AR and Billing Specialist

About the role

Rilla is seeking an AR and Billing Specialist to own end‑to‑end billing operations, from invoicing and collections to cash‑flow reporting and reconciliation. You will work closely with Finance, Operations, Customer Success and Sales to ensure accurate billing and maintain visibility into business performance.

Key responsibilities

• Partner with Sales, Customer Success and Engineering to set up customer billing according to contract terms.
• Prepare, review and distribute AR invoices via billing platforms and customer portals.
• Proactively contact customers with overdue balances to drive collections and resolve outstanding invoices.
• Maintain meticulous collections documentation and send timely account statements.
• Ensure accurate cash application of payments and keep AR ledgers clean.
• Support billing portal registrations and compliance, coordinating with legal, customer success and insurance teams.
• Identify and implement process improvements to streamline billing and AR operations.

Required profile

• Customer‑obsessive mindset with a focus on delighting clients.
• Continuous learner who seeks growth and embraces failure as a learning opportunity.
• Team player who values feedback and collaboration.
• Comfortable challenging conventional wisdom and experimenting with new ideas.
• Highly focused and efficient in prioritizing time and resources.

Required skills

• 1‑2+ years of experience in billing, accounts receivable or related finance/operations role.
• Familiarity with billing platforms and customer invoicing portals.
• Strong attention to detail and ability to manage high volume of accounts.
• Clear, professional communication, especially when following up on overdue balances.
• Entrepreneurial spirit and willingness to work hands‑on in a fast‑paced environment.

What we offer

• Salary $87,000 – $100,000 per year, with potential for higher compensation for exceptional candidates.
• Medical, dental and vision insurance.
• 401(k) retirement plan.
• Free meals (breakfast, lunch, dinner) six days a week.
• Wellness and gym benefits.
• Commuter benefits and relocation assistance.
• Generous paid time off (not accrual‑based) and $1,000 stipend for learning and personal growth.
• Tech equipment provided.