AR & Billing Specialist — Invoicing, Collections & Cash Flow

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

Wellness benefits

Commuter benefits

Relocation assistance

Paid time off (not accrual-based)

Learning stipend

Tech equipment

Job summary

Rilla, a leading virtual ridealong software provider for outside sales, is hiring an AR and Billing Specialist in New York. You will own end-to-end billing operations, from invoicing to collections, and work with Finance, Operations, Customer Success, and Sales to ensure accurate cash flow and timely reporting.

You’ll thrive as a customer-obsessed, proactive learner who values feedback and can navigate a fast-paced startup environment.

Qualifications

• 1-2+ years of experience in billing, accounts receivable, or related finance/ops 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 following up on overdue balances.
• Entrepreneurial mindset and willingness to work hands-on in a fast-paced environment.

Responsibilities

• Partner with Sales, Customer Success, and Engineering to ensure customer billing is set up correctly per 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.
• 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 with legal, customer success, and insurance teams.

Skills

Billing experience

Attention to detail

Communication skills

Team player

Entrepreneurial mindset

Education

Bachelor’s degree in Accounting/Finance/Economics or related

Tools

Billing platforms

Invoicing portals

Job description

Rilla, a leading virtual ridealong software provider for outside sales, is hiring an AR and Billing Specialist in New York. You will own end-to-end billing operations, from invoicing to collections, and work with Finance, Operations, Customer Success, and Sales to ensure accurate cash flow and timely reporting.

You’ll thrive as a customer-obsessed, proactive learner who values feedback and can navigate a fast-paced startup environment.