SDR (Sales Development Representative)

About the role

Playground is building the operating system for child care. Our software helps child care providers manage billing, enrollment, parent communication, and more — so they can spend less time on admin work and more time with kids. We’ve raised millions from top investors, secured statewide partnerships, and work with thousands of schools across the country. We’re now expanding up-market — selling into larger multi-site operators, franchise systems, and state organizations — and we’re looking for a Sales Development Representative to generate and qualify leads.

Responsibilities

• Possess strong outbound prospecting skills and build your own lists to prospect and generate leads for enterprise accounts (multi-site operators, franchises, state organizations) via email, phone, and LinkedIn.
• Qualify inbound and outbound leads through discovery calls.
• Schedule demos and meetings for Account Executives.
• Build and manage outbound pipeline into net-new markets.
• Research prospects and tailor outreach to customer pain points.
• Collaborate with Marketing, Sales, and founders on lead generation strategies.
• Help shape our SDR processes, messaging, and playbooks.

Requirements

• 1+ years in SDR or lead generation role in B2B SaaS.
• Experience at an SMB-focused vSaaS company required (Toast, ServiceTitan, Mindbody, etc.).
• Proven track record of meeting lead quotas and qualifying opportunities.

Qualifications

• Comfortable with CRM tools like Salesforce.
• Thrives in a high-ownership, fast-growth environment.
• Low-ego, collaborative, and curious about customers.

Skills

• Strong outbound prospecting skills.
• Ability to tailor outreach to customer pain points.
• Collaboration and teamwork.

Benefits

• Competitive salary + equity
• 3 weeks of PTO
• Health, vision, and dental benefits
• $1200/year education stipend
• Free lunch daily
• Collaborative and supportive work culture with a high level of autonomy and room for growth

Pay

OTE for this position is $90,000 subject to standard withholding and applicable taxes. Job level and actual compensation will be decided on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location.

Schedule

The Playground Team is fully in-office in Union Square, NYC and LoDo, Denver offices. 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.