Experienced Customer Success Manager – Leave Experience and Employee Benefits

At arenaflex, we're revolutionizing the way employees take care of their leave and benefits. Our mission is to empower every working person to take care of the important things in life when it matters most, removing all the friction that exists today for both employees and employers. We're a fast-growing company with a passion for making a difference, and we're looking for a talented Customer Success Manager to join our team.

About arenaflex

arenaflex is a cutting-edge company that's changing the face of employee leave and benefits. We're a team of innovators, thinkers, and doers who are passionate about making a positive impact on people's lives. Our goal is to create a world where employees can take care of their leave and benefits with ease, without the hassle and stress that comes with it. We're committed to building a diverse, equitable, and inclusive workforce that reflects the communities we serve.

What You'll Do

As a Customer Success Manager at arenaflex, you'll be responsible for owning the long-term success of our customers. You'll partner with HR, Benefits, and Finance leaders to drive measurable value, secure renewals, and unlock growth through strategic cross-sell and upsell opportunities. You'll also help them deliver a leave experience that's thoughtful, compliant, and scalable.

Key Responsibilities

* Own the customer relationship post-sale: Build strong, consultative partnerships with a portfolio of accounts, becoming their go-to person for all things leave-related from onboarding through renewal.

• Drive expansion and upsells: Proactively identify opportunities for cross-functional adoption (e.g. new teams, geographies, or policies)
• Deliver measurable value: Use data and product insights to show ROI, surface impact, and guide renewal and expansion conversations.
• Advocate for customers internally: Share feedback with Product, Operations, Support, and Sales teams to improve our offering and anticipate customer needs.
• Lead strategic renewals: Prepare for and lead renewal conversations grounded in value delivered, usage insights, and future opportunities.
• Identify expansion opportunities: Spot ways arenaflex can support additional teams, policies, or workflows and partner with Sales when it's time to grow.
• Build for scale: Help evolve the CS playbook, including lifecycle frameworks, success plans, and expansion workflows.

You'd Be a Great Fit If You Are

* Revenue-minded and strategic: You can spot commercial opportunities, understand buying signals, and love working cross-functionally to drive growth.

• A business savvy relationship builder: You're comfortable engaging with everyone from Benefits Managers to CFOs to arenaflex's internal stakeholders and know how to align arenaflex's value with business goals.
• An excellent communicator: You bring clarity, empathy, and confidence to every customer conversation both written and verbal and are comfortable navigating conflict with calm and professionalism, even in highly escalated situations.
• Customer-first: You're passionate about advocating for your customers and helping them solve real, high-impact problems.
• Strategic and proactive: You think ahead, plan touchpoints thoughtfully, and bring ideas to customers before they ask.
• Detail-oriented and dependable: You track moving pieces and follow through because your customers trust you to stay on top of what matters.
• Curious and growth-minded: You're excited to learn the intricacies of leave laws, insurance coordination, and the employer/employee experience.

Bonus If You Have

* Experience in HR tech, benefits platforms, or B2B SaaS.

• A background working with high-growth or early-stage teams.
• A background in identifying and executing on cross-sell and upsell opportunities.
• Familiarity with building out playbooks or contributing to cross-functional process development.

Some Benefits You Can Expect as a Part of the arenaflex Team

* Competitive salary and equity

• Medical, dental, and vision insurance coverage
• Unlimited vacation and sick time
• Professional development budget and commuter benefits
• Office setup and wellness stipends
• 6-8 weeks of disability leave for birthing parents and 12 weeks of bonding for birthing and non-birthing parents
• 4 weeks of flexible, paid compassionate leave
• Flexible work schedule
• Daily in-office lunches

Salary

The salary for this role is $119,000.

Diversity, Equity, Inclusion, and Belonging

At arenaflex, we believe that diversity, equity, inclusion, and belonging (DEIB) serve as the foundation for a successful team, product, and community. We're committed to building a company where everyone can bring their authentic selves to work and be set up for success. Creating a diverse, equitable, and inclusive workforce requires ongoing effort and attention. We are committed to cultivating space for feedback and expanding our understanding of DEIB as our community grows.

Equal Employment Opportunity

arenaflex is an equal employment opportunity employer and welcomes applications from diverse candidates. We are committed to creating an inclusive and respectful work environment that values diversity and promotes equal opportunities for all employees.

How to Apply

If you're passionate about making a difference in the lives of employees and employers, and you're excited about the opportunity to join our team, please apply to this role. We can't wait to hear from you! Apply for this job