Chief of Staff

Helping careers take flight. Reshaping an industry. Enable your career to be Made on Duck Creek.   

WHO WE ARE:  

Duck Creek Technologies is the intelligent solutions provider defining the future of the property and casualty (P&C) and general insurance industry. We are the platform upon which modern insurance systems are built, enabling the industry to capitalize on the power of the cloud to run agile, intelligent, and evergreen operations. Our modern SaaS solutions help insurers set a new standard and revolutionize how consumers interact with insurance companies.   

Authenticity, purpose, and transparency are core to Duck Creek, and we believe insurance should be there for individuals and businesses when, where, and how they need it most. Our market-leading solutions are available on a standalone basis or as a full suite, and all are available via Duck Creek OnDemand. With more than 1,000 successful implementations to date, Duck Creek removes the IT burden for insurers so they can focus on the business of insurance.  

We have a flock of more than 1,800 employees across the globe and are proud to be a Flexible-First employer. We empower our employees with the choice to work from an office, from home, or on a hybrid schedule. Our flexible-first environment fosters productivity, inclusion, collaboration, and ensures a consistent employee experience regardless of location.  

If working in a fast-paced, rapidly evolving company that is transforming one of the world’s oldest and largest industries sounds exciting, let us know. We are excited you are considering Duck Creek as a future employer and hope you decide to join “The Flock”!  

To learn more about us, visit www.duckcreek.com and follow us on our social channels for the latest information – LinkedIn and Twitter. 

Title: Chief of Staff

WHAT YOU’LL DO:

The Chief of Staff is the CEO’s strategic right hand and operating partner, orchestrating the Office of the CEO and driving execution across Duck Creek’s AI-first transformation. This role establishes the operating cadence for the leadership team (weekly/quarterly business reviews, board/PE updates, OKRs), turns strategy into clear initiatives with accountable owners and timelines, and removes roadblocks to accelerate growth and operational discipline. The Chief of Staff partners closely with product, go-to-market, finance, and people leaders to prioritize the enterprise roadmap, steward cross-functional programs (including M&A integration and portfolio value-creation workstreams), and ensure crisp executive communications for employees, customers, investors, and board/PE partners. Success looks like tighter alignment to the CEO’s agenda, faster decision cycles, measurable outcomes on the company’s most critical bets, and a high-trust “multiplier” effect on the CEO’s time and impact.

• Partner with the CEO and executive leadership to translate corporate strategy into a dynamic Operating Model, defining key programs, milestones, and deliverables across the organization. 
• Oversee the enterprise initiatives portfolio: lead the intake process, set prioritization criteria tied to strategic value, align resource capacity to the highest-impact bets, and manage execution through to completion. 
• Act as leader of the Office of the CEO: coach, develop, and manage the team supporting cross-functional execution (e.g., strategic projects, M&A integrations, transformation programs), setting the standard for rigor, responsiveness, and results-orientation. 
• Define success criteria and KPIs for major programs cross-enterprise, ensure clarity of objectives, and drive accountability for outcomes. 
• Establish and govern the decision-making structures for strategic initiatives (steering committees, executive reviews, escalation paths), ensuring alignment with Duck Creek’s operational, financial, and reporting requirements. 
• Monitor program performance and executive dashboards: identify risks, dependencies, resource bottlenecks and push remediation, ensuring senior leadership has timely visibility into critical issues and opportunities. 
• Collaborate closely with leaders of Technology, Product, Go-to-Market, Customer Operations, Finance, and People functions to ensure that initiative deliverables meet business needs and that dependencies across functions are proactively managed. 
• Lead the adoption of standardized tools, templates, and systems (planning, tracking, reporting) within the Office of the CEO and broader organization to drive efficiency, transparency and continuous improvement. 
• Own the budget and resource plan for the Office of the CEO’s strategic execution functions, balancing cost control with investment in high-leverage programs. 
• Conduct structured post-program reviews: assess outcomes against objectives, capture lessons learned, and iterate the operating model to embed continuous improvement. 
• Serve as the executive escalation point for mission-critical initiatives: intervene and drive alignment, resolve cross-functional conflicts, remove blockers, and mitigate delivery risks. 
• Champion a culture of clarity, accountability, and collaboration across the enterprise: ensure that program teams know their roles, deliverables and timelines, and that communication flows effectively between the CEO’s Office, business units and the PE/Board stakeholders. 
• Develop and deliver high-impact executive narratives and strategic messaging—translating complex business priorities into visually polished, on-brand presentations and briefing materials for customer meetings, investor sessions, and large-scale conferences. 

