Full-Time

SaaS Account Executive

Playground

Playground

51-200 employees

Childcare administration and billing SaaS platform

Compensation Overview

$155k - $165k/yr

+ Equity + $1,200/year education stipend

Denver, CO, USA

In Person

Fully in-office at the Denver office.

Category
Sales & Account Management (1)
Required Skills
Sales
CRM

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Requirements
  • At least 3 years of experience in business-to-business software-as-a-service sales, with a track record of meeting or exceeding sales quotas.
  • Strong understanding of software-as-a-service products and the ability to communicate complex technical concepts to non-technical stakeholders.
  • A deep understanding of customer needs and the ability to provide consultative sales advice that leads to successful outcomes.
  • Strong verbal and written communication skills, with the ability to effectively present and negotiate with senior-level decision-makers.
  • The ability to work cross-functionally and contribute to a positive team culture while maintaining a high level of personal accountability.
  • Comfort working in a fast-paced, dynamic environment with the ability to quickly pivot when necessary.
  • The ability to balance personal sales responsibilities with mentoring and development of junior team members.
Responsibilities
  • Take ownership of qualified leads passed on by the sales development representative team and guide them through the final stages of the sales process to a successful close.
  • Own and manage the entire closing process, from deep discovery through contract negotiation and closing, and develop and execute strategic closing techniques to achieve revenue targets.
  • Build and maintain strong relationships with prospects and clients, understand their business needs, and provide tailored solutions.
  • Work closely with marketing, product, and customer success teams to refine messaging, improve the sales process, and deliver an outstanding customer experience.
  • Maintain accurate records in the customer relationship management system, provide regular updates to management, and contribute to sales forecasting and planning.
  • Stay current on industry trends, the competitive landscape, and product knowledge to effectively position the company's offerings in the market.
  • Participate actively in sales activities while mentoring and supporting junior team members in their development.
Desired Qualifications
  • Experience in early childcare.

Playground, legally Carline Inc., provides a centralized SaaS platform that helps early childhood education centers manage administrative and financial tasks. The software covers billing, attendance, enrollment, family communication, paperwork, and reporting, and is accessible via web and mobile apps with features like contactless sign-in. Centers subscribe to an all-in-one system that consolidates data and automates daily workflows across one or many sites, replacing spreadsheets and scattered tools. Playground aims to streamline childcare administration so providers spend more time with children and become the standard operating system for childcare businesses.

Company Size

51-200

Company Stage

Seed

Total Funding

$3M

Headquarters

New York City, New York

Founded

2018

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Simplify Jobs

Simplify's Take

What believers are saying

  • Weekly changelog updates in 2026 show active product velocity and shipping discipline.
  • Capterra lists 194 verified reviews, signaling real customer usage and market traction.
  • Playground now supports biweekly billing, program-level revenue reports, and public event pages.

What critics are saying

  • Playground raised only $3.35 million; brightwheel has far deeper capital and distribution.
  • No recent funding suggests slower hiring, weaker sales expansion, and tighter runway.
  • If Playground cannot out-innovate brightwheel, multi-location centers will standardize elsewhere by 2027.

What makes Playground unique

  • Playground ships weekly product updates across CRM, billing, payroll, enrollment, and CACFP.
  • Camber Voice Agent and Knowledge Base add AI workflow automation for childcare operators.
  • Playground targets early childhood centers with mobile check-in, family communication, and reporting.

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Benefits

Health Insurance

Vision Insurance

Dental Insurance

401(k) Retirement Plan

401(k) Company Match

Paid Vacation

Paid Holidays

Holiday Leave

Equity?

Growth & Insights

Headcount

6 month growth

4%

1 year growth

3%

2 year growth

10%