Priceline · 5 hours ago
Senior Delivery Operations & Enablement Director
Norwalk, CT
Full-time
Hybrid
Director/Executive
$200K/yr - $250K/yr
10+ years expPriceline is a leading online travel company that focuses on creating innovative solutions to enhance customer experiences. They are seeking a Senior Delivery Operations & Enablement Director to optimize their technology and product delivery operating model, driving excellence and scalability across portfolios. This role involves defining frameworks, establishing practices, and enhancing developer experience to improve delivery performance across the organization.
CollaborationE-CommerceLeisureMobileTicketingTransportationTravel
Responsibilities
Define, evolve, and institutionalize the enterprise delivery operating model, integrating Agile, Lean Portfolio Management, and DevOps principles to create scalable, efficient execution patterns
Serve as the center of excellence for delivery methodologies, partnering with engineering, product, and portfolio leaders to ensure consistent application and maturity
Develop frameworks and toolkits to standardize portfolio governance, delivery planning, and measurement across teams
Partner with Developer Experience and Platform teams to define developer productivity and experience metrics aligned with industry benchmarks (e.g., DORA, SPACE frameworks)
Drive continuous learning and maturity improvement through onboarding, playbooks, and targeted enablement programs
Define and operationalize delivery health and performance metrics (velocity, quality, predictability, capacity utilization, developer experience)
Lead the design and rollout of dashboards and reporting systems that transform delivery data into executive and operational insights
Partner with Finance and Product to connect delivery performance to business outcomes—improving investment transparency and ROI tracking
Conduct developer experience research and benchmarking to identify systemic friction points and prioritize improvement investments
Own the roadmap and governance for delivery tooling ecosystems (e.g., JIRA, ADO, Confluence, analytics platforms)
Drive tooling standardization and adoption, ensuring consistent workflows, data hygiene, and automation across portfolios
Partner with enterprise architecture and platform engineering to align tooling investments with productivity and operating model goals
Operate as a trusted advisor to Technology and Product leadership, bringing data-driven insights and pragmatic recommendations
Lead change management efforts that drive adoption of new practices, tools, and performance systems across the organization
Foster a culture of transparency, accountability, and continuous improvement
Communicate insights and recommendations effectively to executives and portfolio leaders, connecting delivery performance to strategic business impact
Qualification
Required
10+ years of experience in technology delivery, engineering operations, or large-scale product development
Proven experience designing and optimizing delivery operating models in scaled tech or digital organizations
Deep expertise in Agile, Lean Portfolio Management, and DevOps frameworks, with practical experience applying them across multi-team environments
Strong proficiency with delivery and productivity analytics tools (e.g., JIRA, ADO, Power BI/Tableau, developer productivity telemetry)
Demonstrated ability to translate operational data into business insights and drive executive decision-making
Experience developing and implementing training, enablement, and maturity uplift programs for technical organizations
Excellent communication, facilitation, and influencing skills—comfortable engaging at all levels, from engineers to C-suite
Strategic mindset with strong operational rigor—able to move fluidly between conceptual design and execution
Illustrated history of living the values vital to Priceline: Customer, Innovation, Team, Accountability and Trust
Unquestionable integrity and ethics is essential
Preferred
Experience standing up a delivery center of excellence in a scaled tech enterprise
Familiarity with engineering productivity frameworks (e.g., SPACE, DORA) and modern developer platforms
Proven success operationalizing cross-functional delivery measurement—bridging product, engineering, and finance
Background in consulting, technology strategy, or transformation leadership is a plus
Company
Priceline
Priceline is a travel-related deal search technology that enables travelers to find travel and lodging deals and discounts. It is a sub-organization of Booking Holdings.
1001-5000 employees
H1B Sponsorship
Priceline has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (15)
2024 (24)
2023 (19)
2022 (32)
2021 (42)
2020 (32)
Funding
Current Stage
Public CompanyTotal Funding
$77.34M1999-03-30IPO
1998-12-01Series B· $55.35M
1998-07-31Series A· $20M
Leadership Team
Brett Keller
CEO
Brigit Zimmerman
Chief Commercial Officer (CCO)
Recent News
2025-12-30
2025-11-27
Company data provided by crunchbase