Playground is working to make excellent child care accessible to all. Playground has built best-in-class software to manage all aspects of running a child care business. We believe that providers should focus on providing incredible child care — the kind of work that only people can do — and that software should manage the rest. We’re building the child care management platform that eliminates the administrative work of running a center.
Playground is at an inflection point and poised for rapid growth. We recently raised millions of dollars, secured several statewide contracts, and are working with thousands of schools across the country. Our founders were recently honored as Forbes 30 Under 30.
We are a team of owners, unafraid to dive into large, complex projects. If you’re excited about helping build Playground’s sales organization and joining a collaborative, high-growth startup, we want to hear from you!
Manage and coach a team of Account Executives & Sales Development Representatives
Improve rep performance through call reviews, live coaching, and structured feedback
Optimize the sales funnel, improving demo-to-close conversion and time to close
Partner with RevOps to forecast accurately, track KPIs, and drive pipeline visibility
Collaborate with Marketing to ensure tight lead handoffs and iterate on what makes a high-quality lead
Collaborate with Customer Success to ensure customers are properly sold and handed off well
Refine sales processes across discovery, qualification, objection handling, and competitive differentiation
Support hiring, onboarding, and scaling of the sales team as we grow—including joining sales calls to model best practices and stay close to the pitch
2–5 years of experience managing high-performing sales teams in a B2B SaaS environment
Must have sold software to SMBs in a vertical SaaS (vSaaS) context
Deep understanding of SMB buyer psychology and how to run a consultative sale with time-constrained, cost-conscious decision-makers
Track record of success with inbound sales motions, and comfort coaching early outbound reps
Proficient in Salesforce for pipeline management and optimization
Excited to roll up sleeves to help build and scale systems, playbooks, and processes
Excellent communicator, motivator, and coach who leads by example
Metrics-driven and confident owning weekly forecasting and team performance
Competitive salary + equity
3 weeks of PTO
Health, vision, and dental benefits
$1200/year education stipend
Free lunch daily
New MacBook and any equipment you need
Collaborative and supportive work culture with a high level of autonomy and room for growth
Help accelerate our mission to make excellent child care accessible to all!
The annual OTE (60/40 split) for this position is $135,000 - $155,000, subject to standard withholding and applicable taxes. Job level and actual compensation will depend on individual qualifications assessed during the interview process (skills, prior experience, potential impact, scope of role, and work location). The listed range is a guideline and may be modified.
If you’re a hustler who’s excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now.
The Playground Team is fully in-office in Union Square, NYC. Please make sure you are open to a fully in-person role before applying.
Check out: https://www.tryplayground.com/about to learn more about our journey and co-founders Dan, Josh, and Sasha.
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Are you ready to take your sales career to the next level? Join Playground as a Sales Manager! We are on a mission to make excellent child care accessible to everyone, and we're looking for someone like you to help build our sales organization. In this role, based in the heart of New York City, you’ll manage and coach a rockstar team of Account Executives and Sales Development Representatives, driving performance through impactful coaching and feedback. You'll have the opportunity to optimize our sales funnel and work closely with our RevOps and Marketing teams to ensure high-quality leads are being handled efficiently. If you thrive in a collaborative, high-growth startup environment, you’ll find Playground an exhilarating place to grow your career. With 2-5 years of experience managing sales teams in a B2B SaaS context, you’ll understand the nuances of selling to SMBs and demonstrate a strong track record in inbound sales motions. You’ll truly become an integral part of our mission as we elevate child care through our best-in-class management software. You'll enjoy competitive compensation, benefits, a generous PTO policy, and the chance to help us scale while enjoying free daily lunches in our supportive company culture. If this sounds like your next big adventure, we’d love to hear from you!
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