Senior Director, Product Management – WinTeam ERP

About the role

WorkWave is seeking a Senior Director of Product Management to drive the vision, strategy, and execution for WinTeam—our flagship Enterprise Resource Planning (ERP) platform for the commercial cleaning and security guarding industries. This is a transformation role focused on modernizing a mature, business-critical ERP by embedding AI, data intelligence, and modern SaaS workflows to power thousands of complex enterprise client sites.

Responsibilities

• Product Vision & AI Transformation
  • Own the end-to-end vision, strategy, and execution for WinTeam's core ERP modules.
  • Balance technical architecture upgrades with near-term customer value, shifting execution from feature-focused output to outcome-driven business impact.
  • Embed AI-first workflows by leveraging machine learning, predictive analytics, and automated decision-making to turn rich operational data into customer value.
• Team Leadership & Craft
  • Lead, grow, and empower a high-performing team of Product Managers and Product Owners.
  • Elevate the product management craft by instilling rigorous discovery practices, sharp requirements writing, disciplined prioritization, and an aggressive bias for action.
• Cross-Functional Execution & Market Leadership
  • Partner closely with Engineering, Design, GTM, and Executive teams to accelerate delivery speed and go-to-market impact.
  • Deepen customer relationships via advisory boards, site visits, and discovery calls; act as a key product authority in strategic sales cycles and industry events.
  • Drive business ROI by managing product profitability, working alongside Finance on pricing/packaging models, and building data-driven ROI cases for new feature investments.

Requirements

• Product Leadership: 10+ years in product management, with 5+ years managing and growing PM teams within enterprise B2B SaaS.
• Domain Experience: Background in mission-critical platforms (ERP, workforce management, payroll, or high-volume operations software) is strongly preferred.
• Transformation Track Record: Proven success modernizing mature platforms, navigating tech debt, and managing customer change management without business disruption.
• AI & Data Fluency: Practical knowledge of how to design and launch AI-assisted, data-driven software capabilities.
• Executive Gravitas & Communication: Exceptional ability to influence internal stakeholders, lead strategic customer conversations, and present to executive leadership.
• Education: Bachelor’s degree required; MBA or advanced degree preferred.

About Us

We are laid back but buttoned up, offering a casual work environment with remote work flexibility. We are passionate about developing creative, innovative, best-in-class solutions that directly contribute to the success of our customers. We care deeply and deliver service and solutions that make a real difference in the lives of our clients and their businesses. Our culture is built on trust, teamwork, and collaboration to help colleagues and customers solve their challenges. Our team is energetic, fun, naturally inquisitive, and eager to make an impact.

Work Environment

• Remote-First Global Work Community: WorkWave provides a dynamic remote-first environment that encourages growth, creativity, and collaboration. We are a global company with a startup feel, where your ideas matter and your growth is a priority.
• Flexible Work Options: We promote a healthy work/life balance with the flexibility to collaborate in the office or work virtually. Our teams are well-versed in working collaboratively in a fully virtual environment.
• Offices & Community: Our HQ is based in the historic Bell Works complex in Holmdel Township, New Jersey, with offices available for team building, cross-training, or brainstorming. We have employees in over 30 states, 7 countries, and many regional offices, each with unique perks and opportunities to give back to the local community.

Benefits

• Robust benefits package, including health, dental, and 401k with company match.
• Flexible Time Off policy or generous PTO plan (role dependent) and paid holidays.
• Up to 4 weeks paid bonding leave.
• Robust Employee Assistance Program through TotalCare offering free counseling 24/7/365, plus financial counseling, legal guidance, adoption assistance services, and more.
• 24/7 access to virtual medical care with Teladoc.
• Regional discounts and perks.
• Professional growth opportunities, including access to extensive video libraries for soft skill and role-specific training, as well as live trainings throughout the year.

Company Recognition

WorkWave has been recognized with multiple awards, including:

• 10-time winner of Best Place to Work in New Jersey by NJBiz.
• Inc. 5000, SaaS Award, IT World Awards, Globe Awards, Silver Stevie Award for Employer of the Year, and Best Place to Work by Inc. Magazine.
• Named one of The Software Report's Top 100 Software Companies of 2022 (worldwide).