Billing Specialist
Tallinn, Estonia
Cachet is building the insurance infrastructure to let Europe's platform economy thrive. We design and operate smart, data-driven insurance solutions for shared mobility and digital platforms - enabling fairer pricing, flexible coverage, and real-time risk insights.
Role purpose
The Billing Specialist owns Cachet's customer billing lifecycle ensuring operational excellence in accuracy of customer invoicing, cash receipts. The role sits at the intersection of Finance and the commercial teams: it demands technical billing accuracy and clear communication with the Sales team, Customer Success and Engineering so billing reflects what has been agreed and delivered.
As Cachet grows across multiple markets, billing accuracy becomes increasingly critical — both for revenue recognition and for customer trust. An ideal candidate will be comfortable learning and working with complex insurance policies, processes, and teams and is eager to roll up their sleeves and dig into issues.
What you'll do
Customer invoicing & billing operations
• Process Client Contracts in the billing and finance systems — inputting and reviewing them to generate timely, accurate customer invoices.
• Match invoices to commercial terms — ensuring what's billed reflects the contract and is confirmed by the Sales team.
• Maintain customer data in the billing and finance systems — tax details, insurance policies, contact information, pricing, and contract terms are always current.
• Own the billing schedule — tracking recurring invoices, ensuring nothing slips, and issuing within agreed timelines.
• Run the billing inbox — responding to customer billing queries professionally, resolving discrepancies quickly, and escalating where needed.
Accounts receivable & aging
• Monitor outstanding balances — tracking overdue invoices and following up with customers in line with Cachet's debtors process.
• Maintain the aged debtors report — giving the Head Accountant a clear, current picture of receivables at all times, escalate overdue accounts to the Sales team.
Process ownership & continuous improvement
• Own the billing process end to end — development, documentation, training, execution, and continuous improvement of how Cachet moves from contract to cash.
• Drive improvements through monthly retrospectives and project work — identifying root causes of recurring issues and shipping changes that compound over time.
• Resolve billing issues and partner cross-functionally — analyzing data and collaborating with Sales, Customer Success, and Engineering to fix problems at source — and communicating directly with customers.
• Support month-end close, audits, and controls — ensuring period invoices are issued and payments posted before the close deadline, and supporting financial reporting, internal controls and ad-hoc finance projects.
What we're looking for
• 2–5 years of experience — in billing, accounts receivable, or a similar finance operations role — ideally in a startup, SaaS, Fintech, Insurtech.
• Education — BA/BS in Accounting, Finance, Economics, Business, or a related field.
• Strong attention to detail — you take pride in numbers that tie out and an audit trail that holds up.
• Multi-currency, multi-market comfort — you've handled customers across jurisdictions, currencies, and contract types.
• Accounting principles — understanding of debits/credits, accruals, and the AR subledger; prior accounting or AR exposure is a plus.
• Clear, professional written communication — you can handle a tricky billing query without escalating the temperature.
• Process mindset — you notice when something keeps going wrong and want to fix the root cause, not just the symptom.
• AI-savvy — comfortable using AI tools (Claude, ChatGPT, Copilot, or similar) in day-to-day work. You treat AI as a productivity multiplier, not a black box, and you know when to verify its output.
• Fluent in English — additional languages relevant to our markets is a plus.
Recruitment steps
- Intro call with the Head of Finance & People&Engagement Manager (1h)
- Hometask
- Call with the Head of Accounting (1h)
- CEO meeting (30 min)
- Background check
- Offer
The applications will be reviewed on a rolling basis.