About The Position

The market for insurance and financial solutions is evolving rapidly, driven by changing customer expectations, economic conditions, and an increasingly competitive landscape. This environment creates both tailwinds that New York Life can capitalize on to drive growth and headwinds that we must actively address to enhance resiliency. As a result, our go-to-market approach continues to evolve. Last year, we took a significant step forward by adopting a value stream operating model. Our vision is to be a leading provider of human-led, holistic guidance to affluent and middle markets—enabled by seamless, differentiated experiences across solutions and channels that distinguish us within the financial services industry. With visibility into their full financial picture, a tailored holistic plan, and the expertise of a New York Life agent, clients and prospects will clearly understand the solutions they need to both protect and prosper. They will be able to seamlessly apply for multiple solutions and manage their accounts across our full suite of offerings through their preferred channels. We are investing in experience enhancements across clients, agents, advisors, field managers, and service professionals to ensure we are easy to do business with and remain the preferred destination for both agents and clients. Role Summary We are seeking a Technology Delivery Lead to join the Service Experience Value Stream. This role is responsible for developing and executing a multi-year roadmap that drives shared business and technology outcomes. You will partner with analysts, architects, and engineers to design, build, test, and enhance modern technology solutions that deliver exceptional stakeholder experiences and support strategic business opportunities. This role has accountability across multiple technology ecosystems, including enhancing capabilities, streamlining delivery, modernizing underlying technology stacks, establishing architectural direction, ensuring financial discipline, and driving innovation through emerging technologies and processes.

Requirements

  • 10+ years of experience delivering enterprise-level IT solutions, including stakeholder management.
  • 10+ years of experience managing multiple technical workstreams in close partnership with Business Leads and Product Managers.
  • 10+ years of experience working within the SAFe Agile framework, including estimation, scheduling, financial planning, and budgeting.
  • Strong experience in workforce planning, resource management, and vendor/consultant oversight.
  • Proven success in talent development, including hiring, coaching, mentoring, and performance feedback.
  • Demonstrated ability to build and sustain strong cross-functional relationships.
  • Experience delivering engaging and efficient digital experiences across web and mobile platforms.

Nice To Haves

  • Certifications in delivery methodologies (e.g., SAFe / Scaled Agile) are a plus.
  • Ability to independently analyze and resolve complex issues using sound judgment and experience.
  • Strong leadership skills with experience collaborating across Value Streams, Business Areas, Corporate Functions, and Centers of Enablement.
  • Excellent verbal and written communication skills, including the ability to present to senior leadership and translate complex concepts for technical and non-technical audiences.
  • Proactive expectation management and stakeholder engagement.
  • Proven ability to lead Agile teams advancing enterprise value stream roadmaps.
  • Demonstrated success influencing process adoption and continuous improvement across complex organizations.
  • Strong collaboration and team-building capabilities.
  • Knowledge of modern technology ecosystems, including SaaS, IaaS, PaaS, SOA, APIs, microservices, mobile application development, content management systems, SSO, cybersecurity, and application security tools.
  • Knowledge of AI frameworks and technologies, including AI/ML, Generative AI, and Agentic architectures.
  • Understanding of business, operating, and financial models, including cost-benefit analysis, budgeting, and risk management.
  • Familiarity with SDLC, Agile and Lean methodologies, IT services, infrastructure and operations, enterprise architecture (EA), and ITIL frameworks.
  • Strong analytical, planning, organizational, and consulting skills.
  • Ability to quickly learn and adapt to new business domains and technologies.

Responsibilities

  • Develop and maintain a delivery roadmap aligned to Service Experience Value Stream objectives, optimizing sequencing while ensuring successful execution.
  • Partner with planning leads, RTEs, Development Leads, Solution Leads, and other stakeholders to ensure initiative transparency and alignment.
  • Deliver on team commitments with clear visibility into progress, risks, challenges, and blockers.
  • Guide teams through complex initiatives, identifying and resolving cross-dependencies.
  • Collaborate across organizational levels to align business goals, strategies, capabilities, and processes.
  • Facilitate strong Business–Technology alignment through a consultative and collaborative approach.
  • Drive cross-team communication to enhance transparency, issue identification, and resolution.
  • Identify organizational requirements related to resources, structure, and cultural shifts necessary to enable delivery success.
  • Partner with Value Stream Architects to develop gap analyses and IT investment roadmaps reflecting current-state technology and future-state capabilities.
  • Stay current on emerging technologies and trends, serving as a thought leader in the Digital Experience space.
  • Coach and develop team members, fostering a highly engaged workforce with strong technical expertise and business acumen.
  • Champion a customer-centric, connected experience that enhances end-user productivity.

Benefits

  • We provide a full package of benefits for employees – and have unique offerings for a modern workforce, including leave programs, adoption assistance, and student loan repayment programs.
  • Based on feedback from our employees, we continue to refine and add benefits to our offering, so that you can flourish both inside and outside of work.
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