Billing Operations Specialist

This is a fully remote position, open to applicants in United States, +3 more countries.

📋 Description

• Oversee daily payment activities, monitor failed transactions, resolve billing discrepancies, and follow up on overdue accounts until resolution.

• Manage and execute Stripe workflows from start to finish, including the use of Stripe Invoicing.

• Set up invoice templates, establish rules, and determine delivery schedules.

• Collaborate with Customer Success to onboard clients with precise billing terms and pricing structures.

• Create and dispatch recurring invoices, verify payments, and implement appropriate tax and pricing frameworks.

• Maintain and audit data within Stripe and internal CRM systems.

• Identify and address customer disputes, subscription anomalies, charge errors, and billing escalations.

• Assist with billing automation, Stripe tooling, documentation, and compliance processes.

• Aid in revenue recognition and monthly financial reporting.

• Work alongside Product and Engineering teams on platform-generated billing events and complex subscription logic.

• Ensure adherence to HIPAA, PCI, and other regulatory standards related to billing and payment processes.

⛳️ Requirements

• A minimum of 2 years of experience in billing, accounts receivable, or revenue operations within a SaaS or healthcare company.

• Demonstrated ability to pursue and finalize unpaid invoices — you are proactive and persistent in collections.

• Highly detail-oriented with robust analytical, investigative, and organizational abilities.

• Experienced in managing high-volume recurring billing, subscription modifications, and charge disputes.

• Capable of working collaboratively across teams and independently in a fast-paced, remote-first startup setting.

• Possess clear and professional written communication skills.

• Preferred: familiarity with HIPAA-compliant systems, telehealth processes, or B2B SaaS pricing strategies.

• Preferred: knowledge of SQL.

• Preferred: proficiency in Excel.

🏝️ Benefits

• Competitive salary and performance-based incentives.

• Comprehensive healthcare benefits.

• Flexible work hours and remote work options.

• Opportunities for professional development and career advancement.