sales
Posted 2 weeks agoSales Enablement
at Playground
New York, United StatesOn-site
Requirements
- If you are excited by the prospect of helping build Playground’s go-to-market engine and directly improving how we win deals against competitors — please apply.
- This is a high-visibility role reporting into Revenue leadership, with the opportunity to shape how our go-to-market teams learn, execute, and win in the field.
- experience in Sales or Sales Enablement who is excited to be deeply embedded in deal execution and help build the enablement function from the ground up.
- experience in Sales, Sales Enablement, Customer Success, or GTM roles in B2B SaaS - Prior quota-carrying Sales
- Experience coaching, training, or mentoring others (formal or informal) - Strong facilitation and communication skills (live training, presentations, roleplays) - Understanding of SaaS sales cycles and deal execution fundamentals - Familiarity with enablement tools (e.g., Salesforce, Gong, Highspot, Seismic, or similar) - Strong ownership mindset and comfort operating in ambiguity - Builder mentality, excited to create structure from scratch in a fast-moving environment - Empathy for Sales and Customer
Benefits
- 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.
- Final compensation will be determined based on experience, skills, interview performance, and scope of responsibility.
- WHY JOIN PLAYGROUND - Competitive salary + equity - 3 weeks PTO - Health, vision, and dental
- benefits - $1200/year education stipend - 401(k) - Free lunch daily - New MacBook + full equipment provided - High-ownership, high-autonomy culture - Direct impact on revenue performance and company growth trajectory - Opportunity to help build the enablement foundation from the ground up - Fully in-person team in Denver, CO or NYC HOW TO APPLY If you’re excited to help build a high-performing Sales and Customer Success organization, and want your work to directly improve ramp time, win rates, and deal
Additional details
- ABOUT PLAYGROUND 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.
- Playground is at an inflection point — and poised to grow extremely fast.
- We recently raised millions of dollars, have several statewide contracts, and are working with thousands of schools across the country.
- Additionally, our founders were recently honored as Forbes 30 under 30.
- We are a team of owners who are not afraid to dive into large, complex projects.
- ABOUT THE ROLE Playground is hiring a Sales Enablement (IC) as our first enablement hires.
- This role will play a foundational part in building a scalable enablement engine across Sales and Customer Success as we enter a high-growth phase.
- You will own onboarding, training, and ongoing upskilling programs that directly improve ramp time, productivity, and win rates.
- This role is best suited for someone with 2–4 years of