AR and Billing Specialist

Rilla; New York (NY); On-site; USD 87,000 - 100,000; Full time

Benefits offered by this job

Medical, dental, and vision insurance

401(k) retirement plan

Gym membership

Paid time off - not accrual-based

$1,000 stipend for learning and personal growth

Job summary

Rilla is seeking a Billing & AR Specialist to join our Finance team in New York City. You'll own billing operations from invoicing to cash flow reporting, working closely with Sales and Customer Success to ensure timely collections.

The ideal candidate has 1-2+ years in finance or operations, strong attention to detail, and effective communication skills. This role offers a competitive salary of $87,000 to $100,000 annually along with benefits including health insurance and professional growth stipends.

Qualifications

• 1-2+ years of experience in billing, accounts receivable, or related finance/operations role.
• Strong attention to detail to manage high volume of accounts.
• Entrepreneurial spirit and willingness to work hands-on in a fast-paced environment.

Responsibilities

• Partner with Sales and Customer Success to ensure billing setup is correct.
• Prepare and distribute AR invoices through billing platforms.
• Proactively reach out to customers with overdue balances for collections.

Skills

Attention to detail

Professional communication

Problem-solving

Education

Bachelor’s degree in Accounting, Finance, Economics or related field

Tools

Billing platforms

Customer invoicing portals

Job description

Overview

Rilla is the leading virtual ridealong software for outside sales. Our vision is to bring the power of conversation intelligence from the Zoom meeting and the call center to more than 10M salespeople who work offline. We are a Cloud 100 Rising Star company backed by Crystal Huang (Google Ventures) and Byron Deeter (Bessemer Venture Partners).

The Role

Billing & AR Specialist to join Rilla's Finance team. You will own billing operations end to end—from invoicing and collections to cash flow reporting and reconciliation. This includes proactively reaching out to customers with overdue balances to resolve outstanding invoices and keep cash moving. You will work closely with Finance, Operations, Customer Success, and Sales to tighten up systems and maintain visibility into business performance.

Who You Are

• A customer obsessive. You deeply care about delighting clients and solving their pains, not vanity metrics.
• An infinite learner. You are always looking to learn more and learn faster, seeking discomfort when you feel complacent.
• A team player. You enjoy giving and receiving feedback and growing as a team.
• Unafraid of failure. You take risks and view failure as an opportunity to learn and improve.
• Affinity for the unconventional. You’re not afraid to try unconventional ideas.
• Extremely focused. You prioritize time and resources for maximum efficiency.

What You'll Do

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

What We Need

• 1-2+ years of experience in billing, accounts receivable, or a related finance/operations role
• Familiarity with billing platforms and customer invoicing portals
• Strong attention to detail and ability to manage a high volume of accounts
• Clear, professional communication skills — especially when following up on overdue balances
• Clear, direct, and not afraid to speak up with ideas or flag risks
• Entrepreneurial spirit and willingness to roll up sleeves and work hands-on in a fast-paced environment
• Bachelor’s degree in Accounting, Finance, Economics, or related field preferred, but not required

Compensation & Benefits

• Salary: $87,000 – $100,000/year (with room to go higher for exceptional candidates; competitive with other offers)
• Medical, dental, and vision insurance
• 401(k) retirement plan
• Breakfast, lunch, and dinner — 6x a week
• Gym membership
• Commuter benefits
• Relocation assistance
• Take what you need, paid time off, not accrual-based
• $1,000 stipend for learning and personal growth
• Tech equipment