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Enterprise AI Award-Winning Five9 · 2022–2025

GenAI Studio

Five9 · Lead Designer · 2022–2025

Over three years, I turned a contact center AI platform that required weeks of professional services setup into something a non-technical manager could configure in 20 minutes — then built the GenAI tooling on top that won an industry award.

9s saved per call at contact center scale
120% increase in AI package interest at launch
45% fewer ad-hoc data requests after charting shipped

Three years. Three products. One through-line.

This case study covers three phases of the same product evolution. Each one solved a different layer of the same core problem: enterprise AI is only valuable if non-technical users can actually use it.

01

Agent Assist Redesign

2022

Setup took 20+ hours and required professional services

02

GenAI Studio — Interaction Summaries

2023

Default AI summaries didn't capture what customers actually cared about

03

GenAI Studio — Custom Charting

2024

AI-generated insights had no way to become actionable dashboards

Team 1 PM · 5–9 engineers · 1 designer (me)
My role UX architecture, user research, interaction design, design system

Agent Assist Redesign

The problem

When I joined Five9, configuring the contact center AI assistant required weeks of expensive professional services engagement. Contact center managers — the people who actually knew their business — had no path to self-serve. The product was powerful but locked behind complexity.

  • Navigation across multiple disconnected screens with no clear sense of which assistant was being edited
  • Configuration elements couldn't be reused across assistants — copy, paste, repeat, forever
  • Creating AI triggers required weeks of model training
  • Guidance cards required HTML knowledge to write
Before: each part of a task lived in a separate nav section — easy to get lost, hard to build a mental model.

What I did

Unified the configuration view. I consolidated all assistant configuration into a single "if this, then that" rule view. Managers could see their entire assistant at a glance instead of navigating fragmented screens.

Made elements reusable. The guidance card system was redesigned for cross-assistant sharing. Common configurations could be built once and applied anywhere — cutting configuration time in half and standardizing consistency across the platform.

Replaced HTML with WYSIWYG. The legacy guidance card editor required HTML knowledge. A visual editor opened configuration to non-technical admins entirely.

Introduced keyword spotting. Instead of weeks of model training, keyword spotting let managers create triggers from a few typed words — instantly. This doubled the potential customer pool by removing the technical barrier to entry.

Rule creation — from trigger to action in a few clicks.
Keyword set creation — instant trigger creation without model training.

Results

20 min Setup time — down from 20+ hours
Potential customer pool — technical barrier removed

"Five9 used to feel like three raccoons in a trench coat, but now I'm beginning to believe they're one person."

Professional Services Provider — Five9

GenAI Studio — Interaction Summaries

The problem

Five9 was ready to pivot from legacy AI to generative AI. The opportunity was massive — and so was the scope. I partnered with my PM to define the first use case that would make a genuine first impression: custom interaction summaries.

Contact centers spend significant time on after-call work — summarizing what happened, tagging outcomes, logging notes. Default AI summaries weren't capturing the specific details each business actually cared about.

GenAI Studio — prompts sidebar showing Default Summary, Sentiment Analysis, CSAT Extraction, Issue Resolution alongside the prompt content panel
GenAI Studio main view — built-in prompts in the sidebar, content panel showing prompt text, settings, and where the prompt is currently deployed in the admin's system.

Research

I interviewed 6 non-technical contact center managers. Two concerns came up in every session:

"I'm not sure I'd know how to get started on my own."

"I want to be able to test a bunch of calls at once — my management wants to make sure the prompt is performing before we launch."

Key insight: Most users had some familiarity with ChatGPT. Rather than design from scratch, I leveraged that existing mental model — reducing anxiety by making the new interface feel like something they'd already used.

Key design decisions

Built-in prompts as scaffolding. Instead of a blank canvas, users started with pre-built prompts they could run immediately and modify. Seeing real output before changing anything built confidence and gave them a concrete target to improve.

Batch evaluation by default. Managers needed to prove prompt performance to their leadership before launch. Evaluation ran against 5 interactions by default — adjustable, but good enough out of the box. This directly addressed the "my management needs proof" concern without making users configure it.

Prompt testing against real call data — results render immediately across the default batch of 5 interactions.

Prompt grading (roadmap). After testing, users said they couldn't remember which prompts had performed best by their next session. I mocked up a prompt grading feature. It didn't make the first release, but it went directly onto the roadmap — a design decision made from evidence, not intuition.

Inline prompt rating — thumbs up or down per result, no context switch required.

Results

9s Saved per call — material cost savings at contact center scale
120% Increase in AI package interest at CX Summit launch
UCToday Most Innovative Product Award 2023

UCToday Most Innovative Product Award

2023 — for GenAI Studio at Five9

"It was so easy to get a custom fit, it felt like cheating."

Beta Tester — GenAI Studio

GenAI Studio — Custom Charting

The problem

After summaries shipped, users started asking the next logical question: "Can I get these results on a chart?"

Contact center managers had AI-generated insights — sentiment analysis, competitor mentions, issue type — but no way to visualize them alongside the metrics they already tracked (CSAT, agent performance, interaction length). The data existed. Seeing it was the problem.

Adding a custom AI metric to a chart — the core interaction for Phase 3.

What I did

Template-constrained, power-user-friendly. A prompt creation flow for charting metrics that balanced structure (templates that constrain output to chartable formats) with flexibility (freedom to define any custom metric). The same mental model from summaries carried over — built-in templates first, then customization.

Cross-filtering against existing data. Custom prompt metrics could be filtered against CSAT, agent performance, campaigns, and interaction length — connecting AI-generated insights to the data managers already used to make decisions.

The result: AI-generated metrics — sentiment, competitor mentions, upsell signals — become filterable, actionable charts alongside the data managers already track. Mockup used to protect real user data.

Surfacing prompts in settings. Consistent feedback: users couldn't find where to create prompts for charting. I moved the prompt creation entry point from a buried location into the AI insights settings page — a small navigation decision with an outsized impact on discoverability.

Results

45% Fewer ad-hoc data requests — users could answer their own questions
87% Of supervisors using new charts within the first month
Daily active use vs. legacy reporting tools

"This is the first time our data has felt truly usable."

Customer — after feature launch

Three years. Three products. One consistent approach.

1

Find the real user

Not the power user, not the technical user — the person who actually needs to make this work in their job. In every phase, that was the contact center manager, not the IT team.

2

Use what they already know

Reduce the learning curve by mapping to familiar patterns. ChatGPT for prompt behavior. WYSIWYG for card editing. Standard filters for cross-referencing data. The smaller the cognitive jump, the faster the trust.

3

Build for confidence, not just capability

Enterprise users need to trust a tool before they'll rely on it. Batch testing, built-in templates, and smart defaults are design decisions that build trust — not just utility.

4

Ship, listen, iterate

Keyword sets moved from hidden menus to plain view. Prompt grading went from user feedback to the roadmap. The product kept getting better because the feedback loop was built into the process.

What's next

Let's work on something worth trusting.

If you're building enterprise AI products that need to work for real people — that's my domain. I've already shipped the design problems you're about to face.

chloefrerichs@gmail.com
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