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Experienced Customer Billing Specialist – 6-Month Maternity Leave Cover Contract

Remote, USA Full-time Posted 2026-06-17

At arenaflex, we're revolutionizing the way businesses create and manage sales experiences. Our innovative platform empowers sales teams to drive revenue by making it easy to create beautiful, interactive collateral with analytics, payments, e-sign, and seamless integration into their CRM. With a strong business foundation, multi-million dollar ARR, consistent growth, and incredibly low churn, we're now scaling our growth and seeking a talented Customer Billing Specialist to join our team.

About the Role

We're looking for a detail-oriented and reliable Customer Billing Specialist to join us on a 6-month maternity leave cover contract, with the potential to extend. As a key member of our team, you'll play a crucial part in ensuring our customers have a smooth, accurate, and delightful billing experience. You'll work cross-functionally with our Sales, Customer Success, Support, and Finance teams to manage everything from invoicing to payments to vendor forms. If you're passionate about systems, love making sense of numbers, and are comfortable working autonomously, we'd love to hear from you!

What You'll Do

As a Customer Billing Specialist at arenaflex, you'll be responsible for:

  • Managing Stripe operations: create new customers and subscriptions, issue invoices, handle disputes, and monitor unusual activity.
  • Setting up and maintaining Chargebee records: assist Customer Success Managers with renewals, support Account Executives with new customer setups, and enable direct debit payment arrangements.
  • Overseeing Accounts Receivable: generate weekly reports, track outstanding invoices, and collaborate with CSMs to follow up with overdue customers.
  • Monitoring and reporting on AR to support weekly cash flow analysis.
  • Providing timely and thoughtful responses to customer queries via the billing inbox.
  • Taking ownership of the Billing Slack channel, helping resolve complex billing-related support cases with the Support Team.
  • Drafting and submitting vendor forms when required by customers.
  • Reconciling Hubspot closed-won deals: ensure all deals are properly billed via invoice or Stripe and follow up on missing setups.
  • Keeping ChartMogul in sync: ensure all new, expanded, and renewing customers are reflected correctly.

About You

To succeed in this role, you'll need:

  • Excellent command of English, with strong written and verbal communication skills.
  • Experience in billing, accounts receivable, or finance operations, ideally in a SaaS or tech environment.
  • Familiarity with Stripe, Chargebee, and Hubspot (or similar tools) and confidence navigating them.
  • Detail-oriented and strong organizational skills; nothing slips through the cracks!
  • Clear and empathetic communication skills, especially in writing.
  • Ability to thrive in a remote, asynchronous environment and take initiative.
  • Experience working with cross-functional teams, including Sales, Customer Success, and Support.

Bonus Points

If you have:

  • Experience with ChartMogul or other SaaS analytics tools.
  • Background working in startups or fast-growing companies.
  • Familiarity with customer support tools like HelpScout.

Why Join arenaflex?

At arenaflex, we offer a dynamic and supportive work environment that fosters growth and learning. As a Customer Billing Specialist, you'll have the opportunity to work with a talented team, develop your skills, and contribute to the success of our business. We're committed to providing a competitive compensation package, including:

  • A competitive salary.
  • Comprehensive benefits, including health insurance, retirement plan, and paid time off.
  • Opportunities for professional growth and development.
  • A dynamic and supportive work environment.

How to Apply

If you're passionate about billing, customer experience, and working in a fast-paced startup environment, we'd love to hear from you! To apply, please visit our website at [insert link]. We can't wait to welcome you to our team!

About arenaflex

arenaflex is a leading provider of innovative sales experiences, empowering businesses to drive revenue and growth. With a strong business foundation, multi-million dollar ARR, consistent growth, and incredibly low churn, we're now scaling our growth and seeking talented individuals to join our team. At arenaflex, we're passionate about creating a dynamic and supportive work environment that fosters growth and learning. Join us and be part of our exciting journey! Apply for this job

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