Senior Customer Success Manager – Educational Partnerships (Los Angeles Region)

About arenaflex

Driven by an unwavering mission to democratize education, arenaflex stands as one of the largest providers of educational support in North America, serving millions of students through impactful partnerships with thousands of school districts. At arenaflex, we believe that academic achievement should never be determined by socioeconomic status, geography, language, or any other barrier. That is why we have built a category-leading Educational Support System (ESS) that delivers 24/7 virtual access to qualified tutors and essay reviewers, giving every learner the tools they need to reach their full potential.

Founded in 2014, arenaflex is headquartered in Montreal, Quebec, and operates with a remote-first model that spans across the United States and Canada. We have been proudly recognized by GSV as one of the most transformational growth companies in digital learning, a testament to our relentless commitment to educational equity. If you are passionate about making a tangible difference in the lives of students and educators, arenaflex is the place where your work will create lasting impact.

Position Summary

We are seeking a customer-centric, data-driven, and mission-aligned Senior Customer Success Manager to join our growing Customer Success team and lead strategic relationships with school districts in the Los Angeles region. In this high-impact role, you will serve as the primary trusted advisor to school district leaders, school administrators, and teachers, driving meaningful adoption of the arenaflex platform across entire student bodies. You will partner with internal stakeholders across Sales, Account Management, Customer Marketing, Onboarding, and Product to ensure that every customer experiences exceptional value, activation, and long-term success.

The ideal candidate is proactive, exceptionally organized, analytical, and experienced in fostering deep customer relationships while working cross-functionally to achieve measurable outcomes. You are a proficient communicator who leads with empathy, a creative problem solver, and someone who thrives in a collaborative, fast-paced environment. A methodical, well-structured approach to your work will be essential as you manage a portfolio of accounts and lead a small team of regionally based Customer Engagement Specialists.

Key Responsibilities

• Customer Relationship Management: Build, manage, and grow deep, trust-based relationships with K-12 district partners, administrators, and educators, becoming their go-to strategic advisor for all things related to arenaflex.
• Adoption and Engagement: Drive teacher and student adoption of the arenaflex platform by developing tailored engagement strategies that align with each district's unique goals, culture, and academic priorities.
• Strategic Planning: Partner with customers to deeply understand their needs and co-develop meaningful, long-term success plans that feed their broader educational objectives and drive measurable academic impact.
• Product Mastery: Develop expert-level knowledge of all arenaflex products, features, and benefits, and confidently articulate the value proposition to diverse stakeholder audiences.
• Activation Funnel Management: Own and manage the student activation funnel, working closely with Account Management and Customer Onboarding to drive power users and consistent engagement across your book of business.
• Multi-Channel Engagement: Leverage a variety of engagement methods, including in-person district visits, presentations, virtual workshops, emails, and phone calls, to drive student activation and broad-based adoption.
• Revenue Growth: Identify and execute best practices and innovative tactics to drive revenue growth and expansion within the Los Angeles region.
• Strategic Problem Solving: Offer strategic, consultative solutions to customers, earning their trust by educating them on how to use arenaflex to drive academic outcomes, student confidence, and educator effectiveness.
• Metrics and Accountability: Manage and report on key performance metrics that feed into team-based goals around student activation, retention, growth, and customer advocacy.
• Voice of the Customer: Serve as the customer advocate within arenaflex, ensuring that product feedback, feature requests, and customer insights are systematically passed to the Product and Engineering teams.
• Team Leadership: Oversee a small team of regionally based Customer Engagement Specialists, providing strong, competent leadership that empowers them to reach their full potential and meet their individual and team objectives.

Essential Qualifications

• Experience: A minimum of 3+ years of experience working with customers in a Customer Success role, ideally within a high-growth B2B SaaS or B2B2C company.
• Data-Driven Mindset: You leverage data in all of your decision-making, using insights to inform strategy, measure impact, and continuously improve customer outcomes.
• Collaborative Independence: The ability to thrive in a collaborative, team-oriented environment while also working independently with minimal supervision.
• Exceptional Communication: Outstanding written and verbal communication skills, as you will be representing arenaflex in every customer interaction.
• Relationship Building: A proven pro at building strong, lasting relationships with customers, stakeholders, and cross-functional partners.
• Organizational Excellence: Outstanding organizational skills with the ability to manage multiple tasks, projects, and customer requests simultaneously.
• Results Orientation: A results-driven mindset, always keeping your next goal in mind and developing a clear plan to achieve it.
• Willingness to Travel: Willingness to travel 35%–40% of the time within the Los Angeles region and surrounding areas, with travel potentially fluctuating based on business needs.

