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Posted May 21, 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 public policy, law, consumer finance, and engineering, we're dedicated to providing smart, algorithm-based recommendations that help borrowers save money and achieve financial stability. As a Certified B Corporation, we're committed to serving the 45 million Americans burdened by student debt, and we're seeking a talented Customer Success Associate to join our Borrower Success Team. **About arenaflex** arenaflex combines policy expertise and innovative technology to serve student loan borrowers across the country. Our founding team has years of experience in tackling some of the greatest challenges of our generation, and we're backed by a team of world-class investors, including General Catalyst, NextView, Greycroft, Foundation Capital, Story Ventures, QED Investors, and Flourish Ventures. We're proud to be a mission-driven company with an inclusive culture, and we're committed to helping all borrowers improve their financial health through better repayment strategies. **Your Role** As a Customer Success Associate on our Borrower Success Team, you'll work directly with student loan borrowers to help them navigate arenaflex's tools and enroll in federal forgiveness and repayment programs. With training and hands-on experience, you'll quickly 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** * 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, 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 **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. Experience working in a fast-paced startup environment and a passion for tackling major social issues are a plus. **Essential 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, manage internal systems and processes with ease * **Fast learner**: You have demonstrated experience in quickly mastering new skills and knowledge areas, adapting to changing priorities and requirements * **Clear communicator**: You can field questions from borrowers with empathy, tact, and clarity, ensuring seamless communication and support * **Excellent teammate**: You collaborate with and support your teammates, clearly communicating capacity and expectations to drive team success **Values** We're proud to be a mission-driven company with an inclusive culture, and we're committed to embodying the following values every day: * **Empathy**: We put ourselves in our borrowers' shoes, understanding their challenges and needs * **Diversity**: We celebrate our differences and foster an inclusive environment that values diverse perspectives * **Growth**: We're committed to learning and growing, both as individuals and as a team * **Determination**: We're driven to make a meaningful impact and tackle the toughest challenges in student loan debt * **Humility**: We recognize our limitations and are open to feedback and new ideas * **Fun**: We believe that work should be enjoyable and rewarding, and we strive to create a positive and supportive team culture **Career Growth Opportunities and Learning Benefits** As a Customer Success Associate at arenaflex, you'll have the opportunity to: * Develop expertise in the student loan landscape and become a trusted resource for borrowers * Collaborate with cross-functional teams to drive growth and innovation * Receive training and support to help you succeed in your role * Participate in ongoing learning and development opportunities to enhance your skills and knowledge * Contribute to a mission-driven organization that's making a meaningful impact in the lives of millions of Americans **Work Environment and Company Culture** arenaflex is a remote-friendly company, and we're committed to creating a flexible and supportive work environment that allows you to thrive. Our company culture is built on empathy, diversity, growth, determination, humility, and fun, and we're passionate about creating a positive and inclusive team culture. **Compensation, Perks, and Benefits** We offer a competitive compensation package, including: * A salary range of $60,000 - $80,000 per year, depending on experience * A comprehensive benefits package, including health, dental, and vision insurance * A 401(k) matching program to help you save for your future * Flexible paid time off and holidays * Opportunities for professional development and growth * A fun and supportive team culture that's passionate about making a difference **How to Apply** If you're passionate about making a difference in the lives of millions of Americans and have the skills and experience to succeed in this role, we encourage you to apply. Please submit your resume and a cover letter explaining why you're the perfect fit for this role and our company culture. We can't wait to hear from you! 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