PRODUCT DESIGN · CONVERSATIONAL AI · BREEZEWAY

AI Assistant

Automating the guest experience—using structured data to train AI and power intelligent auto-replies.

Role: Senior Product Designer

Scope: Strategy, system design, conversation design, UI

Platforms: Guest Experience (Messaging + Upsells

The Problem

Property managers receive hundreds of repetitive messages—Wi‑Fi password requests, parking instructions, check‑in times, lock access questions, and more. Although this information already existed in the system, each inquiry still required a manual response.

The Result

  • Slower response times

  • Operational overload

  • No feedback loop to improve data

  • “Smart” replies required manual approval

The Opportunity

We had three core assets in place:

  1. Blueprint — a central knowledge base

  2. Property Profiles — structured listing data

  3. OpenAI API framework — Smart RepliesThe Result

The goal was a unified decision engine—drawing on Blueprint's knowledge, Property Profiles' structured data, the Smart Replies framework, and the wealth of data from millions of previous messages—that delivers contextual recommendations, automates decisions, and continuously learns from responses to keep its data sources current.

The Automated Guest Management Flywheel

Over the past 6–7 months, I helped build the foundation for an automated guest management flywheel, centered on two components: Blueprint, a central knowledge base, and custom property fields that let clients add listing-specific data to sharpen AI-powered replies.

The next phase moves into automating the guest experience—using structured data to train the AI and power intelligent auto-replies. By nudging clients to continuously enrich the core data layers, the loop reinforces itself over time, so replies keep getting smarter.

System Overview - How It Works

Designing for Trust

Automation without trust fails.

CONFIGURABLE

  • Confidence threshold (80–100%)

  • Smart reply schedule

  • Tone customization

  • Delay control

  • Auto-close toggle

CO-PILOT MODE

  • AI suggests responses but never sends

  • Used for onboarding and QA confidence building

  • There will always be some users that will never want Autopilot

AUTOPILOT MODE

  • AI sends responses only when all rules are met

  • AI must have high confidence in answer to send response

  • Reverts back to Co-Pilot when rules are not met

Impact

Decreased time spent on manual replies

Decreased escalations to assist team

Increased response speed

Increased structured data growth

Increased automation rate week-over-week

The more clients use it, the smarter it becomes.

Co-Pilot Designs

Agent Designs

AI Activity Log Designs

Onboarding Designs