Senior AI Agent Designer: Craft Trustworthy Conversations

present of AI; Boston (MA); On-site; USD 120,000 - 180,000; Full time

Job summary

Topline Pro is seeking a senior designer in Boston to shape how an AI agent behaves, including conversation design, handoffs to quotes and invoices, and error recovery. You will work on prompts and rules, read traces to diagnose issues, and turn findings into reusable patterns to improve product quality.

The role emphasizes design strategy, systems thinking, and comfort with fast-moving, undefined work, with opportunities to prototype against live models and learn how non-technical users

Qualifications

• Shipped LLM-powered products with real users.
• Writes prompts and system rules.
• Reads traces to diagnose agent behavior and turns findings into reusable patterns.

Responsibilities

• Shape how an AI agent behaves: its conversation, handoffs to quotes and invoices, and its error recovery.
• Define when the agent should act versus ask and how it explains itself.
• Build evaluation habits to keep an agent trustworthy as models evolve.

Skills

Design systems

Prompt engineering

Trace reading

Prototying in code

Job description

Topline Pro is seeking a senior designer in Boston to shape how an AI agent behaves, including conversation design, handoffs to quotes and invoices, and error recovery. You will work on prompts and rules, read traces to diagnose issues, and turn findings into reusable patterns to improve product quality.

The role emphasizes design strategy, systems thinking, and comfort with fast-moving, undefined work, with opportunities to prototype against live models and learn how non-technical users