Billing Specialist (Contract)

About the company

Pearl is a dental AI company building products that help dental practices and DSOs practice better, faster, and more profitable dentistry—including Second Opinion, Practice Intelligence, and PreCheck. We are a Series B company scaling quickly, and our finance and operations infrastructure needs to keep pace with a rapidly growing, increasingly complex customer base spanning individual practices, multi-location groups, and large enterprise DSOs.

About the role

We are seeking a detail-oriented and organized Temporary Billing Specialist to provide immediate support to the billing function during a period of transition. This role will help ensure day-to-day billing activities remain accurate, timely, and efficient while supporting the broader team with a high volume of work.

Responsibilities

• Process customer billing tickets accurately and within established timelines, ensuring timely and complete resolution.
• Research and resolve billing discrepancies and customer inquiries with a focus on accuracy and timely follow-through.
• Collaborate with internal teams to resolve billing issues and support an efficient, seamless order-to-cash process.
• Provide additional administrative and operational support to the billing team as needed, helping maintain consistent workflow and coverage.

Build with AI

• Bring an AI-forward mindset to a function that is still largely manual across the industry: identify where AI and automation can replace manual dunning, reconciliation, and dispute triage work.
• Use AI tools to accelerate collections outreach, aging analysis, and reporting rather than defaulting to spreadsheets and manual follow-up.
• Partner with RevOps and Data to pilot AI-enabled billing and collections workflows, such as automated dispute categorization or payment risk scoring, as Pearl scales.

Requirements

• 2+ years of billing or accounts receivable experience.
• Strong attention to detail and organizational skills.
• Ability to manage multiple priorities and meet deadlines in a fast-paced environment.
• Strong communication and problem-solving skills.
• Proficiency with Excel and Stripe.

Benefits

• Remote work.

This is a temporary contract role.