HealthSherpa
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Benefits at HealthSherpa
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.
Financial + Retirement
401(K)
401(K) matching
We have a tiered matching program for all full-time employees.
Company equity
Performance bonus
Pay transparency
Child Care + Parental Leave
Adoption Assistance
Our parental leave program includes support for foster and adoptive families.
Childcare benefits
HealthSherpa offer a dependent care FSA that employees can contribute toward each year.
Family medical leave
HealthSherpa offers support for medical leave.
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.
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.
Office Perks
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.
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.
Some meals provided
HealthSherpa offers a monthly grocery stipend to all employees.
Home-office stipend for remote employees
All HealthSherpa employees are eligible for a home-office stipend upon joining the company.
Professional Development
Continuing education stipend
Online course subscriptions available
Paid industry certifications
Promote from within
Tuition reimbursement
HealthSherpa offers an annual tuition reimbursement program to all employees once they have completed their first year of employment.
Personal development training
Virtual coaching services
Health Insurance + Wellness
Dental insurance
HealthSherpa covers 100% of health, dental, and vision premiums for all of our employees, their spouses or domestic partners, and their dependents.
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.
Flexible Spending Account (FSA)
HealthSherpa offers Flexible Spending Accounts in conjunction with any of our healthcare plans.
Health insurance
HealthSherpa covers 100% of health, dental, and vision premiums for all of our employees, their spouses or domestic partners, and their dependents.
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.
Pet insurance
HealthSherpa offers a partnership with Fetch to enroll in discounted pet insurance.
Vision insurance
HealthSherpa covers 100% of health, dental, and vision premiums for all of our employees, their spouses or domestic partners, and their dependents.
Wellness programs
HealthSherpa offers discounted health club memberships through Wellhub.
Mental health benefits
HealthSherpa offers free memberships to Headspace, in addition to therapy and mental health support through Spring Health.
Transgender health care benefits
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.
Diversity
Diversity manifesto
Mandated unconscious bias training
This training is done in collaboration with our DEIB partner, Holistic.
Diversity employee resource groups
HealthSherpa offers employee resource groups for staff who are BIPOC, women, LGBTQ+, and caregivers.
Hiring practices that 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.
Vacation + Time Off
Generous PTO
HealthSherpa offers 20 days of PTO to all employees at the company.
Paid holidays
Paid sick days
Sabbatical
When a HealthSherpa employee completes five years of service, they are eligible for a four-week fully paid sabbatical.
Bereavement leave benefits
Hardship benefits
HealthSherpa offers hardship benefits for reproductive leave loss, being the victom of a crime, and more.
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.
Culture
Remote work program
Our team is fully US-based remote.
Team based strategic planning
Employee resource groups
In-person all-hands meetings
HealthSherpa has weekly all-hands meetings, though they are conducted remotely.
Employee awards


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