Toronto · Full-time · In office five days a week · $100,000–$120,000 + meaningful equity Entries is building an AI-native accounting firm for owner-operated businesses. We are looking for a founding product designer to own the experience of working with Entries, invent the interface for agents doing real financial work, and ship those designs to production. Business owners should be building their companies—not closing the books, chasing receipts, worrying about filings, or trying to decode what their numbers mean.

We are building the financial back office we wanted when running our own companies: responsive, proactive, and actually useful. We are a team of accountants and engineers rebuilding the accounting firm around what AI now makes possible.

You will own the Entries experience: how accountants review work, how clients feel the firm, and how agents act, ask, explain, and hand work back. The design language for that world has not been settled. We do not want yesterday's SaaS patterns with a chat box added on.

You will talk to clients, form a point of view, and carry ideas from ambiguity to shipped product. They ship their own designs to production. This is not a conventional product-design job attached to an accounting firm.

Own the end-to-end product experience, then write the frontend to ship it. Establish the principles, interaction patterns, and visual language that make Entries distinct. Shape problems with accountants and clients, prototype quickly, and ship.

Build the design system that lets a small team move fast without lowering the quality bar. Raise the bar across product, brand, web, demos, and the moments that shape how clients experience the firm. Sweat interaction, hierarchy, language, motion, states,



edge cases, and the details others miss.

The design experience we are looking for You have strong hands-on product design experience shipping complex software that real people depend on.

Writing the interface: labels, empty states, errors, confirmations, and explanations that hold up when the work is financial. Establishing or extending a design system that engineers actually use. Shipping production frontend in TypeScript, React, and a modern component system.

Owning the path from exploration to a live experience without treating implementation as a handoff. Caring about states, edge cases, accessibility, and the last 10% that makes software feel finished. Working in a small team where design, product, and engineering are one loop.

The ability to write production-quality frontend and own the path from design to a live experience. Comfort operating with ambiguity and building systems where none yet exist. The ability and willingness to work full-time from our Toronto office, five days a week.

You have shipped meaningful, complex products and can explain the decisions, tradeoffs, and outcomes. You have designed software for operations, finance, skilled services, or other consequential workflows. You are slightly jaded by software that adds a chat box to yesterday's patterns and calls it AI.





You can move comfortably between a client conversation, a review screen, a design-system decision, and a pull request. You care about building a durable professional firm, not just assembling a portfolio of screens. The most valuable design input is an accountant reviewing an exception or a client asking a question.

Designers ship the product Taste without production is unfinished. We give people context and a clear quality bar, then expect them to make decisions and own outcomes. This role is full-time in our Toronto office, five days a week.

We are building a company where an accounting issue can become a product improvement through a ten-minute conversation between the person who found it and the person who can fix it. Meaningful equity in Entries. Unlimited AI spend for the tools that help you think, build, and deliver excellent work.

The opportunity to help build an entirely new kind of accounting firm from an early stage. We will explain equity and incentives plainly, including what they mean, how they vest, what they reward, and where the risk lies. You want to help build both a professional-services firm and the technology that powers it.

You want to help invent the firm, not simply join one. You want a remote or hybrid role. You see implementation as an engineering handoff. You avoid sitting with the people who use what you ship. You treat AI as magic—or dismiss it—rather than learning how to design, use, and supervise it well.

The design system lets a small team ship without lowering the bar. Over time, you help Entries serve more owner-operated businesses at a higher standard without simply adding more hours or more layers of people.

📌 Product Analysis and Design Specialist (Toronto)
🏢 Tryentries
📍 Toronto