The craft layer: how a system takes turns, repairs itself, and holds a persona. The first four are where the discipline actually lives.
core · book · 2018
Conversational Design
Erika Hall · A Book Apart
The argument that conversation is the original interface and that most software is a poor conversationalist. Hall turns cooperative principles into design constraints, which is the move that makes the rest of this shelf usable.
core · book · 2021
Conversations with Things
Diana Deibel & Rebecca Evanhoe · Rosenfeld Media
The most practical book here. Persona, sample dialogs, error handling, and inclusive language, each with scripts concrete enough to lift into a spec. This is the one I recommend first to writers moving into conversation design.
core · book · 2016
Designing Voice User Interfaces
Cathy Pearl · O'Reilly
The canonical voice text, and still current where it counts. Pearl's confidence thresholds for confirmation and error handling are the tiers I design against whenever a system has to decide between acting, confirming, and handing off.
core · book · 2019
Conversational UX Design
Robert J. Moore & Raphael Arar · ACM Books
The Natural Conversation Framework, out of IBM Research. Its expandable sequences give dialog a structure that survives contact with real users, because every exchange has room for the repair the user will actually need.
core · book · 2024
Transforming Conversational AI
Michael McTear & Marina Ashurkina · Apress
McTear is the academic authority of the field. Chapter 8 on evaluation, which separates lab from in-the-wild and expert from simulated users, is the taxonomy sitting under every eval plan I write. Chapter 10 asks what happens to the conversation designer's role, and answers it with evidence.
shelf · book · 2025
Designing Multi-Agent Systems
Victor Dibia · self-published
Dibia builds AutoGen at Microsoft Research. The chapter on UX principles for multi-agent systems names the reliability problem that a generator-plus-reviewer architecture creates for the person waiting on the other side.
shelf · book · 2026
Creative AI Agents with Copilot Studio
Mezba Uddin · Apress
Tiered fallback, persona protection, and A/B testing on tone, described inside a tool that ships to enterprises. Rare for showing conversation craft at the level where it survives a release.
core · paper · 1974
A Simplest Systematics for the Organization of Turn-Taking for Conversation
Harvey Sacks, Emanuel Schegloff & Gail Jefferson · Language
Where turn-taking was first described from recordings of real talk. The finding with teeth: listeners predict the end of a turn from syntax and prosody, so silence is a poor signal for it. A system that cuts in at silence breaks a norm users feel as rudeness without being able to name it.
core · paper · 1991
Grounding in Communication
Herbert H. Clark & Susan E. Brennan
Common ground and the principle of least collaborative effort. This is the theory underneath every confirmation step, and the reason a well-placed acknowledgement costs less than the misunderstanding it prevents.
shelf · paper · 1975
Logic and Conversation
H. P. Grice
Quantity, quality, relation, manner. I run the four maxims as a lint pass over system prompts: most bloated agent replies are a violation of quantity wearing a friendly voice.
shelf · paper · 2021
Heuristic Evaluation of Conversational Agents
Langevin et al. · CHI
A heuristic set built specifically for agents. Four evaluators and one day produce a defensible review before you have a single user, which makes it the cheapest quality gate available.