About the job
Join Our Team at Playground!
At Playground, we are revolutionizing the child care industry by creating an innovative operating system designed specifically for child care providers. Our advanced software simplifies essential tasks such as billing, enrollment, and parent communication, allowing providers to dedicate their time where it truly matters — with the children.
With significant investment backing and partnerships across multiple states, we are proud to serve thousands of schools nationwide. As we expand our reach into larger markets, we’re eager to bring on a driven Sales Development Representative (SDR) to help us generate and qualify leads.
Your Role
This position is vital to our growth strategy. Up until now, our sales efforts have been led by the founders, successfully engaging multi-site operators and large regional groups. Now, we need an SDR who has a proven track record in a similar environment, particularly within SMB-focused vertical SaaS companies like Toast, ServiceTitan, or Mindbody.
We’re looking for someone who excels at prospecting and lead qualification in complex settings. You’ll work closely with our founders to build the sales playbook and secure our next wave of enterprise customers.
Key Responsibilities
- Identify and generate leads for enterprise accounts including multi-site operators, franchises, and state organizations through various channels such as email, phone, and LinkedIn.
- Conduct discovery calls to qualify both inbound and outbound leads.
- Coordinate demos and meetings for our Account Executives.
- Develop and manage an outbound pipeline targeting new markets.
- Research potential clients and customize your outreach to address their specific challenges.
- Collaborate with the Marketing and Sales teams, as well as the founders, to refine lead generation strategies.
- Contribute to shaping our SDR processes, messaging, and playbooks.
Your Qualifications
- A minimum of 1 year of experience in an SDR or lead generation role within the B2B SaaS sector.
- Experience with SMB-focused vertical SaaS companies is essential.
- A strong record of exceeding lead quotas and qualifying sales opportunities.
- Exceptional outbound prospecting skills and the ability to build your own lead lists.
- Familiarity with CRM tools, particularly Salesforce, is preferred.

