Order to Cash Lead

TL;DR: Lead Lovable’s Order-to-Cash pillar, connecting enterprise sales with billing, collections and Revenue Accounting, and reconciling cash across sales‑led and product‑led revenue. You’ll help deals progress smoothly, turn agreed terms into accurate billing and complete records, and build an AI‑first function where invoicing, cash application, collections follow‑up and reconciliations are automated or agent‑driven by default, so people focus on customers, exceptions and judgement. This role is for someone who has seen a business scale rapidly and wants to build, not maintain.

Why Lovable?

Lovable is the software creation platform that gives people the power to act on the problems closest to them. For decades, turning an idea into software required so much capital, technical fluency, and time that many ideas never came to life. Lovable is the counterargument: a platform for all people with ideas, ambition, and problems worth solving. From solopreneurs to small business owners to teams at companies like Adidas and Zendesk, people have built over 60 million projects on Lovable since its launch in November 2024. And we’re just getting started.

We’re building a generational company from Stockholm, with growing teams in London, Boston, New York, and San Francisco. Our team is small, talent‑dense, and moving quickly, with a culture rooted in extreme ownership, high velocity, and low‑ego collaboration. We look for people who care deeply, ship fast, and are eager to make a dent in the world.

Lovable is one of TIME’s 100 Most Influential Companies and has been recognized on the Forbes AI 50 and CNBC Disruptor 50, reflecting our momentum as one of Europe’s fastest‑growing AI companies and one of the most ambitious places to build in this next era of software.

What we’re looking for

• 8+ years in billing, collections, quote‑to‑cash, or Finance revenue operations, with hands‑on enterprise SaaS experience and a process you’ve led end to end.

• Time inside a rapidly scaling business, with specific examples of what broke in billing and collections and how you fixed it.

• Hands‑on use of AI or automation to change how an order‑to‑cash process works, and strong views on what an AI‑first function should look like.

• Confidence reading commercial agreements and translating subscription and usage‑based terms (commitments, overages, credits, contract changes) into billing schedules, entitlements and operational requirements.

• Working knowledge of revenue recognition and the ability to spot terms that need accounting assessment.

• Experience with collections, cash application and high‑volume payment processor or app store reconciliation.

• Strong spreadsheet, reconciliation and systems‑investigation skills. CRM and billing platform experience is essential; SQL, workflow automation and building your own tools with AI are expected.

• Clear communication, the judgement to challenge incomplete requests while helping colleagues find workable solutions, and a record of improving processes while keeping daily operations reliable.

What you’ll do

• Partner with Deal Desk and GTM: Be the day‑to‑day billing partner for enterprise deals, renewals, expansions and amendments. Shape workable options for non‑standard requests (payment schedules, minimum commitments, overage concessions, renewal bridges, credits, services), explain their billing, cash‑flow and operational implications, and flag what needs Revenue Accounting, Tax or Legal. Resolve standard matters within agreed authority, and bring exceptions forward with facts, options and a recommendation. Contribute to pricing and packaging so operational and accounting requirements are considered before commitments are made.

• Own enterprise billing: Manage billing setup, schedules, invoice preparation and issuance, and approved corrections and credit notes. Make sure billing details, POs, tax information and timing reflect agreed terms, and that contracted terms, provisioned entitlements and invoices agree. Resolve billing queries and payment blockers with Sales, CS and customer finance teams.

• Own collections, cash application and payouts: Own collections, AR aging and DSO, automating as much follow‑up as possible. Own cash application, keep unapplied cash close to zero, and prepare inputs for the allowance for credit losses. Own partner payouts end to end: calculate, validate and issue on schedule, reconcile against partner agreements, and resolve queries. Document billing and reconciliation processes for partner marketplace arrangements.

• Keep contract records complete: Own Finance intake for new agreements, amendments, renewals, cancellations, concessions and migrations, with executed documents, effective dates, approvals and a clear explanation of what changed. Maintain links between contracts, customers, billing accounts and workspaces across HubSpot, our internal billing platform and Light, and fix missing records and mismatches with the responsible teams.

• Reconcile and support the close: Reconcile marketplace and payment processor activity (payouts, fees, refunds, chargebacks) to the ledger and to our usage and billing data. Deliver complete commercial‑event and billing records to Revenue Accounting on an agreed timetable, with supporting reconciliations and explained exceptions. Prepare evidence and schedules to established accounting requirements, escalating matters that need judgement. Maintain practical procedures and evidence of operational checks, and support the external audit for order‑to‑cash.

• Build AI‑first: Design and build AI‑first workflows for invoicing, cash application, collections follow‑up and reconciliations. Help design an AI‑first quote‑to‑cash process with Deal Desk, RevOps and Financial Systems, owning the billing‑to‑cash end. Fix recurring issues yourself where you can and turn the rest into clear requirements for Financial Systems, Billing Engineering and Data, then build test cases from real customer scenarios, run business testing and verify the underlying problem is solved.

How you’ll fit in

• With Revenue Accounting: You own the operational process, the completeness of its records and the investigation of routine exceptions. Revenue Accounting defines accounting requirements and keeps responsibility for recognition, allocation, significant judgements, estimates and close conclusions through the established review process. Together, you make sure commercial changes are understood early, billed correctly and supported through the close.

• With Billing Engineering: They own product‑led billing logic. You own reconciling its output to cash and the ledger.

• As a builder: You’ll thrive here if you’d rather design a process than run an established one, and build a working solution than wait for the right tool to be bought. You’ve worked somewhere volume and rules changed faster than the process could keep up, and you treat AI as the default way work gets done, using the latest tools every day and building your own workflows.

What success looks like

• Enterprise invoices are accurate and issued on time.

• Commercial requests progress with clear options and timely Finance input.

• New agreements and changes are captured completely, and customer and system mismatches are resolved promptly.

• Revenue Accounting receives reliable inputs and spends less time reconstructing transactions.

• Routine matters are handled independently, and escalations arrive with facts and a recommendation.

• Collections are current, unapplied cash stays close to zero, and marketplace activity reconciles to the ledger every month.

• Most routine order‑to‑cash work runs through automated or agent‑driven workflows, and the function keeps up with volume without headcount growing at the same rate.