management
Posted Apr 23VP of SMB Sales
at Playground
Denver, United StatesOn-site
Requirements
- ABOUT THE ROLE Playground is hiring a VP of SMB Sales to own revenue delivery and go-to-market strategy for our SMB segment — including single-location centers, small multi-site operators, and family childcare providers across the country.
- You’ll report directly to the Head of Sales and act as a key partner on org design, territory planning, pricing strategy, and overall GTM execution.
- experience in high-velocity, transactional sales environments (2–6 week sales cycles) -
- Experience with fintech or payments-integrated business models - Strong Salesforce and data-driven management skills -
- Experience designing comp plans, territories, and capacity models WHAT MAKES A GREAT FIT - You’ve built scalable sales infrastructure including onboarding, playbooks, and coaching systems - You think in systems and can diagnose performance issues across people, process, pipeline, and product - You are passionate about discovery-driven selling and coach it consistently - You lead through leverage — developing leaders and elevating entire teams - You bring strong opinions but remain adaptable in a
Benefits
- We’re building the child care management platform that eliminates the administrative burden of operating a center.
- Experience in vertical SaaS or high-growth startup environments is a strong plus LEADERSHIP TRAITS - High emotional intelligence and ability to build trust quickly - Low ego, high accountability mindset - Strong coaching orientation — you develop people rather than step in for them - Curious and analytical in how you approach problems - Bias for action with the ability to move quickly and iterate WHY JOIN PLAYGROUND - Competitive salary + meaningful equity - 3 weeks PTO - Health, vision, and dental
- benefits - $1,200/year education stipend - Free lunch daily - A strong sales culture with defined methodology and a robust playbook - High-growth environment with significant opportunity for impact and advancement COMPENSATION On-target earnings for this role are $400,000, including base salary and variable compensation.
- Final compensation will be determined based on experience, impact, and scope.
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.
- We believe that providers should focus on delivering incredible care — the kind of work that only people can do — and that software should manage the rest.
- Playground is at an inflection point — and poised to grow extremely fast.
- We’ve recently raised millions in funding, secured 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 challenges.
- If you’re excited by the opportunity to scale a high-performing sales organization at a mission-driven, high-growth startup — we’d love to meet you.
- This is our largest and fastest-growing segment, and the foundation is working.
- Your role is to scale it — without breaking what makes it successful.