Senior Director, Product Explorations

H&R Block

Senior Director leading exploratory product management at H&R Block. Shaping AI-enabled client and associate experiences through product discovery and innovation.

Posted 7/10/2026full-timeRemote • Montana • 🇺🇸 United StatesSenior💰 $187,500 - $312,500 per yearWebsite

About the role

Key responsibilities & impact

Lead Explorations and Discovery
Define and manage learning agendas that clarify the customer problem, target segment, differentiated value proposition, feasibility, desirability, viability, commercial potential, compliance considerations, and path to scale.
Design and guide lightweight experiments, prototypes, and behavioral signal-gathering methods that produce clear go/no-go recommendations.
Own the path from discovery through validated concept, including experiment execution, executive recommendations, and clean transition plans to the appropriate core product pillar when opportunities are ready for scaled delivery.
Maintain a disciplined bias toward small teams, fast learning cycles, and evidence-based decision-making before scaled investment.
Build and evaluate business cases for exploratory opportunities, including market sizing, customer impact, cost/benefit analysis, investment requirements, risk, and potential KPI or P&L impact.
Partner with leaders across Product, Design, Engineering, Marketing, Retail, Legal, Risk, Data, and Finance to ensure explorations are grounded in customer needs, business outcomes, and enterprise constraints.
Bring world-class Product Craft and Coaching
Set a high bar for product management craft, including customer discovery, problem framing, outcome definition, opportunity sizing, prioritization, experimentation, and storytelling.
Coach product managers and cross-functional teams on how to move from ideas and opinions to testable hypotheses and measurable customer or business outcomes.
Lead, coach, and develop product managers and product leaders, modeling strong product craft and creating a high-performing Explorations team.
Translate ambiguous strategic opportunities into crisp decision narratives, learning plans, and executive-ready recommendations.
Model strong judgment in balancing exploration with focus,
Ensure teams avoid premature scaling or overbuilding before meaningful signal exists.
Help raise the overall product culture by demonstrating curiosity, accountability, customer obsession, and disciplined learning velocity.
Evangelize discovery, experimentation, and AI-enabled product practices across the broader Product organization, helping define what “great” looks like for modern product management at H&R Block.
Facilitate and Lead Cross-Functional Teams
Facilitate complex, cross-functional working sessions that bring together diverse perspectives and move teams toward clear decisions, next steps, and owners.
Create the operating rhythm for the Explorations team, including discovery reviews, learning readouts, prioritization forums, and handoff mechanisms to core product pillars.
Lead through influence across senior stakeholders, creating alignment without relying solely on reporting authority.
Operate as a strong matrix leader and bridge builder, gaining support, resources, and alignment across Product, Design, Technology, Marketing, Retail, Data, Finance, Legal, Risk, and executive stakeholders.
Build trust with business and functional leaders by surfacing risks, tradeoffs, dependencies, and decision points early and clearly.
Ensure teams stay focused on the highest-value questions and avoid drifting into coordination-heavy activity without measurable learning.
Advance AI Enablement and New Ways of Working
Identify and apply AI-enabled methods to accelerate discovery, research synthesis, prototyping, analysis, product documentation, and experimentation.
Partner with technology, data, legal, risk, and enterprise AI enablement teams to ensure experiments and AI-enabled workflows operate within appropriate guardrails.
Explore product opportunities where AI agents, automation, and data-driven personalization can create differentiated value for clients, tax pros, and associates.
Serve as a visible product leader who models AI fluency, practical experimentation, and thoughtful adoption of new tools and workflows.

Requirements

What you’ll need

12-15+ years of related experience in product management, innovation, strategy, venture building, product discovery, or adjacent disciplines
Demonstrated strength in core product management craft with a spiked ability on customer discovery, product strategy, outcome definition, prioritization, experimentation, analytics, roadmap development, and lifecycle management
Established experience leading early-stage discovery, incubation, Horizon 3 programs, 0-to-1 product development, or new business model exploration
Experience translating strategic priorities and OKRs into product roadmaps, exploration portfolios, learning plans, and measurable outcomes
Proven ability to facilitate senior-level cross-functional teams through ambiguity, tradeoffs, conflict, and decision-making
Experience operating in regulated, complex, or enterprise environments where legal, risk, data, privacy, compliance, SOX, governance, and control considerations shape product discovery, experimentation, and delivery.
Strong fluency with AI-enabled product development, AI-assisted workflows, or AI-powered customer experiences, with a practical understanding of responsible experimentation and governance.
Excellent executive communication skills, including the ability to synthesize complex discovery work into concise narratives, recommendations, and decision points.
Strong commercial and analytical acumen, including experience with opportunity sizing, business case development, cost/benefit analysis, investment tradeoffs, KPI impact, and P&L implications.
Ability to attract, coach, and develop strong product talent while building a culture of curiosity, urgency, accountability, and learning.
Bachelor’s degree or equivalent experience required; MBA or advanced degree preferred.

Benefits

Comp & perks

Qualifying associates can enroll themselves and/or their eligible dependents in medical and prescription drug coverage
Can participate in the H&R Block Retirement Savings Plan (401(k) Plan)
Employee Assistance Program
(Virtual) fitness center programs
Associate discount program
Automatically enrolled in Business Travel Accident Insurance
Receive Associate Tax Prep benefit

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

Product StrategyOutcome DefinitionExperimentationAnalyticsRoadmap DevelopmentLifecycle ManagementOpportunity SizingCost/Benefit AnalysisKPI ImpactP&L Implications

Soft Skills

Executive CommunicationCoachingCuriosityAccountabilityDecision-Making

Certifications

Bachelor's DegreeMBA or Advanced Degree Preferred