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.

Entries exists to power prosperity for owner-operated businesses.

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. Agents do the repetitive work: gathering evidence, processing documents, preparing entries, surfacing exceptions, and drafting deliverables. Accountants exercise judgment, own the client relationship, set the standard, and remain accountable for the result.

We automate the work. We do not automate accountability.

The role

This is a founding role with an unusually broad mandate.

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 work directly with founders, engineers, and accountants. You will talk to clients, form a point of view, and carry ideas from ambiguity to shipped product. This role involves code. Our designers do not stop at handoff.



They ship their own designs to production.

This is not a conventional product-design job attached to an accounting firm. We want someone who is excited to rethink how a professional-services firm should feel when accountants, designers, and engineers work side by side.

What you will do

- Own the end-to-end product experience, then write the frontend to ship it.
- Define how accountants understand what an agent is doing and why, give it context, review work, intervene, correct, approve, and undo.
- 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.
- Sit with accountants, observe real work, and turn workflow context into clear product decisions.
- 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.
- Work with engineers so the system behind the interface is as trustworthy as the interface itself.
- Protect trust: privacy, auditability, and consequential financial decisions.

The design experience we are looking for





You have strong hands-on product design experience shipping complex software that real people depend on. Your experience should include many of the following:

Product and interaction

- Designing dense, high-stakes workflows: review queues, exceptions, tables, documents, and multi-step work, not only marketing pages or empty states.
- Inventing interaction patterns for systems that act, not only screens that wait to be clicked.
- Turning messy operational work into a hierarchy people can scan, trust, and correct.
- 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.
- Sitting with users, watching the work, and changing the product because of what you saw.

Production craft

- Shipping production frontend in TypeScript, React, and a contemporary component system. Prototypes are useful. The job ends in production.
- 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.
- Moving between brand, product, and the moments that teach a client what Entries is.
- Working in a small team where design, product, and engineering are one loop.
- Holding a strong point of view and changing it when the evidence is better.

You do not need to have designed every kind of product. You do need strong taste, sound judgment, and the ability to know what you know, recognize what you do not, and get to the right answer.

What we are looking for

📌 Founding Product Designer (Toronto)
🏢 Tryentries
📍 Toronto