Head of Sales (Enrollment)

| Greater Boston Area
As our Head of Enrollment, you will play a critical role in driving CozyKin’s hypergrowth. Your data-driven leadership will help focus the enrollment team to deliver an empathetic, informative and efficient experience for prospects families.


  • Application Management: Oversee the use of various applications and platforms to produce data for the sales team. By evaluating data, ensure the success of an application or implement a new solution if the evaluation yields unsatisfactory results.
  • Data Management: Manage and evaluate data to determine the effectiveness of a process by market, team and individual rep level.
  • Drive daily operations, training, coaching and mentoring of the Enrollment team
  • Conduct data analysis for strategic planning to exceed enrollment department goals of deposit conversion, volume and efficiency as a team and across each Enrollment team member
  • Ensure each lead is tracked at all stages of the process -Engage families directly during matters that require resolution on senior-level decisions
  • Work cross functionally with multiple departments to develop and implement changes to the Enrollment process, including talking points, system utilization, measurement, and updates to our platform and service, among others. 
  • Collaborate with Marketing, Partnerships, Finance and the executive team to provide visibility into past, present and future Enrollment efforts
  • Oversee escalated issues on the Enrollment team
  • Work closely with operations and customer experience leaders to ensure consistency and to collaborate on company-wide Enrollment initiatives
  • Support the Growth team to establish better reporting system for the upper part of the funnel


  • 3+ years of experience in sales, enrollment or a related role
  • Experience working with consumers directly to de-escalate issues
  • Willingness to act as an individual contributor taking Enrollment meetings when required
  • A deep understanding of data and systems to extract actionable insights
  • Experience managing and leading teams from strategy to execution
  • Stellar analytical and strategic thinking skills
  • Ability to maintain a high level of confidentiality


  • Insurance benefits (medical, dental, vision) for you & your dependents
  • Vacation, sick, and holiday paid time off
  • Discounted childcare services
  • Commuter benefits
  • Base Compensation: $80,000 - $90,000
    Bonus: $40,000 - $50,000
    Equity: 0.0% - 0.1%

Our Company Values
Heart For Children: We do what's best for the child. That's also what's best for the parents, nannies, and our community.
Courage In Action: We do hard things with empathy. We take the hill. We own our work. We get it done.
Accelerate Together: We choose to accelerate. We champion growth. We empower others to do the same.

Read Full Job Description


Our HQ office is right in the heart of Central Square.

What are CozyKin Perks + Benefits

Friends outside of work
Eat lunch together
Daily stand up
Open door policy
Team owned deliverables
Group brainstorming sessions
Open office floor plan
Health Insurance & Wellness Benefits
Dental Benefits
Vision Benefits
Health Insurance Benefits
Team workouts
CozyKin has regular in-office yoga sessions led by certified baby yoga expert!
Retirement & Stock Options Benefits
Company Equity
Child Care & Parental Leave Benefits
Child Care Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Vacation & Time Off Benefits
Generous PTO
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Stocked Kitchen
Professional Development Benefits
Lunch and learns
CozyKin hosts lunch and learn meetings weekly.
Cross functional training encouraged
Promote from within
More Jobs at CozyKin1 open job
All Jobs