Billing Specialist (Contract)

About Pearl 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. 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. Key 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. Qualifications 2+ years of billing, 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 What We Offer Remote work This is a temporary contract role