Remote Operations Coordinator — Tickets, Collections & Insurance Audit — RideFleet Ops

Summary Remote Operations Coordinator — Tickets, Collections & Insurance Audit — RideFleet Ops (Rideshare Vehicle Rental Fleet) Type: Long-term, full-time contractor (Upwork) Schedule: Monday–Friday, 8:30 AM – 3:30 PM Central Standard Time (CST), plus a short evening check-in (15–30 minutes) each day for overdue payment follow-up . Weekend hours, when needed, are billed separately by the hour. Location: Remote — Latin America preferred. You must be located in a time zone equivalent to U.S. Central or Eastern time (e.g., Colombia, Peru, Ecuador, D.R.— Eastern equivalent; Mexico City — Central equivalent). This is a full-time, exclusive commitment — no other jobs or gigs during working hours. About RideFleet Ops RideFleet Ops is a rideshare vehicle rental company operating a fleet of ~50 Toyota hybrid vehicles across Chicago and Los Angeles. We rent vehicles to rideshare drivers and manage the full lifecycle of each vehicle and driver relationship using our own custom-built internal operations dashboard. RideFleet Ops operates as both a business and a Christian ministry. Beyond the operational side, we minister to our drivers — many of whom are going through real hardship — through prayer and support. This is part of our model and how we relate to the people we serve, not a side detail. We’re looking for someone who is comfortable with and genuinely supportive of this aspect of who we are, alongside the operational work. This role combines three functions into one: ticket/violations processing, payment collections, and insurance policy auditing. You’ll be the single point of accountability for all three — present at your desk for the full shift, handling whatever comes in across these areas as it arrives. What You’ll Do Ticket & Violations Processing - Process incoming digital mail, traffic and parking tickets/violations against fleet vehicles - Identify which driver was operating the vehicle at the time of the violation and process transfer-of-liability so the ticket is correctly reassigned to that driver - Coordinate with municipalities on ticket disputes, mail-only jurisdictions, and payment - Keep the violations dashboard accurate and up to date Collections - Monitor driver payment status daily; follow up on missed or late payments by phone, text, and WhatsApp - Do a short evening check-in (15–30 minutes) each day specifically to follow up on drivers who remain behind on payment after the workday - Negotiate and confirm payment plans or immediate payment; document every conversation and outcome - Shut down (disable) vehicles remotely for nonpayment per company policy, and reactivate once resolved Insurance Auditing - Audit each driver’s individual insurance policy on a 3-week (21-day) cycle, either by calling the driver for their insurer portal login to verify directly, or by calling the insurance company to confirm lienholder status and that the policy is active - Maintain the policy audit tracking spreadsheet so every driver’s next audit date is clear - Monitor company-written policies and match credit card charges to the correct driver’s policy - Confirm that insurance cancellations on specific drivers/policies are actually completed, not just requested - Issue driver-facing “Insurance Instructions” letters (required coverage, lienholder designation, proof-of-insurance submission) as needed - Collaborate with our insurance contact who also handles policy matters during the day; you hold primary responsibility for tracking and verifying Driver Relations & Process Improvement - Handle difficult or hostile conversations professionally and calmly — collections and violations calls are often tense - Support our ministry approach with drivers — including offering prayer and encouragement where welcomed - Flag what’s inefficient and suggest better workflows across any of these three areas; this is not a passive, execute-only role Occasional Coverage — Other Roles - From time to time, you may be asked to cover other functions outside your core three — for example, general customer interaction or sourcing new driver leads - Bonuses will be paid for this additional coverage work, on top of your base pay What We’re Looking For • Superior English skills, spoken and written — you’ll be on the phone and in writing with U.S.-based drivers, insurers, and municipalities daily; Spanish is a plus given a portion of our driver base • Strong attention to detail and organization — you’re tracking tickets, payments, and insurance audits across many driver accounts at once, and nothing can slip through the cracks • Proficient in Microsoft Office and Google Docs/Sheets — you’ll be working in spreadsheets and documents regularly • Good critical thinking and problem-solving skills — many situations (a disputed ticket, a lapsed policy, a driver hardship case) won’t have an obvious playbook answer • Strong customer interaction skills — comfortable and personable on the phone with drivers, even in difficult conversations. Fluent English skills. • Comfortable making phone calls — to drivers, insurers, and municipalities — as a core part of the daily work, not an occasional task • Fully available and focused during the 10 AM–4 PM CST window, plus the brief evening collections check-in — this is not a side gig or something to run alongside another job • Comfortable with startup uncertainty — processes are still evolving; training is provided, but you shouldn’t need everything spelled out • Comfortable with our faith-based approach — we operate as a business and a Christian ministry, and pray with and support drivers as part of the job; you don’t need to share the same faith, but you should be genuinely comfortable being part of this • Comfortable with remote monitoring — must consent to the possibility of webcam/screen monitoring software during work hours to verify you’re at your desk and on task • Prior experience in collections, insurance administration, ticket/violations processing, or general back-office operations is a strong plus • Reliable high-speed internet, a quiet workspace, and a working phone/headset for calls Why This Role • Long-term position with a growing company — we want someone who stays and grows with us, not a short-term contract • Performance bonuses for reliability, collections results, and tenure • Real ownership across three connected functions — you’ll see how tickets, payments, and insurance all tie back to the same driver accounts, not just one narrow task • A genuine voice in how these processes run — we want your input on what should change as we grow • Direct, ongoing communication with the owner as you ramp up To apply: Don’t just send your resume. Write a short narrative (one paragraph, no more than 20 sentences) telling us why you’re the right person for this specific job — not a generic cover letter. Speak to your experience with any combination of collections, insurance administration, or ticket/violations processing, your comfort with a startup environment, and why this role fits you. Also confirm your time zone, your daily availability 8:30 AM–3:30 PM CST plus a short evening check-in, and possible 10 min check ins on weekends, and that you have no conflicting daytime work during those hours.