Senior Manager, Portfolio Strategy & Business Cycle Execution

Oscar Health•Tempe, AZ

3d•$134,136 - $176,053•Hybrid

About The Position

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family. The Senior Manager, Portfolio Strategy & Business Cycle Execution drives the end-to-end orchestration of portfolio strategy within the enterprise business cycle for multiple markets. You'll ensure that you define, sequence, and finalize strategic decisions on time, enabling successful annual regulatory filings and downstream operational execution (e.g., OE and 1/1 readiness). You will serve as the central integrator between strategy and execution, providing visibility, structure, and governance across portfolio planning, decision-making, and cross-functional dependencies.

Requirements

6+ years of experience in program management, portfolio management, or strategy operations, preferably in a complex, cross-functional environment
Experience managing large-scale, interdependent initiatives tied to critical timelines (e.g., regulatory, product launches, or enterprise transformations)
Strong experience in governance, roadmap planning, and executive-level communication
Demonstrated ability to drive decision-making and influence senior stakeholders
Experience with dependency management across Product, Technology, Operations, and Compliance
Strong analytical and problem-solving skills with the ability to translate strategy into execution
Strategic Orchestration – Connects strategy to execution across a complex portfolio
Decision Discipline – Drives clarity, accountability, and timeliness in decision-making
Systems Thinking – Understands upstream/downstream impacts and interdependencies
Execution Rigor – Brings structure, governance, and predictability to delivery
Influence & Communication – Effectively engages stakeholders at all levels

Nice To Haves

Experience working within a rapidly scaling organization
BA/BS Degree
Masters in Business Administration or healthcare related field(s) preferred

Responsibilities

Own the portfolio strategy intake and intake governance process, capturing, vetting, and aligning all initiatives to enterprise priorities.
Maintain the single source of truth for portfolio strategy, including initiative scope, status, and ownership
Lead portfolio planning and prioritization in partnership with local markets and cross-functional business partners, balancing enterprise goals, regulatory requirements, and capacity constraints
Develop and manage the portfolio roadmap, ensuring alignment to filing timelines and broader enterprise milestones
Establish and manage the decision calendar, ensuring you sequence and complete all critical strategy decisions on time.
Drive on-time decision-making by partnering with leadership and escalating risks to timelines or clarity
Ensure alignment of all strategy decisions to regulatory filing timelines, enterprise planning cycles, and downstream execution milestones
Embed governance through stage gates and leadership forums to close decisions upstream and reduce downstream disruption
Identify, track, manage and escalate cross-functional dependencies between strategy, filings, and operational execution
Ensure downstream teams (Product, Network, Finance, Tech, Ops, Compliance, etc.) have clear, timely inputs to execute
Proactively mitigate risks related to late decisions, fragmented inputs, or misaligned timelines
Partner with execution teams to ensure strategy is actionable, sequenced, and implementation-ready
Facilitate feasibility assessments for new initiatives, evaluating operational, technical, and regulatory complexity
Partner with cross-functional teams to define what it takes to implement (resourcing, systems, timelines, risks)
Ensure strategic initiatives are grounded in realistic execution plans and constraints
Support trade-off decisions by providing clear visibility into effort, dependencies, and impact
Own and continuously refine the intake and prioritization framework
Drive clarity on what gets worked, when, and why, ensuring alignment to enterprise strategy and capacity
Maintain and communicate roadmap updates, trade-offs, and changes to stakeholders
Ensure transparency across leadership on portfolio progress, risks, and decision status
Compliance with all applicable laws and regulations
Other duties as assigned