Senior Manager of Customer Success

Workstream is a mission-driven company building the all-in-one HR, payroll, and hiring platform for managing the hourly workforce. There are 2.7 billion hourly workers, making up 80% of the global workforce, but this market has been heavily underserved by technology and deserves better. Workstream has been purpose-built for the hourly workforce from day one so that these businesses and their employees can thrive.

Our customers include leading brands from multiple sectors, including Burger King, Carl's Jr./Hardee's, IHOP, KFC, and Culvers. We are a high growth series B company and quickly expanding our product portfolio to deliver on our vision. We are backed by legendary VCs and industry experts like Founders Fund, BOND, and Coatue.

In addition to our core business, Workstream is home to a small, fast-moving Robotics team focused on advancing the next generation of artificial intelligence and robotics. We partner with a leading AI and robotics company to produce high-quality, large-scale egocentric (first-person) video datasets that help train advanced AI models.

Our Robotics team develops scalable data collection and annotation pipelines that enable the efficient creation of high-quality training datasets, helping AI systems better understand human actions, environments, and everyday interactions. We're also building a new category of connected hardware designed to operate reliably throughout the day in thousands of homes and businesses. By combining cutting-edge data collection, automation, and hardware innovation, this team is helping shape the future of intelligent systems and real-world AI applications.

Grow With Us

We're looking for a Senior Manager, Customer Success to lead our Enterprise Customer Success team and play a key role in delivering an exceptional experience for Workstream's largest customers. As a member of the Customer Success Leadership team, you'll coach and develop a high-performing team while driving customer retention, growth, and long-term success.

Reporting to the Head of Customer Success Support, you'll partner closely with cross-functional leaders to shape customer success strategy, optimize processes and systems, and ensure consistent value delivery across our Enterprise customer base. You'll own your team's performance metrics, renewal forecast, and customer retention outcomes, providing regular updates to executive leadership and identifying trends to drive continuous improvement.

In this role, you'll build and strengthen executive-level relationships with key customers while coaching your team to do the same. You'll also have the opportunity to design, test, and scale best practices across the Enterprise customer journey—from onboarding through long-term success.

This team supports Workstream's largest customers, including enterprise brands, franchise groups, and corporate partners. Your leadership will be instrumental in protecting and growing these strategic customer relationships while helping the team deliver measurable business impact.

Day In The Life

Work with CS and cross-functional teams to ensure that our largest customers launch successfully, have strong product adoption, realize continued value from the product and grow, consistently achieving 130%+ Annualized Net Revenue Retention (NRR)

Build a world class consultative Enterprise team by ensuring success criteria is captured, key relationships are built across our Enterprise customers, and utilization is high/healthy

Recruit, coach, empower and direct a team of Customer Success Managers to continue their career growth and retention

Invest in the team through weekly check-ins, quarterly career feedback check-ins, regular account planning, ongoing coaching and feedback, documentation and building reproducible processes for large customers

Define and manage OKRs to drive focus and deliver strong NRR, logo churn, and product usage performance

Develop trusted advisor relationships with our Enterprise customers (C-suite) to ensure goals are aligned from a business strategy perspective and success metrics are identified and achieved

Work closely with Product and Engineering to regularly showcase and prioritize Enterprise related requests

Provide accurate weekly forecasting and reporting of health, status, and metrics, regularly escalating any that are at-risk for churn

Be the first escalation point for all Enterprise customers, after their CSM. Handle customer issues and negotiations together with direct reports.

Work closely with Sales, CS, and Product to identify win opportunities for upsell and expansion

Provide thought leadership on CS best practices, working closely with the Head of CS Support to develop and drive strategy

Who You Are

6+ years of customer success and/or account management experience

4+ years of managerial experience

Demonstrated ability to lead a customer-facing team to exceed performance goals — strong people management, coaching, and development experience

Experience in …