Senior Billing & Collections Specialist

Summary of the Role As a Sr. B2B Collections Specialist, you will be the primary point of contact for managing and safeguarding the company’s receivables. You will collaborate directly with senior leadership to shape and optimize our collections strategies, focusing on late collections bucket. Your expertise in stakeholder management will be critical to fostering strong internal and external relationships, ensuring timely payment, and maintaining the financial health of our legal tech platform. What you will do: Strategic Collections & Stakeholder Management Serve as the subject matter expert and main liaison for high-value clients and senior internal stakeholders to address complex billing and payment issues. Develop and maintain strategic relationships with customers, internal teams (Finance, Sales, Customer Success), and external partners to ensure a smooth and efficient collections process. Regularly communicate key collections metrics and insights to senior leadership, providing recommendations to optimize cash flow. Advanced Payment Reminders & Negotiations Oversee and refine the process of proactive communication with customers via phone, email, and other channels to remind them of outstanding balances. Lead high-level negotiations and handle escalated billing disputes or payment delays with tact and diplomacy. Implement best practices in collections to minimize bad debt while preserving client relationships. Leadership & Mentorship Guide and mentor junior Accounts Receivable team members, providing training on effective collections strategies, customer engagement, and conflict resolution. Collaborate with management to set team goals and ensure the AR function operates at peak efficiency. Process Optimization & Reporting Design, implement, and refine systematic follow-up schedules and tools to enhance AR outcomes. Utilize data-driven insights to evaluate the effectiveness of collections processes and to forecast receivables. Generate and present regular reports, dashboards, and action plans to senior leadership, ensuring transparency in collections performance and related financial metrics. Compliance & Risk Management Ensure compliance with company policies, accounting principles, industry regulations, and legal guidelines related to billing and collections. Identify, assess, and mitigate risks associated with overdue accounts, working with legal counsel or external agencies when necessary. Requirements What you bring: Bachelor’s degree in Finance, Accounting, Business Administration, or a related field. A master’s degree or relevant certification (e.g., CPA, CMA) is a plus. 5+ years of experience in Accounts Receivable or collections in a B2B environment with focus on late collections. Demonstrated success in managing high-level, complex collections issues and working with senior leadership. Proficiency in Collections KPI, effectiveness and conversion metrics. Advanced Excel or Google Sheets skills for reporting and data analysis. Exceptional communication and negotiation abilities, with experience handling high-value clients or escalated disputes. Proven leadership, mentoring, and project management skills. Ability to juggle multiple priorities and deadlines in a fast-paced environment while maintaining strict attention to detail. Key Attributes for Success Strategic Mindset: Aptitude for understanding broader business objectives and aligning AR processes accordingly. Influential Communication: Capable of presenting complex financial information to senior stakeholders in a clear, concise manner. Relationship Builder: Skilled in developing and maintaining trust-based relationships with diverse stakeholders. Continuous Improvement: Drives innovation and efficiency in AR processes through ongoing evaluation and adaptation.