Stepful

HQ
New York
115 Total Employees
Year Founded: 2022

What's It Like to Work at Stepful?

Updated on December 18, 2025

Frequently Asked Questions

Job Satisfaction

Stepful supports employee job satisfaction through a combination of comprehensive benefits and a mission-driven culture.

Our benefits include (but are not limited to):

  • Hybrid work model: most FTEs work out of our open concept NYC office on Tuesdays, Wednesdays and Thursdays. We believe that in-person collaboration fosters innovation, strengthens culture, and accelerates decision-making.
  • Uncapped PTO policy: allows employees the flexibility to take time off as needed while ensuring business continuity.
    • To maintain a healthy balance, employees are encouraged to take 15 days of PTO annually.
  • 15 Work From Anywhere (WFA) days annually: to provide employees with additional flexibility while maintaining business continuity
  • Subsidized Medical, Dental, and Vision insurance plan options
  • FSA, HSA and commuter benefits
  • The option to participate in a 401(k) plan
  • Annual Learning & Development Stipend: providing financial support for employees to pursue professional learning opportunities that enhance skills and knowledge relevant to their role or career path at Stepful
  • Social connection:
    • Quarterly team-building activities to foster collaboration and engagement amongst our team
    • Monthly happy hours
    • Biweekly company-wide all-hands meetings

Additionally, we place a heavy emphasis on our mission: to help underserved individuals launch healthcare careers. This is emphasized through our four core values: ‘care first,’ ‘learn quickly,’ ‘build together’ and ‘own it.’

Tradeoffs

Given Stepful is a Series B startup, there is a level of fluidity inherent in most positions at the company. Roles are not always highly structured and, as a result of changing business needs, there is an expectation that employees will occasionally find themselves navigating ambiguous situations without a defined playbook.

That being said, in 2025 Stepful launched a formal career and leveling framework in concert with twice-annual performance reviews to address concerns about career progression.


 

Stepful's Benefits

Offers a remote work program