Senior HR Generalist

The Pill Club, San Mateo, CA

Birth Control Delivery Pharmacy

About Pill Club

Pill Club is reinventing the way women receive healthcare and essential medicine. Starting with birth control, we create a patient experience that is personal, convenient, affordable, and delightful. We offer everything she needs in one place - healthcare through telemedicine, payment using credit card or insurance, and prescriptions by mail.

Our mission is to be a trusted healthcare partner for women, empowering them through access, choice, and education – all while delivering a positive and personal experience. Launched in 2016, the Pill Club is a leader in the technology-enabled virtual care and pharmacy space, serving hundreds of thousands of patients across the US.


As a People Operations (POPS) Senior Generalist (sometimes called HR Generalist or HR Business Partner), you will serve as the primary partner with your assigned business groups to support end-to-end employee management needs. You will work alongside business unit leaders constantly to help them scale, retain and drive a highly productive, engaged, and motivated workforce. As an early member of a small and growing team, you will help to develop and define the future of the POPS function at Pill Club. You will also work with executives and business leaders across the company to help drive the culture and the employee brand of the organization.

In addition to functional expertise, our ideal candidate will be a true self starter who can creatively solve problems in a growing and constantly evolving young company. This role requires incredible communication and stakeholder management skills. This individual needs to assess situations, develop solutions and actively execute.

This is a full-time role that will be based in San Mateo, Ca and requires on-site presence of at least 3-4 days a week. Assigned business groups will be primarily focused on operational groups, such as Patient Care, Pharmacy Operations, Logistics, and/or Medical Operations. 


  • Lead, manage and perform end-to-end POPS functions to support assigned business units, including but not limited to internal staffing, workforce planning, compensation and benefits support, leave administration, performance management, onboarding/offboarding, training, coaching, career development, etc.
  • Manage and resolve all complex Employee Relations issues within business groups
  • Build a strong consultative relationship with assigned groups; serve as key POPS point of contact, trusted advisor, and sounding board for leaders, managers, and Team Members.
  • Collaborate seamlessly with POPS, finance and legal to ensure strong consistent execution of all activities related to Team Member management
  • Work with management and business leaders to identify, define and implement POPS plans and solutions that address the needs of specific groups and the whole business.
  • Partner with the recruiting team and business leaders to build out cross functional programs to support diversity and inclusion
  • Utilize people metrics and data to drive and share key insights and opportunities with business leaders
  • Support and manage special projects
  • Drive cross-company programs/initiatives to help Team Members be productive and motivated at work for the entire employee lifecycle at Pill Club


  • 5+ Years of People Operations and/or Human Resources experience in roles demonstrating operational excellence and a passion for people; previous roles may have included HR Generalists, HR Business Partners (HRBP), or similar
  • Strong general understanding of all aspects of POPS/HR functions and practices, including previous hands-on experience with employee relations/compliance issues
  • Thorough knowledge of employment-related laws and regulations at the federal level and across multiple states/municipalities.
  • Proven ability to thrive in a fast-paced, high-pressure, outcome-oriented environment by demonstrating quick, thoughtful execution.
  • Self-starter who takes initiative, can operate autonomously, and thrives in ambiguity
  • Problem-solver who operates with a “get stuff done” attitude; excited by a fast-paced, fluid environment
  • Excellent interpersonal and communication (verbal and written) skills, with a demonstrated ability to listen effectively and comprehend quickly
  • High level of emotional intelligence
  • Team Member champion that can drive morale and develop trusted relationships with Team Members at all levels
  • Ability to build strong partnerships and establish credibility with business leaders across the organization
  • Excellent project and stakeholder management skills with high attention to detail
  • Experience driving organizational and culture change initiatives within a diverse workforce
  • Ability to scale easily between strategic, tactical and administrative tasks
  • Comfortable owning processes for high volumes of Team Members
  • Grounded in integrity and ability to maintain a high level of confidentiality with highly sensitive data and information
  • Comfortable working in Google Suite, Microsoft Office, and other administrative software
  • Experience using HRIS platforms or equivalent systems and software
  • Bachelor’s degree or equivalent experience 

Preferred Qualifications

  • Experience in a high-growth, technology-enabled startup
  • Knowledge of or experience in telemedicine or online pharmacy businesses
  • Experience with operationally-intense businesses with large groups of non-exempt staff
  • Masters Degree in Human Resources
  • HR (PHR or SHRM-CP) or similar certification
  • Experience with ADP Workforce Now
If you fit most of these requirements and love the idea of working to improve women’s health, please apply with a resume. We can’t wait to hear from you!

We are an Equal Employment/Affirmative Action employer. We do not discriminate in hiring on the basis of sex, gender identity, sexual orientation, race, color, religious creed, national origin, physical or mental disability, protected Veteran status, or any other characteristic protected by federal, state, or local law.

About The Pill Club

The Pill Club is the first all-in-one healthcare service delivering birth control across the US. Backed by Stanford physicians, The Pill Club is a telemed pharmacy focused on delivering birth control, emergency contraceptives, and free gifts to promote a healthy lifestyle. With the full support of incubators such as StartX and 500 Startups, The Pill Club is driven to ensure a personalized and connected healthcare experience and to empower women to take ownership of their health and bodies, while ensuring access and personal freedom. The Pill Club is based in San Francisco Bay Area, delivers to 17 states and prescribes in NY, CA, FL with plans to expand to 50 states in the next year.

The Pill Club

Want to learn more about The Pill Club? Visit The Pill Club's website.