Billing Operations Specialist

About the role

Bask Health is a fast-growing SaaS company helping healthcare entrepreneurs launch, manage and scale virtual care services. It is looking for a Billing & Revenue Operations Lead to take full ownership of its internal billing systems and customer invoicing workflows. The role works cross-functionally with Customer Success, Finance, Product and Engineering to make billing accurate, timely and compliant, and helps scale revenue operations and billing automation.

Key responsibilities

• Monitor payment activity daily, track failed charges, resolve billing issues and follow up on past-due accounts until closed
• Own and run all Stripe workflows end-to-end, including Stripe Invoicing: configure invoice templates, rules and delivery schedules
• Partner with Customer Success so new customers are onboarded with accurate billing terms and pricing
• Generate and send recurring invoices, confirm payments and apply the right tax and pricing structures
• Maintain and audit Stripe and internal CRM data to ensure 100% billing accuracy
• Resolve customer disputes, subscription edge cases, charge errors and billing escalations
• Help scale billing automation, Stripe tooling, documentation and compliance workflows
• Support revenue recognition and monthly reporting for Finance
• Work with Product and Engineering on platform-generated billing events and complex subscription logic
• Ensure compliance with HIPAA, PCI and other regulatory standards in billing and payments

Required profile

• 2+ years of experience in billing, accounts receivable or revenue operations at a SaaS or healthcare company
• Proven ability to chase and close unpaid invoices; proactive and persistent with collections
• Experience with high-volume recurring billing, subscription changes and charge disputes
• Able to work cross-functionally and independently in a fast-paced, remote-first startup environment
• Clear, professional written communication, as you will email customers and internal teams often

Nice to have

• Familiarity with HIPAA-compliant systems, telehealth workflows or B2B SaaS pricing models
• SQL and Excel