Billing Operations Specialist

Position Summary: We are seeking a detail-oriented and highly communicative Billing Operations Specialist to support our growing Billing department. This role is responsible for generating invoices, managing customer accounts, and conducting high-volume outbound communication via phone and SMS to resolve billing matters. The ideal candidate is comfortable working in a fast-paced environment, enjoys speaking with customers, and has strong organizational and analytical skills. Essential Duties and Responsibilities (include, but are not limited to the following): Generate and send accurate, timely invoices to customers Manage high-volume outbound calls to collect payments and resolve billing inquiries Communicate with customers via SMS and phone to follow up on outstanding balances Investigate and resolve billing discrepancies, disputes, and account issues Maintain detailed and accurate records of customer interactions and account status Utilize Google Sheets / Excel to track billing activity, payments, and account performance Collaborate cross-functionally with Operations, Claims, and Support teams as needed Identify trends in billing issues and escalate systemic problems

Qualifications

Required: Experience in auto, mobility, rideshare, or fleet-related industries Familiarity with CRM or billing platforms (e.g., Textline, Aircall, Stripe, etc.) Experience working with customers in collections or past-due account environments 1–3+ years of experience in billing, collections, AR, or a similar role Experience in high-volume outbound calling environments Strong written and verbal communication skills (phone + SMS) Proficiency in Google Sheets or Excel (comfortable with formulas, filtering, tracking data) Highly detail-oriented with strong organizational skills Ability to manage multiple tasks and prioritize effectively Comfortable handling difficult conversations and negotiating payment resolutions Skills and Abilities: Excellent verbal and written communication skills in English, Spanish is a plus Strong customer-focused approach with empathy and professionalism Ability to manage multiple cases, follow-ups, and priorities simultaneously Strong organizational and documentation skills with attention to detail Ability to negotiate payment arrangements and handle sensitive conversations professionally Problem-solving skills with the ability to think proactively and propose solutions beyond standard procedures Comfortable working independently within a team-oriented environment Ability to track tasks, deadlines, and follow-ups without direct supervision Proficiency with email, CRM systems, ticketing tools, spreadsheets, and messaging platforms Work Environment: A typical work environment includes desktop computing work using typical desktop computing equipment (laptop, keyboard, mouse, monitors, desk, chair) in an office environment and/or remote workspace environment. Physical Demands: Ability to sit and use typical desktop computing workspace equipment - e.g. mouse, keyboard, monitor, phone - for extended periods of time. Manual dexterity to operate a typical desktop computing workstation. Ability to communicate both verbally and in writing, using virtual meeting and communication tools such as email, Google Meet, and Slack. Reasonable accommodations will be made for qualified individuals with disabilities. Salary: $6 - $8 per hour; depending on experience. Equal Employment Opportunity: Whip is proud to be an equal-opportunity employer. Whip is committed to providing equal employment opportunities to all employees and applicants and prohibits discrimination and harassment of any type without regard to race, color, religion, sex (including gender, gender identity, gender expression, pregnancy, childbirth, breastfeeding status, or related medical conditions), age, sexual orientation, national origin, ancestry, marital status, military or veteran status, genetic information, disability (including physical or mental disability, medical condition, or medical leave), or any other characteristic protected by federal, state, or local law. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. Consistent with our commitment to equal employment opportunity, Whip will make reasonable accommodations for qualified individuals with disabilities. If you require an accommodation to perform the essential functions of your job due to a disability, please contact People Operations at [email protected] to request an accommodation. This EEO statement reaffirms our commitment to providing a workplace free from discrimination and harassment, in accordance with all applicable laws. We encourage all qualified candidates to apply for employment opportunities at Whip. Compliance with Laws: Whip employees are expected to comply with all federal, state, and local laws.