HealthSherpa
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HealthSherpa Benefits Overview
HealthSherpa offers a comprehensive and people-first benefits package that supports employees’ well-being, growth, and connection. We cover 100% of medical, dental, and vision premiums for employees and their families, along with life, disability, inclusive healthcare, wellness programs, and even pet insurance. Our compensation philosophy includes a 401(k) with company match, equity, and pay transparency. We provide generous time-off benefits including PTO, sick leave, paid holidays, a company-wide rest day, parental and family leave, adoption and fertility support, and a sabbatical program-- plus resources for life events such as hardship and bereavement leave. We also invest in professional and personal growth through tuition reimbursement, quarterly book stipends, and internal mobility programs. Our remote-first culture includes home office, internet, and grocery stipends, relocation assistance, and team offsite trips and meet-up budgets to foster connection. Finally, we’re deeply committed to diversity and inclusion, with mandated bias training, employee resource groups, equitable hiring practices, and a strong culture of collaboration, recognition, and shared strategic planning.
Compensation + Benefits
Offers 401(K)
Offers disability insurance
HealthSherpa's disability insurance benefit is 60% of an employee's annual salary up to a $2,500 maximum weekly payout. Employees can also opt into additional coverage.
Provides hardship benefits
HealthSherpa offers hardship benefits for reproductive leave loss, being the victom of a crime, and more.
Provides 401(K) matching
We have a tiered matching program for all full-time employees.
Offers life insurance
HealthSherpa offers life insurance for all employees with the ability to opt in to additional individual term life insurance for you and your dependents.
Provides adoption assistance
Our parental leave program includes support for foster and adoptive families.
Provides family medical leave
HealthSherpa offers support for medical leave.
Provides fertility benefits
Most of our healthcare plans include fertility benefits; for those that are not enrolled in them, we offer a partnership with Carrot Fertility.
Offers childcare benefits
HealthSherpa offer a dependent care FSA that employees can contribute toward each year.
Offers generous parental leave
HealthSherpa offers between 10 and 16 weeks of fully paid parental leave in addition to whatever employees qualify for in their state of residence.
Offers company equity
Provides relocation assistance
If employees live in states in which access to pregnancy termination services or gender-affirming care are restricted and/or illegal, HealthSherpa offers support for moving and relocation expenses.
Provides pay transparency
Offers performance bonuses
Provides home-office stipend for remote employees
All HealthSherpa employees are eligible for a home-office stipend upon joining the company.
Offers dental insurance
HealthSherpa covers 100% of health, dental, and vision premiums for all of our employees, their spouses or domestic partners, and their dependents.
Offers health insurance
HealthSherpa covers 100% of health, dental, and vision premiums for all of our employees, their spouses or domestic partners, and their dependents.
Offers vision insurance
HealthSherpa covers 100% of health, dental, and vision premiums for all of our employees, their spouses or domestic partners, and their dependents.
Offers transgender health care benefits
Offers Flexible Spending Account (FSA)
HealthSherpa offers Flexible Spending Accounts in conjunction with any of our healthcare plans.
Offers pet insurance
HealthSherpa offers a partnership with Fetch to enroll in discounted pet insurance.
Offers mental health benefits
HealthSherpa offers free memberships to Headspace, in addition to therapy and mental health support through Spring Health.
Offers abortion travel benefits
HealthSherpa offers an inclusive healthcare policy for inclusive medical care services; we provide financial support and dedicated leave for reproductive and gender-affirming care.
Work-Life Balance + Wellbeing
Offers company-sponsored outings
Most HealthSherpa teams conduct annual offsite meetings; in addition, we have a meet-up policy that allows employees to expense meals when meeting with local coworkers.
Offers Employee Resource Groups
Offers wellness programs
HealthSherpa offers discounted health club memberships through Wellhub.
Offers generous PTO
HealthSherpa offers 20 days of PTO to all employees at the company.
Provides paid sick days
Provides bereavement leave
Provides paid holidays
Offers sabbatical leave
When a HealthSherpa employee completes five years of service, they are eligible for a four-week fully paid sabbatical.
Utilizes company-wide vacation
In order to celebrate our team's hard work during Open Enrollment Day, we have a company-wide vacation day in February.
Career Growth + Development
Provides continuing education stipend
Provides paid industry certifications
Provides personal development training
Provides online course subscriptions
Provides tuition reimbursement
HealthSherpa offers an annual tuition reimbursement program to all employees once they have completed their first year of employment.
Provides virtual coaching services
Promote from within
Company Culture
Has a diversity manifesto
Offers diversity-based Employee Resource Groups
HealthSherpa offers employee resource groups for staff who are BIPOC, women, LGBTQ+, and caregivers.
Mandated unconscious bias training
This training is done in collaboration with our DEIB partner, Holistic.
Hiring practices promote diversity
HealthSherpa uses software to screen for inclusive job descriptions, uses standardized interviews and rubrics, and asks questions on values and skills like allyship and advocacy.
Offers a remote work program
Our team is fully US-based remote.
Implements team-based strategic planning
Hosts in-person all-hands meetings
HealthSherpa has weekly all-hands meetings, though they are conducted remotely.
Some meals provided
HealthSherpa offers a monthly grocery stipend to all employees.
Established employee awards to honor work and contributions



