SMB SaaS Account Executive

Account Executive, SMB SaaS

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 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 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. If you are excited by the prospect of helping build out Playground’s sales organization and joining a collaborative, high-growth startup — please apply!

About the Role:

As an Account Executive at Playground, you will play a critical role in driving new business and expanding our customer base. You will be responsible for the entire sales cycle, focusing on closing deals with qualified leads passed off from our SDR team. This role requires a self-starter with a proven track record in B2B SaaS sales, who is passionate about technology and thrives in a fast-paced environment. Additionally, this position will involve a “player-coach” aspect, where you will be expected to lead by example while mentoring and guiding junior team members.

What You'll Do:

• Closing Deals: Take ownership of qualified leads passed on by the SDR team, guiding them through the final stages of the sales process to successful close.

• Sales Process Management: Own and manage the entire closing process, from deep discovery to contract negotiation and closing. Develop and execute strategic closing techniques to achieve revenue targets.

• Customer Engagement: Build and maintain strong relationships with prospects and clients, understanding their business needs and providing tailored solutions.

• Collaboration: Work closely with marketing, product, and customer success teams to refine messaging, improve the sales process, and deliver an outstanding customer experience.

• Reporting & Analysis: Maintain accurate records in our CRM system, provide regular updates to management, and contribute to sales forecasting and planning.

• Continuous Improvement: Stay up-to-date on industry trends, competitive landscape, and product knowledge to effectively position our offerings in the market.

• Mentorship: Act as a player-coach by actively participating in sales activities while mentoring and supporting junior team members in their development.

What You Need:

• Proven Sales Experience: 3+ years of experience in B2B SaaS sales, with a track record of meeting or exceeding sales quotas. Experience in early childcare is a plus.

• Tech-Savvy: Strong understanding of SaaS products and the ability to communicate complex technical concepts to non-technical stakeholders.

• Customer-Centric: A deep understanding of customer needs and the ability to provide consultative sales advice that leads to successful outcomes.

• Results-Driven: A self-motivated individual who thrives in a high-performance environment and is relentless in pursuing goals.

• Excellent Communicator: Strong verbal and written communication skills, with the ability to effectively present and negotiate with senior-level decision-makers.

• Collaborative Team Player: Ability to work cross-functionally and contribute to a positive team culture while maintaining a high level of personal accountability.

• Adaptable: Comfortable working in a fast-paced, dynamic environment with the ability to quickly pivot when necessary.

• Player-Coach Mentality: A natural leader who can balance personal sales responsibilities with the mentorship and development of junior team members

Compensation:

• OTE for this position is $150,000 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. The listed salary is a guideline, and the salary for this role may be modified.

Why Join Playground:

• Competitive salary + equity

• 3 weeks of PTO

• Health, vision, and dental benefits

• $1200/year education stipend

• Free lunch daily

• New Macbook

• Collaborative and supportive work culture with a high level of autonomy and room for growth

• Help accelerate our mission to make excellent childcare accessible to all!

How to Apply:

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 Soho, NYC. Please make sure you are open to a fully in-person role before applying.

Check out: to learn more about our journey and co-founders Dan, Josh, and Sasha.

If you want to learn more about what life at Playground HQ is like, check out this post about one of our past recruiting happy hours + our Polaroid wall (our favorite office tradition)!