Founding Customer Success Lead – Healthcare Benefits Innovation at arenaflex

At arenaflex, we're revolutionizing the way Americans interact with their healthcare benefits. We believe that by simplifying complex healthcare data into accessible financial experiences, we can empower individuals to make informed decisions, save time, and reduce stress. As a Founding Customer Success Lead, you'll play a pivotal role in shaping the future of healthcare benefits and driving arenaflex's mission forward.

About arenaflex

arenaflex is a pioneering healthcare benefits company dedicated to making healthcare benefits less confusing. Our innovative approach combines cutting-edge technology with a deep understanding of the complexities of healthcare. We're not just a company – we're a community of passionate individuals driven by a shared vision to transform the healthcare landscape.

Who We're Looking For

You're an exceptional leader with a passion for customer success, a knack for building strong relationships, and a drive to make a meaningful impact. You're a strategic thinker with a proven track record of managing complex client relationships, driving outcomes, and adapting to fast-paced environments. If you're a collaborative, results-driven professional with a passion for healthcare and a desire to join a dynamic team, we want to hear from you.

Key Responsibilities

As a Founding Customer Success Lead at arenaflex, you'll be responsible for:

• Client Relationship Building: Act as the strategic advisor and day-to-day contact for a portfolio of employer clients and their benefits consultants. Define and execute client program strategies that integrate arenaflex with broader benefit ecosystems.
• Cross-functional Collaboration: Partner with the product team to channel client feedback into roadmap priorities and feature development. Work closely with sales to align on account strategy, identify growth opportunities, and support renewal and expansion.
• Client Success: Regularly share reporting, engagement metrics, and insights to highlight arenaflex's value, impact, and ROI. Identify risks early, surface client challenges, and proactively implement solutions to ensure retention and satisfaction.
• Open Enrollment Success: Collaborate with clients to drive meaningful employee adoption and awareness during open enrollment periods.
• Renewal Process: Manage the full renewal process, ensuring smooth transitions and identifying upsell or benefit expansion opportunities.

Essential Qualifications: Must-Haves

* 3+ years in customer success, account management, consulting, or similar client-facing role, ideally in a B2B SaaS, healthcare, or benefits environment.

• Proven track record of managing strategic relationships with mid-size to large employer clients, including C-suite stakeholders.
• Experience driving outcomes such as adoption, utilization, renewal, and upsell.
• Excellent communicator – written, verbal, and visual – with a knack for storytelling and building trust.
• Strong project management and organizational skills; ability to manage competing priorities across clients.
• Comfortable working in ambiguity and adapting quickly in a fast-paced, early-stage environment.
• Proficiency with CRM tools, data platforms, and reporting dashboards.

Preferred Attributes: Nice-to-Haves

* Experience in healthcare, digital health, or employee benefits.

• Familiarity with open enrollment, plan design, and cost transparency tools.
• Experience in an early-stage start-up environment, building a function from scratch.
• Interest/experience in building a team as we scale.
• Based in NYC or willing to work in-office 3x per week.

Total Rewards Package

* Cash compensation range: $130,000 – $160,000 per year (based on experience and location).

• Equity (stock options) for all full-time employees.
• Flexible PTO.
• Best-in-class Medical, Dental, and Vision insurance – plus access to arenaflex to help you choose the best plan.
• 401(k) matching.
• Quarterly team offsites.

Application Process

If you're a motivated and results-driven professional with a passion for customer success and healthcare, please submit your application. We can't wait to hear from you!

Our Values

At arenaflex, we're guided by a set of core values that shape our culture and drive our mission:

• Users first: We care about solving real problems for real people.
• Transparency: We communicate honestly to build confidence and trust.
• Resilience: We take on the hardest challenges in a complex industry.
• Curiosity: We ask questions and explore better ways of doing things.
• Duty: We take our role in healthcare seriously – it's not optional.
• Collaboration: We achieve more together than alone.

Equal Opportunity Employer

arenaflex is an equal opportunity employer. We value diversity and prohibit discrimination and harassment of any kind. Apply for this job