AI Playbooks

AI Playbooks

During 2021-22, I designed and implemented a conversational AI chatbot for Hopin's events platform, helping qualify high-intent leads and guide first-time buyers to the right resources, while deflecting low-intent queries to support. Served as AI Conversation Designer and Consultant on this six-figure engagement.

Overview

This is a case study of one of my customers for whom I built and implemented a conversational AI chatbot. Hopin purchased Drift’s Conversational AI as part of its approximately six-figure contract to launch a chatbot on its website. Because the team was new to AI chatbots and wanted to learn more about site-visitor goals, they began on the page receiving the highest share of traffic.

Goal: Build an informative chatbot that guides first-time buyers to the right resources, qualifies high-intent leads, and deflects low-intent questions to support.

Client: Hopin, an all-in-one events management platform

My role: Conversation Designer

The Problem

Hopin’s decision-tree chatbots worked effectively for audiences arriving from paid ads and targeted campaign pages. They performed poorly on the homepage, however, where visitors arrived at many different stages of the buying journey. Like an IVR, the scripted paths did not allow visitors to interact on their own terms. Too many qualified leads dropped off, while too many unqualified leads reached sales.

How Conversational AI Solves the Problem

Conversational AI lets visitors communicate using free text. The bot can infer intent from open-text conversations, route high-intent leads to assigned sales representatives, and disqualify or deflect low-intent requests to support.

Conversational AI conversion findings

Discovery Research

My discovery research began by identifying gaps in the conversations Hopin visitors were having with human agents after clicking through the existing decision-tree chatbot options. I reviewed high-, medium-, and low-intent examples to locate misunderstood questions, unnecessary handoffs, invalid data loops, and missed qualification opportunities.

High- and medium-intent conversation analysisLow- and high-intent conversation analysis

The Conversational AI Framework

I structured the experience around audience identification and targeting, engagement, understanding, and recommendation. A greeting provided the hook, a classifier grouped intent into clusters, and the dialogue manager navigated visitor motivations before routing them to Sales, Marketing, or Support outcomes.

Conversational AI framework

Timeline

The work progressed from AI kickoff in week one, analysis in weeks two through four, training and building in weeks four through ten, testing and launch in weeks ten through fourteen, iteration and optimization in weeks fourteen through sixteen, and ongoing scale from week sixteen onward.

Project timeline

The Build — Default Paths & Custom Experiences

I designed a default hook that could route visitors toward Sales, Products, Support, Resources, or a Just Browsing path. Custom product experiences combined relevant information, calls to action, qualifying questions, human handoff, and meeting-booking flows.

Default path architectureCustom product conversation experience

Testing, Training & Iterating

After two to three rounds of internal and customer testing, I launched Hopin’s chatbot on February 15, 2022. I continued training new topics and strengthening existing ones by reviewing conversation logs and monitoring drop-offs, engagement, email captures, meetings booked, and topic usage.

Testing and training trackerTrained chatbot conversation exampleTrained chatbot value proposition exampleTrained chatbot support example

Results

The conversational AI chatbot influenced a $2M pipeline within three months of launch. Hopin renewed its Drift contract for another year. Email captures increased by 5.3%, and meetings booked increased by 1.9%.