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

Remote, USA Full-time Posted 2026-06-16

Are you a detail-oriented and reliable professional with a passion for systems and numbers? Do you thrive in a remote, asynchronous environment and enjoy working with cross-functional teams? We're looking for a skilled Customer Billing Specialist to join our team at arenaflex on a 6-month maternity leave cover contract, with the potential to extend.

About arenaflex

arenaflex is a leading platform that creates sales experiences that drive revenue. We're building a beautiful product that solves a real market need, and that in turn has made us a strong business with a multi-million dollar ARR, consistent growth, and incredibly low churn. Our platform makes it easy to create beautiful, interactive collateral with analytics on what buyers are interacting with, payments, e-sign, easy integration into your CRM, and all the other functionality you wish your old PDF documents had.

What You'll Do

As a Customer Billing Specialist at arenaflex, you'll play a key 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. Your responsibilities will include:

  • 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

We're looking for someone with excellent command of English, strong written and verbal communication skills, and experience in billing, accounts receivable, or finance operations, ideally in a SaaS or tech environment. You should be familiar with Stripe, Chargebee, and Hubspot (or similar tools) and confident navigating them. You'll need to be detail-oriented, have strong organizational skills, and be a clear and empathetic communicator, especially in writing.

Bonus Points

Experience with ChartMogul or other SaaS analytics tools, background working in startups or fast-growing companies, and familiarity with customer support tools like HelpScout are all bonus points.

Why Join arenaflex?

* Work with a talented team of professionals who are passionate about creating sales experiences that drive revenue.

  • Contribute to the growth and success of a strong business with a multi-million dollar ARR, consistent growth, and incredibly low churn.
  • Enjoy a remote, asynchronous work environment that allows you to work from anywhere and at any time.
  • Take ownership of your work and make a real impact on our customers' billing experiences.
  • Develop your skills and expertise in billing, accounts receivable, and finance operations.
  • Enjoy a competitive salary and benefits package, including [insert benefits].

How to Apply

If you're a motivated and detail-oriented professional with a passion for systems and numbers, we'd love to hear from you. Please submit your application, including your resume and a cover letter, to [insert contact information]. We can't wait to hear from you!

About arenaflex

arenaflex is a leading platform that creates sales experiences that drive revenue. Our platform makes it easy to create beautiful, interactive collateral with analytics on what buyers are interacting with, payments, e-sign, easy integration into your CRM, and all the other functionality you wish your old PDF documents had.

Our Culture

We're a remote, asynchronous team that values flexibility, autonomy, and collaboration. We're passionate about creating sales experiences that drive revenue and are committed to delivering exceptional customer service. We're looking for someone who shares our values and is passionate about billing, accounts receivable, and finance operations.

Our Benefits

We offer a competitive salary and benefits package, including [insert benefits]. We're committed to supporting our employees' growth and development, and offer opportunities for professional development and career advancement.

Our Team

We're a talented team of professionals who are passionate about creating sales experiences that drive revenue. We're looking for someone who is motivated, detail-oriented, and has a passion for systems and numbers.

How to Apply

If you're a motivated and detail-oriented professional with a passion for systems and numbers, we'd love to hear from you. Please submit your application, including your resume and a cover letter, to [insert contact information]. We can't wait to hear from you! Apply for this job

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