At Playlist, life's richest moments happen when people step away from screens to move, connect, explore, and play. We're building the definitive platform for intentional living, connecting people with inspiring experiences in fitness, wellness, and beyond. With popular brands like Mindbody and ClassPass, Playlist empowers businesses and individuals, making it effortless for aspirations to become actions. Join us in reshaping technology's role to foster meaningful, real-world connections.

Who we are

We work together to deliver the most wellness-centric employee experience in the technology industry. Our P&C team moves fast. We embrace new ideas, benefits, and technologies to make the employment experience more inclusive, flexible, and engaging for team members across the globe. We support and inspire our employees to perform at the highest level so we can succeed in our mission together.

About the right team member

As Director of Sales Compensation, you will lead the strategy, execution, and governance of our global sales compensation programs. This is a strategic and hands-on leadership role responsible for building and optimizing scalable incentive frameworks that drive revenue performance, align with financial plans, and support our global growth.

One of the key priorities of this role is to build and scale foundational systems by fully automating incentive logic and calculations in Xactly, replacing spreadsheets and manual processes to ensure audit readiness, accuracy, and scalability. This is a high-impact workstream that spans a complex, global business with both B2B SaaS and B2C marketplace revenue models. Beyond automation, you’ll help streamline plan design, standardize frameworks, and lay the groundwork for scalable governance across multiple go-to-market motions. You won’t walk into a fully built machine, but you will have the opportunity to design it. If you're someone who runs toward complexity, not away from it, and thrives on shaping structure in fast-moving environments, this role offers the platform to lead a critical transformation.

You will partner cross-functionally with Sales, Revenue Operations, Finance, and People teams to ensure incentive plans are competitive, data-driven, well-governed, and aligned with business goals. This role is ideal for a collaborative, analytical leader who thrives in a dynamic, fast-paced environment and brings deep expertise in incentive design and operational rigor.

About the role

• Lead the strategy, design, implementation, and administration of global sales compensation programs, ensuring alignment with business objectives and financial goals
• Serve as the primary subject matter expert on incentive design, plan mechanics, and commission structures for all revenue-generating teams
• Drive the full migration of plans and payees into Xactly, eliminating spreadsheet logic and embedding standardized rules for accuracy and audit compliance
• Partner with Revenue Operations, Finance, and Payroll to ensure accurate and timely commission payouts, accruals and forecasting
• Establish and enforce governance standards for all incentive programs, including change control, audit trails, and cross-functional accountability
• Launch dashboards and self-service reporting tools to improve visibility for leaders and reps
• Analyze plan effectiveness and partner with leadership to refine programs that support performance and scalability
• Resolve commission disputes with fairness and speed
• Mentor and lead a high-performing team of sales compensation professionals, building operational depth and consistency
• Stay informed on external market trends, benchmarks, and best practices

Skills & experience

• 8+ years of progressive experience in sales compensation, including 3+ years in a leadership or director-level role
• Proven experience designing, building, and optimizing global commission plans, including ownership of plan documentation and change control processes
• Deep experience implementing, optimizing, and automating plans in Xactly
• Strong understanding of ASC 606 compliance and its application to commissions accounting, especially in preparation for IPO or audit readiness
• Experience improving compensation controls, audit trails, and governance
• Strategic thinker with a data-driven mindset and ability to influence executive stakeholders
• Familiarity with Salesforce, Tableau, Power BI, and CRM/reporting integrations
• Proven ability to proactively identify, escalate, and resolve complex issues and disputes with clarity, speed, and sound judgment
• Strong communication, stakeholder influence, and analytical skills—paired with the confidence to challenge assumptions and tackle ambiguity head-on
• Bachelor’s degree required; advanced degree a plus

Pay Transparency

It is Playlist’s intent to pay all Team Members competitive wages and salaries that are motivational, fair and equitable. The goal of Playlist’s compensation program is to be transparent, attract potential employees, meet the needs of all current employees, and encourage Team Members to stay with our organization.

Actual compensation packages are based on several factors that are unique to each candidate, including but not limited to skill set, depth of experience, certifications, and specific work location.

The base salary range for this role in the U.S. is $185,500 - $231,900. The total compensation package for this position may also include performance bonus, benefits and/or other applicable incentive compensation plans.

Sound like the role for you? We’d love to hear from you! Even if you’re not 100% sure about potential fit, we still encourage you to apply. We’re looking for the right person, not the perfect series of checkboxes.

Playlist is an Equal Opportunity Employer. We highly value diversity at our company and encourage people of all different backgrounds, experiences, abilities and perspectives to apply. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or other protected characteristics.

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