Sr Dir Dig Enblmt Portfo Mgmt

Optimum; New York (NY); On-site; USD 161,000 - 230,000; Full time

Job summary

Optimum is seeking a Senior Director of Systems & Tools Portfolio Management to lead the modernization of frontline tools and processes. You will influence strategic investments and work with Finance, CPTO, and business stakeholders to drive value across the enterprise.

You will oversee complex technology transformations at scale, manage governance, and ensure delivery against budget and timeline while focusing on customer and employee experiences during tool transitions.

Qualifications

• Bachelor's degree in Business, IT, or related field.
• 10+ years leading technology strategy, programs or transformation.
• Experience partnering with product/tech leadership and Finance on investments.
• Proven track record delivering cross-functional technology initiatives.

Responsibilities

• Develop and maintain frontline tool strategy aligned with enterprise priorities and budget.
• Aggregate business cases with Finance for cost/benefit modeling.
• Track benefits and savings against targets as initiatives deploy.
• Lead cross-functional planning for modernization of frontline tools and processes.
• Oversee end-to-end execution including scope, timeline, budget, and risk.
• Establish go/no-go criteria and governance for pilots and deployments.
• Set governance cadences and reporting across teams to track progress.
• Coordinate with Operations, Communications, and HR to support tool transitions and training.
• Champion people-first tech rollouts focusing on frontend user and customer experience.
• Monitor adoption and performance post-launch for continuous improvement.

Skills

Executive communication

Financial acumen

Cross-functional leadership

Strategic planning

Program management

Stakeholder management

Education

Bachelor's degree in Business/IT or related field

Master's degree or MBA

Job description

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Location:

Long Island City, NY, US, 11101

Brand: Optimum

Requisition #: 12808

Are you looking to Optimize your life? Start your exciting path to a rewarding career today!

We are Optimum, a leader in the fast-paced world of connectivity, and we're seeking driven and enthusiastic professionals to join our team, empower lives, fuel businesses, and drive innovation. Connectivity is no longer a luxury, but a necessity. A career at Optimum means you'll be enabling progress and enhancing lives by providing reliable, high-speed connectivity solutions that keep the world connected. Our successes, now and in the future, are powered by our amazing product, a commitment to our people and culture, and the connections we make in our communities.

If you are resourceful, collaborative, and passionate about delivering consistent excellence, Optimum is for you!

Job Summary

The Senior Director of Systems & Tools Portfolio Management is a strategic leadership role responsible for supporting the planning and execution of the company's key technology investments to modernize our frontline tools and processes. This role will serve as part of our enterprise-wide strategic planning and program lifecycle team at Optimum, reporting directly to the VP of Finance Strategy and Integration.

This role will help oversee the Systems & Tools portfolio in partnership with Finance, CPTO (IT), and key business stakeholders, and will lead implementation of priority technology initiatives including the migration of the company to a new billing platform as well as the consolidation and optimization of Optimum’s frontline tools. This position requires deep experience leading complex, cross-functional technology transformations at scale.

Responsibilities

• Partner with CPTO, Finance, and key Business Stakeholders to develop and maintain the frontline tool strategy, ensuring alignment with enterprise priorities and budget.
• Support aggregation of business cases across IT and Operations, partnering with Finance on cost/benefit modeling.
• Track and report on expected vs. realized benefits and savings against defined targets as initiatives are deployed.
• Lead the cross-functional planning and execution of strategic technology investments aimed at modernizing frontline tools and processes.
• Oversee the end-to-end execution of initiatives, including scope, timeline, resourcing, budget, and risk management.
• Ensure thorough end-to-end testing plans across both technology and business teams along with stand-up of go/no-go criteria and checkpoints for any pilot expansion and full deployment.
• Establish governance cadences, including steering committees and working team status reviews, to track progress, surface risks, and drive timely decisions.
• Partner with Operations, Communications, and HR teams to ensure frontline employees are supported through tool transitions, including training, communication, and feedback loops.
• Champion a people-first approach to technology rollouts, ensuring the frontline user experience as well as the customer experience is a central input to design and sequencing decisions.
• Monitor adoption and performance metrics post-launch, driving continuous improvement of new platforms and processes.

4. Cross-Functional Alignment & Executive Reporting

• Serve as the central point of coordination across Technology, Operations, Finance, Communications, and HR to ensure on-time, on-budget delivery.
• Develop and maintain executive-ready reporting on technology initiative status, including roadmap progress, spend versus budget, risks, and key decisions required.
• Facilitate senior leadership discussions on prioritization, trade-offs, and resourcing across the technology investment portfolio as-needed.

5. Governance & Continuous Improvement

• Establish and continuously refine governance practices for technology initiatives including planning frameworks, execution/deployment status monitoring, and post-implementation reviews.
• Partner with the CPTO PMO and broader enterprise program team to align technology initiative governance with overall portfolio management best practices.
• Work with the team to continue to standardize and optimize governance practices including project playbooks, timelines, RACI structures, and communication templates to ensure consistent and repeatable execution across projects.

Qualifications

Required

• Bachelor's degree in Business, Information Technology, or a related field.
• 10+ years of experience in technology strategy, program management, or business/IT transformation, including significant experience leading large-scale platform implementations.
• Demonstrated experience partnering with product/technology leadership and Finance on technology investment planning and prioritization.
• Proven track record leading complex, cross-functional technology initiatives (e.g., platform migrations, new system rollouts) from planning through adoption.
• Strong executive communication skills, with the ability to translate technical strategy into clear, actionable narratives for senior leadership.
• Strong analytical and financial acumen, including experience building business cases and tracking ROI on technology investments.
• Comfortable operating in highly cross-functional environments spanning technology, operations, customer support, and finance.

Preferred

• Master's degree or MBA.
• Experience with customer support and/or billing systems and operations, including platform migrations or consolidations.
• Experience in telecommunications, cable, or a related consumer services industry.
• PMP or equivalent program management certification.
• Background in change management or organizational effectiveness.

At Optimum, every action and interaction we take part in, is driven by our three Guiding Principles: Do What's Right, Drive One Optimum, and Make It Happen. These aren't just words, they help us build trust, create real community, and embrace new ways of thinking. Our employees are empowered to do the right thing for our customers and co-workers and to recognize and reward these behaviors when we see them. It's all part of the bigger picture of "Be The Difference" where each employee knows they have the power to enact real change, share new ideas, and understand that learning never stops.

If you have the drive to succeed and are ready to embark on a thrilling career, seize this opportunity today, and join our winning team. Together, we'll shape the future of connectivity.

All job descriptions and required skills, qualifications and responsibilities for a particular position are subject to modification by the Company from time to time, in the Company’s discretion based on business necessity.

We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, creed, national origin, religion, age, disability, sex, sexual orientation, gender identity or protected veteran status, or any other basis protected by applicable federal, state, or local law. The Company provides reasonable accommodations upon request in accordance with applicable requirements.

Optimum collects personal information about its applicants for employment that may include personal identifiers, professional or employment related information, photos, education information and/or protected classifications under federal and state law. This information is collected for employment purposes, including identification, work authorization, FCRA-compliant background screening, human resource administration and compliance with federal, state, and local law.

Applicants for employment with the Company will never be asked to provide money (even if reimbursable) as part of the job application or hiring process. Please review our Fraud FAQ for further details.

Pay is competitive and based on a number of job-related factors, including skills and experience. The starting pay rate/range at time of hire for this position in the posted location is $161,186.00-$230,265.00/ year. The rate/range provided herein is the anticipated pay at the time of hire, and does not reflect future job opportunity.

Nearest Major Market: Brooklyn
Nearest Secondary Market: New York City