You'll report to the VP of Design and work closely with our Head of App Experience, Sidekick Labs engineers and product manager.

One Sidekick, everywhere - Sidekick shows up across the app, the web dashboard, and partner surfaces. Today Sidekick is only available on our mobile app and is not available for all our products. You'll lead the audit and set the patterns to fix that.

From chat to artifact - A pro says "okay, make it a quote." Sidekick keeps writing text. You'll design the handoff from conversation to real, editable work.

Show your work - Pros trust what they can see. You'll design how Sidekick explains what it did and why, without burying a busy pro in detail.

The wait - Complex requests take time. You'll design the waiting experience so Sidekick feels fast and in control, even when it's thinking.

Discoverability - Our bet is that pros adopt features by talking to Sidekick, not by hunting through menus. You'll figure out how Sidekick teaches a pro what it can do, at the right moment.

Agent behavior - Define tone, clarifying questions vs. just acting, error recovery, confirmation before anything goes out to a customer. You'll own these as design decisions and write them into prompts and system rules.

Evals - You'll define what a good response looks like, write the rubrics, label real conversations, and work with engineering to turn that into automated checks.

The cookbook - You'll turn what we learn into reusable agent design patterns other pods can pick up and use. Think design system, but for agent behavior.

New conventions - Most of the patterns for agents don't exist yet. You'll invent new ones that feel obvious to a pro the first time they see them.

Where Sidekick goes next - You'll help shape the Sidekick Labs roadmap with the PM and engineers. You'll bring a point of view on what we should build, not just how it should look.

6+ years of product design, with a strong portfolio of shipped work.

Senior Agent Designer

Responsibilities

Qualification

Required

Company

Topline Pro

More roles at Topline Pro