Remote Invoice-to-Cash Billing Support Specialist

LeadStack Inc.; United States; Remote; USD 90,000 - 103,000; Full time

Job summary

LeadStack Inc. is seeking a Billing Specialist / Invoice to Cash Support Specialist (L2) on a 1-year contract. You will be the front line for customer billing inquiries, own internal escalations from Sales and GTM, and collaborate across Billing, RevOps, and Support to resolve issues so invoices get paid.

Strong AR, Excel, and SaaS billing knowledge are essential. The role emphasizes customer-facing, resolution-focused work in a fast-paced, remote setting with SLAs and multiple internal

Qualifications

• 2 to 5 years of experience in accounts receivable, billing operations, or high-volume customer operations.
• Experience with a payment processor, ERP, AR automation platform, or ticketing tool (e.g., Stripe, NetSuite, Tesorio, JIRA).
• Exposure to SaaS or usage-based billing models.
• Prior experience in a customer-facing billing, collections, or Tier 2 support function.

Responsibilities

• Serve as a front line for high-volume customer billing and Invoice to Cash questions, resolving each within SLAs from open to close.
• Own internal escalations from Sales and GTM teams, chasing down answers across Billing, Sales Ops, RevOps, Tax, and Support.
• Work directly with customers to resolve issues, obtain missing remittances, clarify details, and send clear, customer-ready responses until the issue is closed.
• Take on research and reconciliation work from Collections and Cash Application, including payment research and unapplied cash investigations.
• Run account reconciliations, tying out customer ledgers across payment processor, billing systems, and the GL when discrepancies arise.
• Spot recurring process or system gaps and call them out for fixes.
• Escalate and track system configuration and engineering fixes to resolution.
• Hands-on, customer-facing experience in accounts receivable, billing operations, order to cash, finance operations, or high-volume customer ops.
• Intermediate Excel or Google Sheets skills, including lookups, pivots, and basic reconciliation logic.
• Experience working a ticket or case queue, managing multiple items at different stages.
• Experience understanding how customer contracts translate into invoices.
• Strong attention to detail, including catching variances and mismatched invoice numbers/dates.
• Clear, professional written communication with customers and internal partners.
• Ability to work from a remote US location and manage your own queue without close supervision.

Skills

Accounts Receivable

Billing Operations

Invoice-to-Cash (I2C)

Account Reconciliation

Payment Investigation

Cash Application

Customer Billing Support

Case / Ticket Queue Management

Microsoft Excel / Google Sheets

Contract-to-Invoice Understanding

ERP / Billing Systems

SaaS / Usage-Based Billing

AI Tools & Workflow Automation

Cross-Functional StakeholderManagement

Problem-Solving & Root Cause Analysis

Tools

Stripe

NetSuite

Tesorio

JIRA

Job description

LeadStack Inc. is seeking a Billing Specialist / Invoice to Cash Support Specialist (L2) on a 1-year contract. You will be the front line for customer billing inquiries, own internal escalations from Sales and GTM, and collaborate across Billing, RevOps, and Support to resolve issues so invoices get paid.

Strong AR, Excel, and SaaS billing knowledge are essential. The role emphasizes customer-facing, resolution-focused work in a fast-paced, remote setting with SLAs and multiple internal