Preferred Qualifications (Nice-to-Haves)

• Bilingual in Spanish: Highly preferred, given the diverse linguistic needs of the Los Angeles region.
• Data-to-Action Storytelling: The ability to share a specific example of a time you analyzed data and took meaningful action on those insights to help a customer achieve their goals.
• EdTech Experience: Prior experience in the education technology sector is a strong plus.
• High-Growth Experience: Experience working at a company that has scaled from $10 million to $100 million+ in revenue.

Skills and Competencies for Success

• Empathy and emotional intelligence in customer interactions
• Strategic thinking paired with tactical execution
• Adaptability and resilience in a dynamic, fast-paced environment
• Strong presentation and public-speaking skills for in-person district engagements
• Comfort with CRM platforms, data analytics tools, and customer success software
• Leadership capabilities with a coaching and development mindset
• Cross-functional collaboration and influence without authority
• Creative problem-solving with a solutions-first attitude

Career Growth and Learning Opportunities

At arenaflex, we are deeply committed to the professional growth of every team member. As a Senior Customer Success Manager, you will have access to continuous learning opportunities, mentorship from seasoned leaders in the education technology space, and a clear career path toward senior leadership roles in Customer Success, Account Management, or beyond. You will be empowered to take ownership of large, complex district portfolios, lead strategic initiatives, and shape the future of how arenaflex partners with school districts nationwide. Whether you aspire to manage a larger team, specialize in a particular region, or transition into strategic operations, arenaflex will invest in your development every step of the way.

Work Environment and Company Culture

arenaflex offers a remote-first work environment that gives you the flexibility to do your best work from wherever you thrive, while staying deeply connected to a dynamic, mission-driven team. Our culture is built on collaboration, integrity, selflessness, positivity, and tenacity. We approach every challenge with optimism and a relentless focus on outcomes, trusting each other to do the right thing and make an impact every single day. We believe that diverse teams build better products, and we are committed to fostering an inclusive workplace where every voice is heard and valued. We do not and will not discriminate on the basis of race, color, religion, gender, gender orientation, gender expression, age, national origin, disability, marital status, sexual orientation, or military status in any of our activities or operations.

Compensation, Perks, and Benefits

arenaflex offers a competitive compensation package along with a comprehensive benefits offering designed to support your well-being, your family, and your professional growth. Benefits and perks include:

• A remote-first work environment with the flexibility to do your best work
• A monthly stipend to help support the growth and comfort of your home office
• Unlimited access to tutoring services for the children of arenaflex employees, living our mission from the inside out
• Comprehensive medical, dental, and vision insurance
• Employee Assistance Program (EAP) for personal and family support
• Generous paid time off (PTO) and paid parental leave
• Retirement plan options to help you plan for the future
• Pet insurance and additional employee wellness perks
• A unique opportunity to make a real impact by making education more equitable for millions of students

Our Commitment to You

We know that no candidate will check every single box, and that is completely okay. The arenaflex team is built by passionate, innovative, and mission-driven people who share our vision for democratizing education. If you are excited about this role and believe you can make a meaningful contribution, we strongly encourage you to apply — even if your experience does not perfectly align with every qualification listed.

Join Us in Democratizing Education

Imagine a world where every learner has access to individualized support that helps them solve problems, explore new ways of learning, and chart their own unique paths toward success — both in school and in life. Today, arenaflex and our K-12 partners are actively turning that vision into reality. From 24/7 high-quality tutoring to after-school enrichment to college and career resources, our Educational Support System empowers students throughout their entire academic journey, helping them build the confidence they need for whatever comes next.

If you are ready to bring your customer success expertise, your passion for educational equity, and your leadership skills to a company that is genuinely transforming the lives of millions of students, we want to hear from you. Apply today and become a key part of the arenaflex mission to make true educational equity a reality for every student, everywhere.