VP, Product Management - Commercial Systems

Five Below•Philadelphia, PA

About The Position

The VP, Product – Commercial Systems is a senior IT and business leader accountable for driving product-led value delivery across Five Below’s Stores, Digital (ecommerce and Omni) and Merchandizing Planning and Allocation (MP&A) domains. This role ensures customer- and crew-facing technology delivers differentiated experiences, improves productivity, and directly supports revenue growth and store performance. This leader owns the end-to-end product strategy, roadmap, and outcomes for their domains, serving as the single-threaded executive accountable for value realization—from idea through adoption and ongoing optimization. The role partners deeply with business executives, Engineering, Operations, Security, and Finance to ensure solutions are scalable, secure, cost-effective, and outcome-driven. This leader as well owns the vision, strategy, and outcomes for the company’s most visible and revenue-impacting products, ensuring seamless integration across physical and digital experiences while maintaining scalability, reliability, and cost discipline.

Requirements

Bachelor’s degree required; MBA or relevant graduate degree preferred.
10+ years of experience in Product Management or Product-led delivery roles.
5+ years in senior product or technology leadership roles.
Ability to analyze and synthesize information concisely and make recommendations on strategies to resolve issues.
Strategic & creative thinker with the ability to craft complex product roadmaps
Able to formulate and implement global strategies for products
Demonstrated knowledge of operational issues with (portfolio management, risk management, etc.)
Able to formulate and implement global strategies for products
User-centric mindset with the capability of translating that into the product development process
Understand the user experience and design
Able to distill product roadmaps into digestible and relevant presentations to key customers and partners
Excellent communication skills (oral and written).
Strong organizational skills and the ability to manage multiple priorities.
Strong project management, leadership, and negotiation skills needed.
Strong skills in conflict resolution and problem-solving skills.
Results orientation with strong analytical and interpersonal skills.
Creative problem solver who thrives when presented with a challenge required.

Nice To Haves

Retail experience strongly preferred.
Strong experience in Supply Chain systems, enterprise data platforms, analytics, or corporate systems.

Responsibilities

Product Strategy & Customer-Centric Delivery Define and execute product vision, strategy, and roadmaps aligned to the LRP across Stores, Digital, and MP&A.
Establish clear outcome-based goals tied to revenue growth, conversion, basket size, store productivity, and customer experience.
Champion customer- and crew-centric design, ensuring intuitive, reliable, and scalable experiences across all channels.
Own value realization, ensuring products deliver measurable benefits—not just features or project milestones.
Balance near-term business wins with long-term platform scalability, resilience, and total cost of ownership.
Domain Ownership Stores: Product leadership for POS, store systems, labor optimization, checkout evolution, and in-store experience platforms.
Digital: End-to-end ownership of eCommerce, mobile, omnichannel, fulfillment, and customer engagement platforms.
Merchandising Planning & Allocation: Product strategy for assortment planning, pricing, allocation, and planning analytics.
Product Lifecycle & Operating Model Own discovery, prioritization, roadmap planning, delivery, launch, adoption, and ongoing optimization.
Balance transformational initiatives with continuous improvement using an “IT of Two Speeds” delivery model.
Partner closely with Engineering to ensure solutions are scalable, resilient, secure, and peak-ready.
Stakeholder & Executive Engagement Act as the primary product partner to senior business leaders across Stores, Digital and MP&A.
Lead Quarterly Domain Board reviews and recurring Strategy & Execution Progress (SEP) reviews.
Communicate product strategy, trade-offs, progress, risks, and outcomes to the CIO, IT Leadership Team, and First Team.
Financial & Portfolio Management Own product investment planning, budgets, and forecasts for assigned domains.
Prioritize work based on ROI, business impact, and capacity, ensuring disciplined spend and transparency.
Track and report on product KPIs including adoption, value delivered, product maturity, and total cost of ownership.
People & Leadership Build, lead, and develop high-performing Product Directors and Product Managers.
Establish clear role expectations, career paths, and performance standards aligned to the Product Management competency model.
Coach leaders to operate as accountable owners of outcomes, not coordinators of projects.
KEY RESPONSIBILITIES AS MEMBER OF ITLT Serve as an active member of the IT Leadership Team, jointly accountable for executing Five Below’s IT Strategy, Long-Range Plan (LRP), and enterprise technology priorities—not just domain outcomes.
Contribute to enterprise-level decision-making across portfolio prioritization, investment trade-offs, operating model design, and capacity planning to ensure IT delivers maximum business value at scale.
Partner with the CIO and ITLT peers to shape and evolve IT strategy, product operating models, talent strategy, and governance practices across Product, Engineering, Operations, Security, and Infrastructure.
Own cross-domain alignment and dependency management, proactively resolving conflicts and ensuring integrated, end-to-end solutions rather than siloed products.
Uphold and model IT leadership standards, including clarity of ownership, outcome-based accountability, disciplined execution, and transparent communication with the First Team and business executives.
Act as an enterprise steward of technology investment and risk, balancing speed, innovation, security, reliability, and cost discipline across the full IT portfolio.
Develop future IT leaders by coaching and mentoring product and technology leaders, strengthening succession planning and leadership bench depth across the organization.