Sr. Director, Product Owner & Business Analyst

OneSource Virtual (OSV) has helped more than 1,000 Workday customers take their teams from transactional to transformational with innovative technology and services for HR, payroll, and finance. Founded in 2008, OSV is the leading exclusive provider of Business-Process-as-a-Service (BPaaS) solutions for Workday, delivering services with unparalleled choice, unwavering commitment, and uncompromising support. OneSource Virtual’s global headquarters is located in Dallas, Texas, with additional locations across North America and Europe. Find your company’s solution at www.onesourcevirtual.com.

OneSource Virtual is seeking a Sr. Director, Product Owner and Business Analyst to lead ongoing development of our Payment and Tax product lines. The ideal candidate is a seasoned product leader with a strategic mindset, strong execution track record, and the ability to drive transformation in an AI-augmented development environment.

This Sr. Director position is responsible for overall product ownership, team leadership, and championing the adoption of AI-assisted workflows across product management, business analysis, and software delivery. The role requires someone who can operate at both a strategic and tactical level, partnering with engineering, design, and business stakeholders to deliver high-value outcomes.

Product Leadership

• Define and own the product vision and roadmap across the Payments and Tax product lines
• Understand and communicate how features deliver measurable value to internal and external customers
• Identify, articulate, and leverage product differentiators to deliver competitive advantage in the market
• Lead discovery and definition for new products and enhancements from concept through delivery
• Rapidly iterate and continuously improve the platform based on customer feedback and market signals
• Understand business value impacts of prioritization across a broad spectrum of products

AI-Augmented Product Practice

• Champion and model the use of AI tools (e.g., Claude, Copilot) in day-to-day product and BA work including requirements writing, user story generation, documentation, data analysis, and reporting
• Drive adoption of AI-assisted practices across the product ownership and business analyst team
• Use AI tooling to accelerate synthesis of customer feedback, competitive analysis, and roadmap prioritization
• Stay current on emerging AI capabilities and evaluate their applicability to OSV’s product delivery model
• Partner with engineering leadership to ensure AI coding and productivity tools are effectively utilized across the development team

Team Leadership & Development

• Build, mentor, and manage a high-performing team of Product Owners and Business Analysts
• Establish and model clear standards for product ownership, story quality, and acceptance criteria
• Drive continuous improvement activities within agile teams
• Help define and evolve OSV’s agile processes, standards, and best practices
• Identify and develop future leaders within the product organization

Stakeholder Engagement

• Manage stakeholder expectations across all levels, including C-suite, VPs, and Directors
• Demonstrate excellent presentation skills and the ability to influence senior-level stakeholders
• Work with non-technical team members to envision clear, high-level technical solutions that meet business and experience goals
• Communicate project status, readiness, issues, and risks proactively to management and stakeholders
• Demonstrate a solid understanding of how OSV products are used across client and prospect use cases

Delivery & Execution

• Inspect, adapt, and collaborate as a key member of the Scrum Team and broader product organization
• Build and maintain strong relationships with Scrum Masters, Dev Managers, and engineering leads
• Identify and prioritize increments of work targeted for each iteration
• Monitor costs and work within budget constraints
• Oversee product enhancements and new product launches from beginning to completion

• Excellent oral and written communication skills
• Strong executive presence and interpersonal skills
• Proven facilitation and workshop leadership skills
• Organizational acumen and deep understanding of business structure
• Stakeholder analysis and requirements engineering
• Cost-benefit analysis and ROI-driven prioritization
• Strong foundational understanding of networks, databases, and technology architecture
• Strong analytical skills; ability to analyze complex business problems and advocate for best technical solutions
• Demonstrated ability to lead through influence in a matrixed organization
• Comfort operating in ambiguity and driving clarity for the team

This role carries full supervisory responsibilities, including hiring, performance management, coaching, and career development for a team of Product Owners and Business Analysts. The Sr. Director is expected to build team capacity, set performance standards, and develop talent pipelines aligned to OSV’s growth objectives.

Required

• 8-12 years of experience as a software product owner or business analyst, with at least 5 years in a management or leadership role
• Demonstrated experience managing a team of 4-8 direct reports
• Five or more years of full-lifecycle agile project management or business analysis work experience in a product organization
• Demonstrated track record with agile software development methods and leading agile teams
• Experience using AI tools in a professional product or business analysis context (e.g., LLMs for documentation, analysis, reporting, or requirements generation)
• Success as both an individual contributor and people leader; history of strong positive teamwork and problem solving

Preferred

• Experience with digital payments, ACH/NACHA processing, payroll tax, or other FinTech products
• Experience with HCM systems, particularly Workday
• Familiarity with AI-assisted coding tools such as Cursor, GitHub Copilot, or similar platforms and their impact on development team workflows
• Experience in a BPaaS or SaaS product company
• Exposure to private equity-backed or high-growth environments

#LI-REMOTE

You are encouraged to learn and share ideas when you join the OneSource Virtual team. We reward innovative thinking, fresh perspectives, creative collaboration, and hard work. As an organization experiencing routine strategic growth, we are always on the lookout for intelligent, talented, and forward-thinking professionals to join our team. OSV employees enjoy a values-based culture, upward mobility, and professional development with opportunities of all kinds.