Student Support Specialist

About Stepful:

Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—especially those from underserved communities—launch high-demand healthcare careers.

In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to build talent pipelines and address the growing shortage of allied health workers. Our graduates, including Medical Assistants, Pharmacy Technicians and more, go on to work at major employers like CVS, NY-Presbyterian, and Walgreens.

Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $31.5M Series B led by Oak HC/FT. Additionally, we were named the #1 EdTech company in the U.S. by TIME for 2025 and to GSV's 150 Most Transformational Growth Companies in Digital Learning.

We’re unlocking the full potential of the global workforce—improving access to quality healthcare for everyone, everywhere.

Our values:

We credit much of our success to our exceptional team. We’re looking for mission-driven individuals who thrive in fast-paced, sometimes ambiguous environments, and embody our four core values:

Care first: We do whatever it takes for our students to succeed.

Learn quickly: We test, learn with data, and iterate.

Build together: We win when we rely on each other.

Own it: We show up, take initiative, and show pride.

The opportunity:

As a Student Support Specialist, you will serve as front-line support to our students providing the information they need to enroll, graduate from their program, and find a job. You will work collaboratively with team members across the organization to see student issues through to resolution, including technical concerns and questions about Stepful, while providing the best customer experience.

This is a fully remote 1099 contract position.

This role requires availability during daytime hours, Monday through Friday (typically between the house of 9 AM – 9 PM EST).

What you'll do:

• Support students who are struggling with motivation, grades, or program payments by helping them problem-solve and stay on track toward completing their training.

• Provide timely, resolution-focused support to our students successfully resolving inquiries using Front/HubSpot

• Answer phone calls from current and potential students in the program.

• Respond to email, SMS, and social media inquiries from potential students.

• Create and update help documentation that supports our students navigate frequently asked questions

What you'll bring:

• Two years of experience in customer service, student support, or ed-tech role (preferred)

• Experience having used Front, Zendesk, or similar CRMs in a previous role (Front experience preferred)

• Strong communication skills and high attention to detail to ensure our students’ issues are resolved in the most efficient manner.

• Strong problem-solving skills to address issues and identify improvement opportunities.

What you'll need:

• A reliable computer that can handle multi-tasking among many online tools and video-conferencing software.

• High-speed internet.

• A quiet, professional workspace.

**This role requires availability during daytime hours, Monday through Friday (typically between 8 AM – 8 PM ET).

Compensation: This role pays $18–$20 per hour.

Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.