Manager, Regional Field Sales- ClassPass

ClassPass; Chicago (IL); On-site; USD 80,000 - 120,000; Full time

Job summary

Playlist is seeking a dynamic leader to guide 8–10 Field Account Executives across the Chicago region, driving partner growth and high-performance sales outcomes.

You'll coach teams, shape regional sales plans, and partner with senior leadership to optimize ROI while traveling up to 30% to engage major conversations and close high-impact deals. A strong SaaS background and market knowledge are essential.

Qualifications

• 3–5 years in a people leadership role within SMB/Mid-Market sales, with SaaS experience preferred.
• 2+ years as a top-performing IC in B2B sales, marketplace or tech-driven.
• Proven negotiation skills for complex conversations and solutions.
• Experience building and executing team-wide sales plans with measurable impact.
• Data-driven mindset with proficiency in Salesforce, Salesloft, and Microsoft Suite.

Responsibilities

• Lead a high-performing team of 8–10 Field Account Executives to drive partner growth.
• Coach and enable your team with strategy, coaching, and sales tools to optimize performance.
• Travel across your region ~25–30% to engage in major conversations and close deals.
• Be the regional expert in fitness and wellness, unlocking market potential and partner success.
• Collaborate with senior leadership to design and refine sales strategies and budgets.

Skills

People leadership

SaaS sales

Negotiation

Sales strategy

Salesforce

Salesloft

Microsoft Office

Tools

Salesforce

Salesloft

Microsoft Office

Job description

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.

ClassPass offers thousands of fitness and wellness experiences worldwide, helping people lead active, balanced lifestyles. Our platform makes discovering and enjoying activities simple, personalized, and joyful—whether it's fitness classes, self-care sessions, a healthy lunch, or a new adventure. Join us in shaping healthier, more vibrant communities around the globe.

The role you’ll play

• Lead a high-performing team of 8–10 Field Account Executives to drive ClassPass partner growth
• Fuel partner acquisition, optimization, upsell, and retention by empowering your team with smart strategy, personalized coaching, and effective sales tools
• Show up for your team and partners—traveling across your region ~25% of the time to support major conversations, close high-impact deals, and build real-world relationships
• Be the go-to expert in regional fitness and wellness, nurturing a network that helps unlock market potential and partner success
• Actively participate in sales conversations, joining partner meetings to guide negotiations and model strong engagement tactics
• Champion Salesforce and Salesloft data to uncover insights, identify opportunities, and ensure your team’s pipeline is healthy and high-performing
• Collaborate with senior leadership to design and refine sales strategies that deliver against both partner and regional goals
• Keep an eye on ROI and budgets while making smart decisions that grow supply and elevate the ClassPass experience

Experience you bring

• 3–5 years in a people leadership role within the SMB and Mid-Market sales space, with a track record of developing talent and driving results in fast-paced, field-based environments (SaaS experience strongly preferred)
• 2+ years as a top-performing individual contributor in B2B sales, ideally in a marketplace or tech-driven business
• Proven strength in negotiation, with an ability to turn complex conversations into collaborative solutions
• Experience building team-wide sales plans—and executing them with clarity, agility, and measurable impact
• Energizing leadership style that motivates teams across multiple verticals to stay accountable, inspired, and focused
• Confidence managing performance and supporting growth across sales and account management roles
• Data-savvy mindset with fluency in Salesforce, Salesloft, and Microsoft Suite
• Deep familiarity with your local fitness and wellness landscape—or a strong desire to immerse yourself in it
• This person needs to ideally be based near Chicago, with the ability to travel around your region(s) up to 30% of the time.

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 position in the United States is $80,000 to $120,000. The total compensation package for this position also includes an uncapped target performance bonus plus comprehensive benefits.

The Company 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.