Lead Director, Software Product Management

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time. Job Purpose and Summary Leads software product management for the Security Automation portfolio within Enterprise Information Security at CVS Health and serves as the direct peer and partner to the Lead Director, Security Automation. Together the two leaders run the portfolio: an engineering and product pairing modeled directly on how commercial software organizations operate. Applies commercial-grade product management discipline to internally built security products. The portfolio automates and improves security operations, analysis, and management functions for the Security organization and for CVS Health colleagues, and its users are demanding professionals with day jobs — security operations analysts, GRC and audit teams, identity and infrastructure engineers, application teams, and in some cases colleagues across the enterprise. This leader owns continuous discovery with those users, translates workflow pain into a prioritized roadmap, defines the outcomes each product is accountable for, and holds the portfolio to those outcomes rather than to a delivery calendar. Owns adoption as a first-class responsibility rather than a post-launch afterthought. Internal products fail in a specific and well-documented way: they are built on unverified assumptions, launched without enablement, mandated rather than adopted, and quietly abandoned. This role exists to prevent that. Accountable for internal go-to-market, enablement and documentation, onboarding of successive user groups, instrumented adoption and usage measurement, structured feedback channels, iteration against what the evidence shows, and the discipline to sunset or replace solutions that are not earning their place in the portfolio. Leads and develops a team of product managers, with coaching and craft development as the primary work rather than personally owning products. Sets the standard for discovery, problem framing, requirements quality, and outcome measurement; hires and levels PMs; and creates the conditions for empowered product and engineering pairs to solve problems rather than execute specifications. Operates as a peer-level partner to engineering leadership, a credible voice to security function owners who did not ask to be automated, and a clear communicator to executive sponsors who need to understand what the investment is buying. *This role can work remotely from anywhere in the continental USA. Primary Responsibilities Owns product strategy, vision, and the multi-year roadmap for the Security Automation portfolio in partnership with the Lead Director, Security Automation; frames the problems worth solving, sequences investment against enterprise security priorities, and maintains a defensible, communicable position on why the portfolio is working on what it is working on and what it has deliberately chosen not to do Leads, builds, and develops the product management team, treating the coaching and development of product managers as the core of the job rather than personally managing products; hires and levels PMs, sets the standard for product craft, runs a structured development approach, and leads by context rather than by control Owns product discovery for the portfolio including direct, continuous contact with the security practitioners and CVS Health colleagues whose work the portfolio is meant to change; workflow and pain-point analysis, opportunity sizing, assumption testing before build, and validation that a proposed automation solves a problem the users actually have Owns adoption and the full product lifecycle for everything the portfolio ships including internal launch and go-to-market, enablement, documentation and training, onboarding of new user groups, support and feedback channels, iteration based on real usage, and the decision to sunset or replace solutions that are not earning their keep Defines and instruments the outcome measures for each product and for the portfolio as a whole including adoption and active-usage measures, manual-effort and cycle-time reduction, support deflection, and risk-reduction proxies; establishes baselines before delivery, reports honestly against them afterward, and treats shipped features as inputs rather than results Owns requirements definition and the delivery partnership with engineering including problem statements, user stories and acceptance criteria, backlog health, release planning, scope and tradeoff decisions during delivery, and clear division of decision rights between product and engineering Partners on build-versus-buy and commercial evaluation, bringing market scanning, competitive and vendor landscape analysis, requirements definition for proofs-of-concept, and total-cost-of-ownership and licensing analysis to decisions about whether a capability should be built, bought, or assembled on an existing enterprise platform Serves as the primary product-facing voice to stakeholders and senior leadership including security function owners, Technology and Digital partners, and executive sponsors; communicates roadmap, tradeoffs, progress, and outcomes in language appropriate to each audience and secures the sponsorship the portfolio depends on Owns the business case and financial framing for portfolio investments including benefit quantification, ROI and payback analysis, license and vendor cost modeling, and the value narrative used to defend and grow investment in the function Establishes and matures the product management practice for the function including intake and prioritization mechanisms, discovery and requirements standards, roadmap and release communication cadence, product documentation standards, and the tooling that supports them Required Qualifications: 12+ years of experience in technology roles, including 8+ years in software product management 4+ years leading product managers, including hiring, coaching, performance management, and career development — with demonstrated understanding that leading PMs is a different job from managing products personally Product management experience gained in a commercial software or SaaS organization is strongly preferred; candidates from internal-platform or enterprise-IT-only backgrounds should be able to demonstrate equivalent product rigor Demonstrated ownership of product strategy and multi-year roadmaps for a software product or portfolio, including the ability to articulate what was deliberately not built and why Strong product discovery practice: direct user research and workflow analysis, opportunity sizing, assumption and risk testing before committing to build, and evidence-based decision making rather than requirements collection Demonstrated ability to define, instrument, and report on outcome measures — adoption, active usage, effort and cycle-time reduction, support deflection, retention of usage over time — including establishing baselines before delivery Track record of driving adoption of software products, with specific, quantified examples including at least one case where adoption stalled and what the candidate changed in response Demonstrated prioritization judgment under real constraint, including examples of telling significant stakeholders no and managing the relationship afterward Experience owning requirements definition and the delivery partnership with engineering: problem statements, user stories and acceptance criteria, backlog health, release planning, and in-flight scope and tradeoff decisions Technical fluency sufficient to earn the trust of engineers and to participate credibly in a