WorkWave

Senior Director, Product Management - WinTeam ERP

WorkWave$160K — $200K *
US-AnywhereRemote in Omaha, NE
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of product management experience, with 5+ years in a leadership role overseeing product teams in enterprise B2B SaaS.
  • Strong background in mission-critical platforms such as ERP, workforce management, or payroll software.
  • Demonstrated success in modernizing enterprise platforms with a focus on improving customer change management processes without disruption.
  • Practical experience in designing and launching AI-enhanced and data-driven software solutions.
  • Exceptional communication skills with the ability to influence stakeholders and lead strategic discussions with customers and executives.
  • Bachelor's degree required; MBA or advanced degree preferred.

Responsibilities

  • Drive the end-to-end vision, strategy, and execution for WinTeam's ERP modules.
  • Lead modernization efforts balancing technical upgrades with customer-focused outcomes.
  • Embed AI workflows into the product to enhance operational data utilization.
  • Build and mentor a high-performing team of Product Managers and Product Owners.
  • Instill rigorous product management practices, prioritizing action-oriented results.
  • Collaborate with cross-functional teams to enhance delivery speed and market impact.
  • Foster deep customer relationships through advisory boards, site visits, and active engagement in strategic sales cycles.

Benefits

  • Casual work environment with flexible remote work opportunities.
  • Robust health, dental, and 401k benefits with company match.
  • Flexible Time Off policy and generous PTO plan with paid holidays.
  • Paid bonding leave up to 4 weeks.
  • 24/7 access to virtual medical care via Teladoc services.
  • Comprehensive Employee Assistance Program offering various support services.
Full Job Description
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 not a maintenance role; it is a transformation role. You will lead the modernization of a mature, business-critical ERP, embedding AI, data intelligence, and modern SaaS workflows to power thousands of complex enterprise client sites.

WHAT YOU'LL DO:

1. Product Vision & AI Transformation
  • Drive the Roadmap: Own the end-to-end vision, strategy, and execution for WinTeam's core ERP modules.
  • Lead Modernization: Balance technical architecture upgrades with near-term customer value. Shift execution from feature-focused output to outcome-driven business impact.
  • Embed AI-First Workflows: Leverage machine learning, predictive analytics, and automated decision-making to turn rich operational data into customer value.
2. Team Leadership & Craft
  • Build & Mentor: Lead, grow, and empower a high-performing team of Product Managers and Product Owners.
  • Elevate the PM Craft: Instill rigorous discovery practices, sharp requirements writing, disciplined prioritization, and an aggressive bias for action.
3. Cross-Functional Execution & Market Leadership
  • Align Stakeholders: Partner closely with Engineering, Design, GTM, and Executive teams to accelerate delivery speed and go-to-market impact.
  • Voice of the Customer: 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: Manage product profitability, work alongside Finance on pricing/packaging models, and build data-driven ROI cases for new feature investments.


WHAT YOU'LL BRING

  • Product Leadership: 10+ years in PM, 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.


$160,000 - $200,000 a year

In our commitment to salary transparency, we provide a compensation range for each role. The final offer will be dependent on various factors, including the candidate's qualifications, relevant experience, and the organization's budget. Our Talent Acquisition team will provide more information about the compensation package for this position during the interview process.

Please note that salary estimates provided by websites (LinkedIn, Glassdoor, etc.) and not by WorkWave may not accurately reflect the actual salary range for the position.

WHAT YOU SHOULD KNOW ABOUT US:
• We are laid back but buttoned up. We offer a casual work environment and remote work flexibility and have a passion for 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
• We openly accept others as they are and build strong partnerships based on trust
• Teamwork and collaboration is key to help our colleagues and customers solve their challenges
• Our team is energetic, fun, naturally inquisitive and eager to make an impact, we invite you to join us!

LOVE WHAT YOU DO, NO MATTER WHERE YOU DO IT:
• Join our Remote-First Global Work Community: WorkWave provides an innovative and dynamic remote-first Global Work Community that encourages growth, creativity, and collaboration. No matter what stage of your career or where you live, WorkWave is your place to be part of a global company with a startup feel, where your ideas matter and your growth is a priority.

A GLOBAL COMPANY WITH A LOCAL PRESENCE:
• We know that there are benefits of being in the office and working from home. WorkWave promotes a healthy work/life balance and provides employees with the flexibility of collaborating in the office or the option to work virtually if desired. Our teams are well versed at working collaboratively in a fully virtual environment.
• Our HQ is based at our state of the art home office in the historic Bell Works complex located in Holmdel Township, New Jersey. We keep our offices available to all to use when working remotely isn't feasible, or to help with cross training, team building and/or brainstorming.
• We have employees in over 30 states, 7 countries and many regional offices - each with their own set of perks and opportunities to give back to the local community.
• Whether you work remotely or take advantage of one of our offices, you'll find a community of WorkWavers that value diversity, and care deeply about our products, clients, our communities and each other.

RELAX, WE'VE GOT YOU COVERED:
• Employees can expect a robust benefits package, including health and dental and 401k with company match

AND BEYOND...
• Find your perfect work/life balance with our 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 much more!
• 24/7 access to virtual medical care with Teladoc
• Regional discounts and perks

GROW WITH US:
• We understand the impact of attracting and keeping top talent and reward intellectual curiosity and a thirst for personal and professional growth
• Encouraging our employees that already have an intimate knowledge of and passion for our products to apply for other roles within our walls just makes sense!
• Our employees have access to extensive video libraries for soft skill and role specific training available 24/7 and live trainings are provided throughout the year

JOIN OUR WINNING TEAM!
• 10 Time winner of Best Place to Work in New Jersey by NJBiz!
• WorkWave has been recognized with multiple awards for its outstanding products, growth and culture, including the Inc. 5000, SaaS Award, IT World Awards, Globe Awards, Silver Stevie Award for Employer of the Year, and Best Place to Work Inc. Magazine
• Recently named one of The Software Report's 3rd annual list of the Top 100 Software Companies of 2022 (worldwide!)

About WorkWave

WorkWave is a leading provider of cloud-based software solutions for field service, last-mile delivery, and logistics industries. The company was founded in 1984 and is headquartered in Holmdel, New Jersey. WorkWave's software solutions help businesses optimize their operations, improve customer service, and increase profitability. The company has over 500 employees and serves thousands of customers across the United States and Canada. WorkWave is committed to innovation and has received several awards for its software solutions.
Learn more about WorkWave
Size
500 employees
Industry
Founded
1984

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