support customer adoption and project success.
- Identify opportunities to expand Diligent’s product footprint with existing and new customers.
- Maintain quality service by enforcing quality and customer service standards, analyzing and resolving issues, identifying trends, and recommending process, system, and product improvements.
- Provide coaching and mentoring to Senior Specialists and Specialists on project management, delivery excellence, and customer enablement.
- Develop and execute a professional growth plan to remain current and relevant to Diligent’s customer base.
Required Experience
- 5+ years of experience in project management, implementation delivery, or operations-focused roles, with strong business acumen and the ability to help customers achieve meaningful business outcomes.
- 5+ years of experience managing implementations of complex, large-scale technology solutions across industries.
- Demonstrated success in operational execution, delivery management, and driving projects through the full lifecycle with a high degree of ownership and accountability.
- Strong process orientation, with experience improving processes, standardizing delivery approaches, and creating scalable ways of working.
- Project management certification and/or formal project management training is preferred.
- Ability to independently lead and manage hands-on projects from initiation through completion.
- Proven track record of successful enterprise project delivery in dynamic and complex technical and/or regulatory environments.
- Experience in client management and identifying growth opportunities within customer accounts.
- Strong communication, presentation, workshop facilitation, persuasion, and stakeholder management skills.
- Ability to balance strategic thinking with operational detail and execution.
- Exceptional understanding of business processes and the ability to solve business problems through a combination of technology, process improvement, and change management.
- Strong drive, accountability, and determination to succeed in a fast-paced, growing team.
The posted salary range reflects the base salary for this role. In addition, this position is eligible for commission/variable compensation based on performance.
Pay Range
$100,000—$124,000 CAD
About Us
Diligent is the AI leader in governance, risk and compliance (GRC) SaaS solutions, helping more than 1 million users and 700,000 board members to clarify risk and elevate governance. The Diligent One Platform gives practitioners, the C-Suite and the board a consolidated view of their entire GRC practice so they can more effectively manage risk, build greater resilience and make better decisions, faster.
At Diligent, we're building the future with people who think boldly and move fast. Whether you're designing systems that leverage large language models or part of a team reimaging workflows with AI, you'll help us unlock entirely new ways of working and thinking. Curiosity is in our DNA, we look for individuals willing to ask the big questions and experiment fearlessly - those who embrace change not as a challenge, but as an opportunity. The future belongs to those who keep learning, and we are building it together. At Diligent, you’re not just building the future - you’re an agent of positive change, joining a global community on a mission to make an impact.
Learn more at diligent.com or follow us on LinkedIn and Facebook
What Diligent Offers You
- Creativity is ingrained in our culture. We are innovative collaborators by nature. We thrive in exploring how things can be differently both in our internal processes and to help our clients
- We care about our people. Diligent offers a flexible work environment, global days of service, comprehensive health benefits, meeting free days, generous time off policy and wellness programs to name a few
- We have teams all over the world. We may be headquartered in New York City, but we have office hubs in Washington D.C., Vancouver, London, Galway, Budapest, Munich, Bengaluru, Singapore, and Sydney.
- Diversity is important to us. Growing, maintaining and promoting a diverse team is a top priority for us. We foster and encourage diversity through our Employee Resource Groups and provide access to resources and education to support the education of our team, facilitate dialogue, and foster understanding.
Diligent created the modern governance movement. Our world-changing idea is to empower leaders with the technology, insights and connections they need to drive greater impact and accountability – to lead with purpose. Our employees are passionate, smart, and creative people who not only want to help build the software company of the future, but who want to make the world a more sustainable, equitable and better place.
Headquartered in New York, Diligent has offices in Washington D.C., London, Galway, Budapest, Vancouver, Bengaluru, Munich, Singapore and Sydney. To foster strong collaboration and connection, this role will follow a hybrid work model. If you are within a commuting distance to one of our Diligent office locations, you will be expected to work onsite at least 50% of the time. We believe that in-person engagement helps drive innovation, teamwork, and a strong sense of community.
Diligent is proud to be an equal opportunity employer. We do not discriminate based on race, color, religious creed, sex, national origin, ancestry, citizenship status, pregnancy, childbirth, physical disability, mental disability, age, military status, protected veteran status, marital status, registered domestic partner or civil union status, gender (including sex stereotyping and gender identity or expression), medical condition (including, but not limited to, cancer related or HIV/AIDS related), genetic information, or sexual orientation in accordance with applicable federal, state and local laws. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. See also Diligent's EEO Policy and US EEOC’s Know Your Rights. We are a drug free workplace.
We are committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability, you may contact us at recruitment@diligent.com.
To support a fair and consistent hiring process, we use AI and digital automated tools to assist our recruitment team in organizing candidate data, surfacing relevant applications, coordinating interview scheduling and summarizing interview notes. All final screening, evaluation, and hiring decisions are made by humans on our team. To learn more about how we collect, protect, and process your information, please review our
Candidate Privacy Policy.
At Diligent, we recognize the value of a diverse global workforce. Visa sponsorship may be available for select positions based on business needs and specific role requirements. Sponsorship decisions are evaluated on a case-by-case basis, and eligibility should not be assumed for all opportunities.
Recruitment agencies: Diligent does not accept unsolicited agency resumes. Please do not forward resumes to our jobs alias, Diligent employees or any other organization location. Diligent is not responsible for any fees related to unsolicited resumes
