Director, Commercial Finance & Operations

About Us

Diligent is the AI leader in governance risk and compliance (GRC) SaaS solutions helping more than 1 million users and 700000 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.

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Position Overview

Diligent is seeking a highly analytical and business-oriented Director of Commercial Finance & Operations to partner with the global Post-Sales organization (Customer Success Support Professional Services and Onboarding). This role will serve as a core financial partner driving planning forecasting investment evaluation and operational insights that improve Gross Dollar Retention (GDR) and overall post-sales efficiency.

You will collaborate closely with Post-Sales leaders FP&A and cross-functional partners to translate strategy into measurable financial and operational outcomes. This is a high-visibility high-impactrole reporting to the Senior Director of Post-Sales Finance & Operations.

Key Responsibilities:

Strategic & Operational Leadership

• SupportPost-Sales leadership to translate strategy into an executable operating model including capacity planning segmentation coverage design service model evolution process improvement and KPI frameworks aligned to long-term financial and GDR objectives.
• Provide analytical support to thePost-Sales leadership team on long-range operating model design (role mix digital/self-serve motions AI-enabled service models).
• Evolve the Post-Sales KPI framework (leading indicators performance guardrails operational diagnostics) and use it to drive disciplined data-backed decision-making.
• Standardize processes for investment intake business cases and ROI analysis across CS PS Support and Onboarding.
• Support the Post-Sales GDR improvement roadmap through financial modeling risk/opportunity identification and investment evaluation.

Planning Forecasting & Analytics

• Manage the monthly quarterly and annual planning processes setting credible data-driven targets and integrating them into the companys financial model for executive and board review.
• Deploy AI-enabled forecasting frameworks including automated variance explanations scenario modeling and early-warning risk detection.
• Evaluate the financial impact of proposed retention initiatives and investments; build models to assess scenario-based impact on GDR.
• Create and deliver clear executive-ready financial and operational analyses for the Post-sales leadership team CFO and broader leadership teams.

Systems Data & AI Enablement

• Partner with GTM Systems and Data teams to leverage tools such as Gainsight Snowflake Fullcast and Adaptive to drive automated insights churn analytics and scalable capacity planning..
• Direct the headcount and resource allocation strategy and planning for Post-Sales ensuring optimal deployment to maximize ROI and achieve long-range goals.

Stakeholder Leadership & Execution

• Deliver timely and accurate executive-level reporting and insights elevating transparency and accountability across Post-Sales.
• Build and maintain strong collaborative relationships across FP&A Accounting Sales Ops HR Legal and the broader Diligent leadership community.

Required Experience:

• 10 years of experience working in a senior financial and strategy & operations role in a complex organization preferably a SaaS / computer software company.
• Excellent analytical financial modeling/ MS Excel and communication skills; in-depth experience with financial analysis and a strong understanding of GTM metrics.
• Strong financial modeling experience and a willingness to dig into the details.
• Advanced skill level in ERP financial systems.
• Experience creating annual plans for a GTM organization from the ground up.
• Proven ability to establish strategic high-impact initiatives defining performance indicators and operational focus.
• Ability to influence through outstanding interpersonal skills and build collaborative relationships and consensus among multiple stakeholders with varying points of view.
• Ability to thrive in a fast-paced results-oriented collaborative environment.

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 programsto 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 towork onsite at least 50% of the time.We believe that in-person engagement helps drive innovation teamwork and a strong sense of community.

_{We are a drug free workplace. 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 also consider qualified applicants regardless of criminal histories consistent with legal requirements. See alsoDiligents EEO Policy and Know Your 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 .}

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