Senior Director, Product Management – WinTeam ERP

About the Role

WorkWave seeks a Senior Director of Product Management to define and lead the strategy and execution of WinTeam, their flagship Enterprise Resource Planning (ERP) system serving the commercial cleaning and security guarding industries. This role focuses on transforming a mature ERP platform by modernizing architecture and embedding AI-driven workflows to serve thousands of complex enterprise client locations.

Key Responsibilities

• Set the overarching product vision and drive AI integration to enhance operational value.
• Own the full product roadmap for WinTeam's core ERP modules, balancing technical upgrades and delivering customer benefits.
• Transition product execution from feature releases to outcome-focused business impact.
• Incorporate machine learning, predictive analytics, and automation to convert operational data into actionable customer insights.
• Lead and grow a team of Product Managers and Product Owners, fostering best practices in product discovery, requirement definition, prioritization, and execution.
• Collaborate with Engineering, Design, Go-To-Market, and Executive teams to accelerate delivery and maximize market impact.
• Serve as a customer advocate through advisory boards, site visits, and strategic engagements to guide product direction and support sales.
• Manage product profitability, partnering with Finance on pricing strategies and building data-driven cases for feature investments.

Qualifications

• Over 10 years of experience in product management, including at least 5 years leading and scaling PM teams in enterprise B2B SaaS environments.
• Strong background in mission-critical platforms such as ERP, workforce management, payroll, or high-volume operations software.
• Proven expertise in modernizing mature platforms while managing technical debt and guiding customer adoption without disrupting business operations.
• Knowledgeable in designing and launching AI-enabled, data-driven software solutions.
• Excellent communication and leadership skills to influence stakeholders and engage in strategic customer conversations.
• Bachelor’s degree required; MBA or advanced degree is a plus.

Company Culture and Benefits

• WorkWave values a casual yet disciplined work environment with remote work flexibility.
• The organization is committed to diversity, inclusivity, and building trust-based partnerships internally and with customers.
• Employees enjoy robust benefits including health and dental insurance, 401(k) with company match, flexible time off policies, paid holidays, and up to 4 weeks of paid bonding leave.
• Additional support programs include 24/7 counseling services, legal and financial guidance, adoption assistance, and virtual medical care access.
• The work environment promotes professional growth through extensive training resources and encourages internal mobility.
• WorkWave operates a remote-first culture with a global community, supplemented by office locations for collaborative needs.
• The company has been recognized repeatedly for workplace excellence and is an equal opportunity employer encouraging all qualified candidates to apply.

Additional Information

As part of the hiring process, AI tools may be used to assist with application assessment, but hiring decisions remain human-led. Salary offered is competitive and depends on qualifications and experience. Candidates are advised that salary estimates from external sources may not reflect actual compensation.