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ExpensePoint

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Cover letter required. Applications without one will be ignored.
The Opportunity We're on a mission to 10x a profitable, 25-year-old Saa S platform — and we need one exceptional person to lead the charge. Expense Point serves 850+ enterprise customers across North America, processes millions of dollars in expense transactions, and has real revenue with a loyal customer base that's been with us for years. The foundation is solid. What we need now is someone to tear up the UX playbook and rebuild it for the modern era — AI-native, card-first, and fast. The customers are already there. The revenue is already there. What's missing is you.
Who You'll Work With You'll report directly to and work daily with our CEO — a former Senior PM at Google with an HBS MBA and McKinsey background, who thinks in systems, moves fast, and has zero patience for bureaucracy. You'll also work closely with a tight-knit engineering team that ships, argues about the right solution (in a good way), and genuinely cares about craft. This is not a company where product ideas die in Jira. Decisions get made in days, not quarters. If you bring a compelling case, you'll see it in production within weeks.
The Problems You'll Be Solving This is a genuinely hard product challenge. You're not adding a feature to a mature platform — you're reimagining how thousands of employees at mid-market and enterprise companies think about spending money at work. That means:Redesigning a complex, workflow-heavy platform without breaking what 850+ paying customers depend on every day Building pre-swipe controls, approval hierarchies, and policy engines that are powerful enough for a CFO and simple enough for a field employee Commercializing fintech capabilities — corporate cards, embedded payments, LLM-powered fraud detection and policy compliance — that most competitors haven't touched yet Defining what "great" looks like in a category that has historically settled for "functional"The gap between what enterprise expense software looks like today and what it should look like is enormous. That gap is your canvas.
What We're Looking For6–10 years as a developer, designer, or PM with at minimum 2 years as a Product Manager— you've shipped real products that real people use Strong design fundamentals — hierarchy, usability, information architecture; you can articulate why something works, not just that it looks good An impeccable portfolio — work that earns a reaction before you've said a word about it B2B experience — you understand enterprise software, complex multi-stakeholder workflows, and the difference between a user and a buyer High horsepower — you work hard, you push the people around you, and you know how to celebrate when something ships Strategic thinker and execution machine — you can pitch vision on Monday and close tickets on Friday B. Sc. required (CS, Design, Engineering, or related) Bonus: fintech experience, led platform redesigns, UX designer transitioning to PM, startup background.
Compensation & Benefits Above-market salary, paid in USDClear 18–24 month path to Director, VP, or CPO as the company scales No-BS culture: you will work with incredible engineers, building a product which is affectively already sold Health coverage and social security registration
How to Apply Email your resume and cover letter to [اضغط هنا لمشاهدة البريد اﻹلكتروني]our cover letter must include:What you've shipped — links and screenshots welcome Two or three software products you think are exceptionally well-designed, and specifically why — what makes them great, and what would you change? Something you built that you're proud of, and something you'd do differently Why this role, and why now We read every cover letter. Generic ones get closed immediately. Show us how you think.
Expense Point is building the future of spend management for North American enterprises. If you want to own something real — a product that will touch thousands of companies and the people who run them — we want to hear from you. Equal opportunity employer. We hire for talent, passion, and execution — nothing else matters.

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