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Posted May 21, 2026

**Experienced Customer Success Associate (FT Contractor, Remote) – Join arenaflex in Revolutionizing Student Loan Repayment**

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At arenaflex, we're on a mission to empower 45 million Americans burdened by student debt to save money through smart, algorithm-based recommendations. Our innovative approach combines policy expertise and cutting-edge technology to serve student loan borrowers across the country. As a Certified B Corporation, we're committed to helping all borrowers improve their financial health through better repayment strategies. With a strong foundation in public policy, law, consumer finance, and engineering, our founding team has years of experience tackling some of the greatest challenges of our generation. Recently, we've secured significant funding from world-class investors, including General Catalyst, NextView, Greycroft, Foundation Capital, Story Ventures, QED Investors, and Flourish Ventures. This investment has enabled us to further develop our product and expand our reach. **Watch our quick video to learn more about how arenaflex's product works** and hear what our borrowers have to say about us. **Your Role:** As a member of our Borrower Success Team, you'll play a vital role in helping student loan borrowers navigate arenaflex's 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. **Key Responsibilities:** * Develop a deep understanding of 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, driving growth and innovation * 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 **Reporting Structure:** This position will report directly to the Head of Borrower Success, ensuring seamless communication and collaboration within the team. **Recommended Experience:** We're seeking teammates with at least one year of relevant work experience. Experience with start-ups, finance (including financial aid or fintech), government programs, or customer support is highly valued. We're excited to work with teammates who are passionate about applying their talents in a fast-paced startup environment to tackle a major social issue of our time. **Key Qualities:** During the interview process, we'll be evaluating the following 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:** 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. Read more about what these mean to us at [www.arenaflex.org/careers](http://www.arenaflex.org/careers). **Why Join arenaflex?** At arenaflex, we're not just building a company – we're building a movement. We're committed to creating a more equitable and just financial system, and we need talented individuals like you to help us achieve our mission. Join us to help fix the system and make a meaningful impact on the lives of millions of Americans. **Ready to Join the arenaflex Team?** Apply now to become a part of our dynamic and mission-driven team. We can't wait to hear from you! Apply Job! Apply for this job