Customer Billing and Support Associate

HeadQuarters; United States; Remote; USD 42,000 - 66,000; Full time

Job summary

HeadQuarters, a global start-up supporting US cannabis companies, seeks a Customer Billing and Support Associate to manage receivables, process invoices, and assist customers with billing inquiries. This remote role offers exposure to Dynamics and Acumatica ERP within a fast-paced environment.

You will collaborate with finance and sales teams, monitor aging, resolve disputes, and ensure accurate reporting while maintaining strong communication with clients and internal stakeholders.

Qualifications

• Excellent English written and verbal communication required.
• Detail-oriented with comfort handling numbers and data.
• Experience with billing, finance, accounting or similar role is a plus.

Responsibilities

• Collections & Aging Management: Manage and maintain aged accounts receivable across wholesale retail accounts, ensuring timely collection efforts and resolution of delinquent balances.
• Proactive Follow-Up: Monitor aging reports and proactively follow up on upcoming and past-due invoices through phone calls, emails, and written correspondence while maintaining accurate documentation of all account activity and collection efforts.
• Dispute Resolution: Investigate, resolve, and reconcile account discrepancies, invoice disputes, deductions, short payments, and unapplied cash in a timely and professional manner.
• Payment Processing: Process, apply, and reconcile customer payments and credit memos accurately within Dynamics and Acumatica ERP systems.
• Credit Risk Monitoring: Monitor customer credit risk, review payment trends, assist with payment term requests, and support credit reviews for new and existing retail accounts.
• Sales Partnership: Partner with sales personnel to manage customer accounts, review credit limits, enforce credit holds on delinquent accounts, and balance collections priorities with customer relationship management.
• Account Reconciliation: Perform account reconciliations and support retail partners with statement reviews, payment research, and dispute resolution.
• Risk Escalation: Identify delinquent or high-risk accounts and recommend payment arrangements, escalations, third-party collections, or legal action when necessary.
• Reporting: Maintain accurate account records and prepare reporting related to AR aging, account status, collections activity, and critical account updates.
• Leadership Engagement: Participate in weekly meetings with the CFO and Financial Controller to provide updates on critical accounts, collection risks, and overall AR performance.

Skills

English communication

Verbal communication

Problem solving

Detail-oriented

Tools

Dynamics

Acumatica ERP

Job description

About Us:

HeadQuarters is a global start-up that partners with US cannabis companies to provide support in finance, sales operations, and logistics. We are currently seeking an Customer Billing and Support Associate to join our growing accounting team.

The Opportunity:

As a Customer Billing and Support Associate with HeadQuarters, you will be responsible for managing and monitoring receivables, preparing and processing invoices, and supporting customers with billing-related inquiries and account matters. We are looking for a detail-oriented, organized professional with excellent English and strong communication skills who is comfortable working with numbers and financial information and is ready to grow in a high-volume, fast-paced environment. The working hours for this role are 9:00 AM–5:00 PM EST or 9:00 AM–5:00 PM PST, depending on the client. In Serbia, this corresponds to 3:00 PM–11:00 PM or 6:00 PM–2:00 AM, respectively.

Key Responsibilities:

• Collections & Aging Management:Manage and maintain aged accounts receivable across wholesale retail accounts, ensuring timely collection efforts and resolution of delinquent balances.
• Proactive Follow-Up:Monitor aging reports and proactively follow up on upcoming and past-due invoices through phone calls, emails, and written correspondence while maintaining accurate documentation of all account activity, customer communication, and collection efforts.
• Dispute Resolution:Investigate, resolve, and reconcile account discrepancies, invoice disputes, deductions, short payments, and unapplied cash in a timely and professional manner.
• Payment Processing:Process, apply, and reconcile customer payments and credit memos accurately withinDynamicsandAcumatica ERPsystems.
• Credit Risk Monitoring:Monitor customer credit risk, review payment trends, assist with payment term requests, and support credit reviews for new and existing retail accounts.
• Sales Partnership:Partner with sales personnel to manage customer accounts, review credit limits, enforce credit holds on delinquent accounts, and balance collections priorities with customer relationship management.
• Account Reconciliation:Perform account reconciliations and support retail partners with statement reviews, payment research, and dispute resolution.
• Risk Escalation:Identify delinquent or high-risk accounts and recommend payment arrangements, escalations, third-party collections, or legal action when necessary.
• Reporting:Maintain accurate account records and prepare reporting related to AR aging, account status, collections activity, and critical account updates.
• Leadership Engagement:Participate in weekly meetings with the CFO and Financial Controller to provide updates on critical accounts, collection risks, and overall AR performance.

Qualifications:

• Excellent English communication skills, both written and verbal.
• Strong communication, presentation, negotiation, and problem-solving skills.
• Previous experience in billing, finance, accounting, collections, customer support, or a similar role is a plus.
• Highly organized, detail-oriented, and comfortable working with numbers, data, and financial information.
• Experience working with ERP systems is a plus; familiarity with Dynamics or Acumatica is an advantage.

Work fully remotely in a flexible and collaborative environment

Build your expertise inbilling and customer accounts while supporting leading U.S. cannabis companies

Grow your career through hands-on experience, ownership, and continuous learning

Our Values

We are guided by curiosity, collaboration, and persistence. We seek to understand deeply, work collectively to solve complex challenges, and remain resilient in pursuit of meaningful, long-term impact. These principles shape how we operate as a team and how we support the success of our clients.

Take a look at this short video featuring a few words from the CEO about our company, industry insights, and founding HQ!

Looking forward to meeting you! www.tryheadquarters.com