Sr. Director, Product Strategy & AI

Join us on a journey of endless possibilities

At Strada, possibility isn’t just a promise – it’s the foundation of everything we do. We believe in unlocking potential for every colleague, creating a journey of growth, discovery, and impact.

With the support, resources, and opportunities we provide, you’ll build a fulfilling future – working on meaningful projects that span industries and regions, contributing to outcomes that matter.

Strada is a people, payroll, and technology leader simplifying international workforce management. Operating in 180+ countries, we design and deliver people-first solutions powered by cloud-based technology – helping organizations grow and enabling workforces to perform at their best.

Learn more at www.stradaglobal.com

Senior Director, Product Strategy and AI

Role Summary

Lead the vision, strategy, and roadmap for Strada’s AI-powered employee and enterprise solutions, with a focus on conversational employee experiences, intelligent payroll and HR workflows, and agentic AI orchestration across platforms such as Workday and SAP.

Role Description

Partner across product, engineering, design, delivery, sales, and operations to identify high-value AI opportunities, set priorities, and bring scalable AI-enabled HR and payroll solutions to market. Lead innovation efforts spanning external-facing conversational UI for employee experiences and internal process redesign using agentic AI orchestration. Translate successful concepts into roadmap investments, ensuring solutions are human-centered, measurable, governed responsibly, and aligned to client and business outcomes.

Key Responsibilities

• Define the AI product vision, strategy, and roadmap for employee-facing and enterprise workflow solutions across Workday, SAP, as an enabling technology to improve service delivery and ongoing services.
• Shape external-facing conversational UI experiences that improve how employees interact with HR and payroll services, with a focus on usability, trust, resolution quality, and adoption.
• Lead process redesign initiatives using agentic AI orchestration to streamline multi-step workflows, improve handoffs, and increase operational efficiency across service delivery and support functions.
• Assess market trends, AI platform capabilities, customer needs, and competitive activity to identify differentiated growth opportunities and set priorities.
• Build business cases and investment recommendations that balance client value, feasibility, responsible AI practices, and commercial impact.
• Partner with product, engineering, design, data, delivery, and commercial teams to design scalable AI solutions, including human-in-the-loop controls, escalation paths, and model or agent governance.
• Lead co-design workshops, design sprints, and proof-of-concept initiatives with clients and internal teams to validate conversational AI, automation, and orchestration opportunities with clear business outcomes.
• Define success measures for AI initiatives, including experience quality, containment or completion rates, productivity gains, risk controls, and financial impact, and use insights to refine roadmap decisions.
• Support go-to-market strategy, messaging, and partner alignment for AI-enabled payroll and HR offerings, translating technical capabilities into business value for client-facing audiences.
• Help establish repeatable AI governance and operating practices that support safe experimentation, scalable deployment, observability, and continuous improvement.
• Success in this role will be measured through a combination of client adoption, operational efficiency gains, solution commercialization, revenue impact, and advancement of strategic AI initiatives

Qualifications

• 8+ years of experience in product strategy, product management, portfolio leadership, or digital transformation for enterprise cloud and AI-enabled solutions.
• Strong experience in Payroll and/or HR applications, with direct experience in Workday and/or SAP payroll ecosystems preferred.
• Proven ability to define AI product vision, strategy, roadmaps, and business cases tied to measurable business and client outcomes.
• Experience designing or scaling conversational AI, digital assistants, or employee-facing experiences, including understanding of conversational UX principles and trust-centered design.
• Experience leading process transformation or workflow redesign using automation, AI copilots, or agentic AI orchestration across multi-step enterprise processes.
• Knowledge of AI concepts such as large language models, retrieval-augmented experiences, prompt and interaction design, orchestration frameworks, human-in-the-loop controls, and responsible AI governance.
• Demonstrated success leading cross-functional initiatives across product, engineering, design, delivery, operations, and commercial teams.
• Strong analytical, communication, and stakeholder management skills, with the ability to translate complex AI concepts into clear business value narratives for executives, clients, and delivery teams.
• Bachelor’s degree or equivalent experience required; advanced degree in a relevant field is a plus.

At Strada, our values guide everything we do:

· Anticipate Customer Needs – We stay ahead of trends so our customers can grow and succeed.

· Own the Outcome – We take responsibility for delivering excellence and ensuring things get done right.

· Challenge Ourselves to Work Smarter – We move faster than the world around us to drive change and accomplish more.

· Empower Each Other to Solve Problems – We tackle challenges head on, ask tough questions, and collaborate to find the best solutions.

· Care About Our Work – We understand that what we do impacts millions, and we have a responsibility to get it right.

Benefits

At Strada, we support your whole self—offering a range of benefits for your health, wellbeing, finances, and future. These include health coverage, wellbeing programs, paid leave (vacation, sick, parental), retirement plans, learning opportunities, and more.

All offers are contingent on successful completion of background checks, where permitted by law and as appropriate for the role. These may include identity, education, employment, and in some cases, criminal history verification, checks against global watchlists, credit reports, and/or drug testing. You’ll be informed of the specific checks applicable to your role and location during the recruitment process.

Our commitment to Diversity and Inclusion

Strada is dedicated to fostering a diverse, equitable, and inclusive workplace where everyone feels valued and supported. We believe that embracing differences strengthens our teams and drives innovation and success.

Equal Employment Opportunity Statement

Strada is an Equal Opportunity Employer and prohibits discrimination based on legally protected characteristics. We provide reasonable accommodations for disabilities and religious practices. Applicants may request reasonable accommodation by contacting their recruiter.

Authorization to work in the Employing Country

To be considered, you must have current and future work authorization in the country where you're applying, without the need for visa sponsorship by Strada.

Please note: This job description does not limit Strada’s right to assign or reassign responsibilities, including to subsidiaries, partners, or future business purchasers.
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We offer you a competitive total rewards package, continuing education & training, and tremendous potential with a growing worldwide organization.

DISCLAIMER:

Nothing in this job description restricts management's right to assign or reassign duties and responsibilities of this job to other entities; including but not limited to subsidiaries, partners, or purchasers of Strada business units.