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Posted May 27, 2026

**Experienced Customer Success Associate – Student Loan Borrower Support (FT Contractor, Remote)**

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At arenaflex, we're on a mission to revolutionize the way Americans tackle student debt. With a team of passionate experts in policy, law, consumer finance, and engineering, we're dedicated to providing smart, algorithm-based recommendations to help borrowers save money and improve their financial health. As a Certified B Corporation, we're committed to making a positive impact on the lives of our users and the community at large. Our innovative approach has caught the attention of world-class investors, including General Catalyst, NextView, Greycroft, Foundation Capital, Story Ventures, QED Investors, and Flourish Ventures. With our Series A funding, we're poised to take our mission to the next level and make a meaningful difference in the lives of millions of Americans. **Your Role at arenaflex** As a Customer Success Associate on our Borrower Success Team, you'll play a critical role in helping student loan borrowers navigate our tools and enroll in federal forgiveness and repayment programs. With comprehensive training and hands-on experience, you'll become an expert in the student loan landscape and serve as the first point of contact for our users. This is a remote, full-time, contractor role for up to 5 months, with the possibility of extension or permanent hiring in NYC based on performance and company needs. As a member of our team, you'll have the opportunity to work with a dynamic group of professionals who are passionate about making a positive impact. **Key Responsibilities** * Understand arenaflex's product offerings and how they address borrowers' needs * Engage with borrowers via email and live chat, providing empathetic and clear communication * Review and submit applications for federal loan programs, ensuring accuracy and efficiency * Proactively suggest and implement ideas and automations that can help scale the team and improve user experience * Collaborate with the Borrower Success Team to achieve team and company growth goals in line with our social mission * Bring user feedback to life with the product, design, and engineering teams to create new features and offerings **Recommended Experience** We're seeking teammates with at least one year of relevant work experience, preferably in start-ups, finance (including financial aid or fintech), government programs, or customer support. If you're passionate about applying your talents in a fast-paced startup environment to tackle a major social issue of our time, we want to hear from you. During the interview process, we'll be evaluating these key qualities in your experience and potential: * **Detail oriented**: You can understand and communicate complex program requirements; you can capably manage internal systems and processes * **Fast learner**: You have demonstrated experience in quickly mastering new skills and knowledge areas * **Clear communicator**: You can field questions from borrowers with empathy, tact, and clarity * **Excellent teammate**: You collaborate with and support your teammates; you clearly communicate capacity and expectations **Our Values** At arenaflex, we're proud to be a mission-driven company with an inclusive culture. Our greatest asset is the set of values our team strives to embody every day: empathy, diversity, growth, determination, humility, and fun. We believe that by working together and embracing these values, we can create a positive impact on the lives of our users and the community at large. **What We Offer** As a Customer Success Associate at arenaflex, you'll have the opportunity to work with a dynamic team of professionals who are passionate about making a positive impact. You'll also enjoy: * Comprehensive training and hands-on experience in the student loan landscape * A competitive compensation package, including a base salary and benefits * Opportunities for career growth and professional development * A dynamic and inclusive work environment that values empathy, diversity, growth, determination, humility, and fun * The chance to work on a mission that has the potential to make a meaningful difference in the lives of millions of Americans **How to Apply** If you're passionate about making a positive impact and have the skills and experience to succeed in this role, we want to hear from you. Please submit your application through our website, including your resume, cover letter, and any relevant work samples or references. We can't wait to hear from you and learn more about your qualifications and experience. Join us at arenaflex to help fix the system and make a positive impact on the lives of millions of Americans. **Apply Now** Apply Job! Apply for this job