Senior Agent Designer: AI Conversations & Workflows

Topline Pro; Boston (MA); On-site; USD 120,000 - 170,000; Full time

Job summary

Topline Pro is hiring the first dedicated designer for Sidekick Labs to shape how Sidekick (our AI agent) thinks, behaves, and acts across prompts, traces, and outputs. You’ll define rubrics, design patterns, and the handoffs from conversation to real, editable artifacts.

You’ll report to the VP of Design and collaborate with the Head of App Experience, Sidekick Labs engineers, and the product manager to build scalable, reusable agent-design patterns for future growth.

Qualifications

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

Responsibilities

• Design how Sidekick (our AI agent) thinks, behaves, and acts, not just how it looks.

Skills

Product design

LLM-powered products

Prompting

Trace analysis

Systems thinking

Clear copywriting

Frontend prototyping

Model literacy

UI polish

End-to-end ownership

Tools

HTML

CSS

JavaScript

React Native

Prototyping tools

Job description

Topline Pro is hiring the first dedicated designer for Sidekick Labs to shape how Sidekick (our AI agent) thinks, behaves, and acts across prompts, traces, and outputs. You’ll define rubrics, design patterns, and the handoffs from conversation to real, editable artifacts.

You’ll report to the VP of Design and collaborate with the Head of App Experience, Sidekick Labs engineers, and the product manager to build scalable, reusable agent-design patterns for future growth.