WHAT YOU’VE DONE:

REQUIRED: 

• Bachelor’s degree in Business Administration, Management, Strategy, or a related field. 
• 10+ years of progressive experience in management consulting, corporate strategy, operations, or program leadership roles within the technology or SaaS industry. 
• Proven experience supporting or partnering directly with C-level executives (CEO, COO, or GM) to drive strategic initiatives, operating cadences, and cross-functional alignment. 
• Strong command of business operations, financial metrics, and value-creation levers in a growth-oriented, private-equity-backed environment. 
• Demonstrated ability to manage enterprise-level initiatives spanning product, go-to-market, finance, and people functions. 
• Exceptional communication, executive presence, and influencing skills — able to synthesize complexity into clear recommendations for senior leaders and the board. 
• Track record of building and leading high-performing teams and driving accountability through metrics, KPIs, and operational reviews. 

PREFERRED: 

• MBA or advanced degree in Business, Strategy, or Organizational Leadership. 
• Experience working within a global, matrixed SaaS or enterprise software organization. 
• Familiarity with private-equity operating models, portfolio governance frameworks, and value-creation playbooks. 
• Exposure to M&A integration, strategic transformation, or operating rhythm design in partnership with an executive team. 
• Certification or advanced training in project/program management (PMP, PgMP, or Agile/Scaled Agile frameworks). 
• Strong analytical and systems-thinking orientation, with comfort using modern tools for performance tracking, collaboration, and executive reporting. 

Knowledge, Skills, Abilities & Behaviors:  

• Deep understanding of corporate strategy, operating models, and enterprise program management within a high-growth, SaaS or technology environment. 
• Proven ability to drive alignment across executive teams — translating strategic vision into actionable initiatives with measurable outcomes. 
• Strong financial and business acumen; able to interpret P&L, budget forecasts, and investment priorities to inform decision-making and value creation. 
• Excellent analytical, problem-solving, and systems-thinking skills — comfortable navigating complex, ambiguous challenges and distilling insights into clear recommendations. 
• Executive-level communication and storytelling capabilities, including preparation of board materials, CEO updates, and investor/PE partner communications. 
• Exceptional stakeholder management and influencing skills, fostering collaboration and accountability across matrixed global teams. 
• Operational rigor with the ability to manage multiple priorities, balance short-term needs with long-term strategy, and sustain organizational focus on key outcomes. 
• Adept at designing and leading operating cadences (OKRs, QBRs, MBRs) that enhance transparency, accountability, and decision velocity. 
• Skilled in managing change and guiding teams through transformation — modeling resilience, adaptability, and calm under pressure. 
• Proficiency in modern collaboration, planning, and analytics tools (e.g., Smartsheet, Power BI, Asana, Jira, Monday.com, or similar). 
• Deep curiosity and growth mindset, with the ability to learn new business domains quickly and connect strategy to execution. 
• Demonstrated discretion, judgment, and trustworthiness in handling highly confidential information and executive-level discussions. 
• Ability to lead through influence rather than authority, creating alignment across diverse functions and personalities. 
• Strong cultural awareness and ability to operate effectively across global teams, reflecting Duck Creek’s values of integrity, inclusion, and innovation. 
• High energy, intellectual curiosity, and a passion for continuous improvement and operational excellence. 

Work Environment & Other Requirements:

• Travel: 0-30%    
• Work Authorization: Must be legally authorized to work in the country of the job location

Duck Creek Technologies supports a flexible-first work environment and has employees throughout the United States. Based on a fair and equitable compensation philosophy, we have five (5) United States pay markets based on regional validated survey market data. The expected salary range for this position is between $153,200 and $247,200 (Region 5 minimum – Region 3 P50). This position is also eligible for annual bonuses. The final compensation may vary due to the above listed factors and be determined based on experience and other factors permitted by law. 

We also offer a competitive benefits package that includes:

The application window will remain open until the position is filled or until a sufficient number of qualified candidates have been identified.

WHAT WE STAND FOR:  

Our global company celebrates & leverages the differences each employee brings to the table. Our success is a direct result of an inclusive culture where opportunities to learn from one another occur regardless of title, seniority, or background. This collaborative and team-oriented approach is at the core of how we operate and continuously improve our products, services, and systems.  As such, Duck Creek is committed to providing equal opportunity to all employees and applicants – to recruit, hire, train, and reward employees for their individual abilities, achievements, and experience without regard to race, color, gender, religion, sexual orientation, age, national origin, disability, marital, military, or any other protected status.  

We strive to be an example to the world of inclusion, diversity, and equity in all things – where employees are free to be their authentic selves in the workplace and in the communities in which we live. We believe in leading by example and are proud of the diversity of our team and our shared commitment to our Core Values: We Prioritize Respect; We Listen; We Care; We Add Value; and We Lead.

To learn more about our inclusive company culture, values, DE&I initiatives, and people, please visit: https://www.duckcreek.com/life-at-duck-creek/. 

Please let us know if you encounter accessibility barriers with our web content by sending an email to accessibility@duckcreek.com. 

Privacy Notice: By submitting your application, you acknowledge that Duck Creek Technologies may collect and process your personal data for recruitment purposes in accordance with our Privacy Notice and applicable data protection laws. 

Duck Creek Technologies does not accept, nor will we pay a fee for any hires resulting from unsolicited headhunter or agency resumes.  

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