Senior Customer Service Representative III – Remote (arenaflex) – Membership Benefits, Subscription Management & Outbound Sales

Job Overview

arenaflex, a leading organization in the medical association sector, is expanding its member‑focused support team. We are seeking a highly motivated and experienced Customer Service Representative III who thrives in a fast‑paced, remote environment while also embracing occasional on‑site collaboration in Chicago. This role offers a clear pathway from a temporary assignment to a permanent, full‑time position, with competitive hourly rates that transition to a salaried package upon conversion.

Why Join arenaflex?

At arenaflex, we are dedicated to improving the health‑care ecosystem by providing members with unparalleled access to resources, education, and professional networking opportunities. Our culture is built on collaboration, continuous learning, and a deep respect for diversity and inclusion. As a women‑owned, WBE‑certified organization, we champion equity in every facet of our operations, ensuring that every employee feels valued, heard, and empowered to grow.

Joining our team means you will be part of a purpose‑driven mission, work alongside industry experts, and enjoy a flexible remote work arrangement complemented by a supportive community that meets in Chicago 6‑8 times a year for strategic events, training sessions, and team‑building activities.

Key Responsibilities

• Outbound Outreach: Conduct 60‑70% of your weekly activities through outbound calls, actively promoting membership upgrades, new product offerings, and up‑service programs to meet and exceed unit sales goals.
• Member Inquiries: Handle a high volume of inbound phone calls and emails regarding membership benefits, pricing structures, and enrollment processes with professionalism and efficiency.
• Website Support: Guide members through the arenaflex website, assisting with account registration, password resets, and navigation of member portals.
• Product & Billing Assistance: Provide clear information on association products, order status, billing inquiries, and resolve any discrepancies promptly.
• Journal Subscription Management: Manage both print and online journal subscriptions, including order entry, troubleshooting service interruptions, processing returns, and making subscription adjustments as needed.
• Continuous Improvement: Participate actively in training programs, performance reviews, workgroup initiatives, and service‑center improvement projects to enhance overall customer experience.
• On‑Site Collaboration: Attend scheduled events in Chicago 6‑8 times per year, representing arenaflex, building relationships with members, and contributing to in‑person strategic initiatives.

Essential Qualifications

• Bachelor’s degree or a minimum of three years of relevant customer service or telemarketing experience (preferred).
• Demonstrated success in an outbound call environment, with at least two years of upselling experience.
• Proficiency with service‑center tools, including telephony platforms, performance measurement dashboards, and CRM applications.
• Exceptional oral and written communication skills, capable of delivering clear, courteous, and persuasive interactions via phone and email.
• Ability to thrive in a high‑volume, production‑oriented setting while maintaining accuracy and attention to detail.
• Willingness and ability to travel to Chicago 6‑8 times per year for organizational events and training sessions.

Preferred Qualifications & Skills

• Experience in the healthcare or medical association industry, understanding of membership models and professional licensing.
• Advanced knowledge of subscription management systems and e‑commerce platforms.
• Strong analytical mindset with the ability to interpret call metrics and identify opportunities for process improvement.
• Demonstrated ability to work independently in a remote setting while staying aligned with team goals and company culture.
• Familiarity with diversity, equity, and inclusion (DEI) initiatives and a commitment to fostering an inclusive environment.

Compensation & Benefits

We offer a competitive compensation package that reflects your expertise and the value you bring to arenaflex:

• Hourly rate of $22 – $23 during the temporary phase.
• Conversion to a permanent salaried role with an annual compensation range of $45,000 – $48,000.
• Comprehensive health insurance coverage, including medical, dental, and vision plans.
• Flexible remote work arrangement with a reliable home‑office stipend.
• Paid time off, holidays, and sick leave to support work‑life balance.
• Professional development budget for certifications, webinars, and industry conferences.
• Employee assistance program (EAP) and wellness resources.

Career Growth & Development

arenaflex is committed to your long‑term success. As you excel in this role, you will have access to a clear career ladder that includes opportunities such as:

• Senior Customer Service Lead – overseeing a team of representatives and shaping service strategy.
• Member Experience Manager – driving cross‑functional initiatives to enhance member satisfaction and retention.
• Sales Enablement Specialist – focusing on advanced outbound sales tactics and revenue growth.
• Training & Development Coordinator – designing and delivering onboarding and continuous learning programs.

Our mentorship program pairs you with seasoned professionals who provide guidance, feedback, and networking opportunities to accelerate your career trajectory.

Work Environment & Culture

Our remote‑first philosophy empowers you to work from anywhere while staying connected through regular virtual meetings, collaborative tools, and a vibrant digital community. The occasional Chicago gatherings are designed to deepen relationships, celebrate achievements, and align on strategic priorities.

arenaflex fosters an inclusive culture where diverse perspectives are celebrated. As a WBE‑certified organization, we prioritize gender equity, support for underrepresented groups, and a workplace free from discrimination. You will find a supportive environment that encourages innovation, respects work‑life boundaries, and values each employee’s unique contributions.

Application Process

If you are ready to bring your expertise in customer service, outbound sales, and subscription management to a mission‑driven organization, we invite you to apply. Please submit your resume, a cover letter highlighting relevant experience, and be prepared to discuss your ability to travel to Chicago for the required events.

arenaflex is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

How to Apply

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