Quick Summary
Student Coaching & Support Proactively reach out to your caseload of students via email, text,
Responsibilities
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Proactively reach out to your caseload of students via email, text, and phone to keep them engaged and on track
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Build individualized success plans for students flagged as at-risk, addressing academic, motivational, or personal barriers to completion
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Monitor each student's academic progress, attendance, and payment status throughout their program
Log every touchpoint in Stepful's coaching and CRM tools to maintain a clear, accurate record of each student's journey
Keep student records current so anyone on the team can pick up a case with full context
Partner with instructors and Stepful's Student Operations team to escalate at-risk cases and recurring blockers so issues get resolved quickly
Share what you're seeing on the ground — what's helping students stay on track and what isn't — to help the Learning team keep improving the coaching model
1+ years of experience in student coaching, academic advising, career services, customer success, or another people-facing support role
Comfort managing a high volume of outreach and follow-up across email, text, and phone
Strong written and verbal communication skills, with the judgment to navigate sensitive or high-stakes conversations with care
Highly organized, with the discipline to manage a full caseload of students without letting anyone fall through the cracks
Comfortable learning new tools quickly, including CRM or case-management platforms
A reliable computer and high-speed internet connection
A quiet, professional workspace for calls and video check-ins
Availability during daytime hours, Monday - Friday 9am–7pm ET to align with student needs
Nice to Have
~1 min readYou've worked in healthcare, EdTech, or workforce-training environments
You have experience supporting first-generation, career-changing, or historically underserved learners
You've used tools like Front, HubSpot, or similar CRM/case-management platforms
What We Offer
~1 min readThe target hourly rate for this opportunity is $18/hour - $20/hour. This is a 1099 independent contractor position; individual pay may vary based on experience, internal pay equity, and other relevant factors. This role is not benefits-eligible.
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.
Location & Eligibility
Listing Details
- Posted
- August 28, 2026
- First seen
- September 25, 2026
- Last seen
- September 26, 2026
Posting Health
- Days active
- 0
- Repost count
- 0
- Trust Level
- 23%
- Scored at
- September 25, 2026
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