Head of People Operations


United States Remote

Full time

People Operations / Mid/Senior level

Apr 20

This job is no longer accepting applications.

At Flossy, we are a team of dentists, technologists, and designers who were frustrated with the high cost of dental insurance that doesn’t actually cover much, and the tedious process of searching for and booking a high-quality dentist at an affordable price. Flossy eliminates the need for confusing dental insurance by offering a pay-as-you-go membership delivering excellent dental care at up to 50% off what dentists normally charge. Our beautifully designed app gives you a convenient way to search for a dentist, book an appointment, and pay for your visit from your smartphone. 

About the role: Flossy is seeking a dedicated and self-motivated Head of People Operations to lead our People Team. We are building a team of the best talent and searching for an organizational powerhouse that can collaborate with multiple internal teams and stakeholders. You will manage our full employee life-cycle, including recruiting, onboarding, internal operations, and employee experience. As the Head of People Operations, you will have the driver’s seat and direct impact on the next phase of our growth. This position will report to the Co-Founder/President of Flossy. 

What You’ll Do:

  • Responsible for building and scaling the entire Flossy organization. Develop and execute overall recruiting strategy for hyper-growth (fill 30 - 50 positions this year)
  • Lead the long-term planning and execution of talent acquisition, retention, and diversity strategies
  • Work with our Founders / Leaders to drive cultural initiatives and infuse our values throughout the organization and all outward-facing initiatives.
  • Design and implement effective and appropriate talent management processes, systems, and tools to support a high-performing culture. This includes performance reviews, training and development, and compensation and ensure follow-through
  • Partner with our Finance/Operations team to create the best office environment, benefits package, and employee experience as possible.
  • Continually monitor our team’s morale and engagement to ensure happiness and retention.
  • Plan and direct employee engagement events, which promote a high-performing inclusive, and mission-driven culture.

Who you are:

  • You move fast! And enjoy it!
  • You’re positive, proactive, professional with a passion for developing and improving processes and procedures within high-growth companies.
  • Able to handle sensitive and critical situations with expertise and discretion, interacting effectively with diverse populations and personalities.
  • You’ve implemented and managed a diverse range of HR processes: recruiting, performance management, compensation, and more.
  • Master’s degree in HRIR or PHR certification preferred

Benefits & Perks:

  • 100% company-paid health, dental, and vision coverage for you and 50% for your dependents, as well as life insurance
  • Unlimited paid time off - we trust your discretion
  • Cell phone reimbursement
  • Annual professional development stipend
You must be logged in to to apply to this job.


Your application has been successfully submitted.

Please fix the errors below and resubmit.

Something went wrong. Please try again later or contact us.

Personal Information


View resume



Dental Care Re-imagined