A guided conversation that still feels like a conversation.
A UX strategy and framework for "Conversational Paths" — a structured but adaptive way for an AI assistant to walk a frontline agent or customer through a sales or discovery conversation, instead of handing them a rigid script or an unguided chatbot. Discovery (matching a customer to the right offer) was the first and clearest use case, backed by a working concept prototype.
> Internal system, tool, and platform names generalized for public portfolio use.
Empathy → Define → Ideate → Prototype → Test & iterate.
Empathy
Agents were piecing sales and discovery conversations together from disconnected tools, with no shared concept of what a guided conversation should look like.
Define
Named the concept precisely and drew hard lines around it — what it is, what it isn't, and how it relates to the tools already in place.
Ideate
Set the guiding principles, mapped the decision logic behind a discovery conversation, and scoped five concept directions to prototype.
Prototype
Built a working concept for the clearest use case — matching a customer to the right offer — down to objection handling and cross-sell.
Test & iterate
Took the concept back to stakeholders, revised it on real feedback, and watched the framework mature under a second name.
The problem: three good tools, no shared concept.
Frontline teams already had the pieces: a flow engine that stepped agents through predefined tasks, small focused AI answers for specific actions, and static instructional cards for reference. Each one worked on its own, but nothing connected them into a single coherent experience for the conversations that actually matter — sales, discovery, support — so agents were still swiveling between tools mid-conversation, and customers felt the seams.
Paths (Flow Engine)
Predefined flow that guides agents through specific tasks.
Agentic Tasks
Small, focused AI answers, designed to complete very specific tasks or actions.
Instructional Cards
Static guidance and reference material to support conversations.
Conversational Paths
An AI assistant blends structured guidance with dynamic, intent-driven responses — allowing users to ask questions, receive personalized information, and take action, all within a fluid, adaptive conversation.
Naming the concept, and drawing the line around it.
The core definition had to be precise enough to design against: a Conversational Path is the guided journey a user takes through a conversation with an AI assistant. The user talks (or types), and the assistant responds in a way that feels natural — like a helpful guide walking them through a process every step of the way. It blends a generative, guided response style with a step-by-step adaptive flow that stays non-linear, driven by the user's actual intent and input.
- Generative + Guided: the AI produces dynamic, context-aware responses while anchoring the experience to a structured flow designed to solve a specific problem or task.
- Step-by-step, adaptive flow: conversations progress naturally, one step at a time, guided by topic — but remain flexible and non-linear, driven by the user's intent and input.
- The best of: flow engine + agentic tasks + automation + freeform Q&A.
- Freeform + structured input: supports both types of input.
- Intent-based: recognizes the user's intent to propose the most relevant options or next actions.
The fastest way to lose a new concept is to let it blur into the tools people already know. Two comparisons kept it distinct:
| Concept | What it actually is |
|---|---|
| Conversational Path | Multi-step, end-to-end guided flows for complex conversations (discovery, sales, support). Balances freeform input with structured guardrails. |
| Agentic Assist | Single-task automation — complete one specific, repeatable action quickly. Key takeaway: a Conversational Path provides the guided journey, an Agentic Assist delivers the quick action — together they form one flexible system. |
| The existing general-purpose assistant | Broad and reactive — surfaces insights, search, and navigation across tools, and can recommend a Path, but isn't one itself. |
Conversational Paths
The structured journey.
Topic or intent-specific (Discovery, Sales, Repair, Checkout).
- Guides generative conversations step by step (real-time talking points)
- Balances freeform input with structured guardrails
- Can launch another path
- Designed for both assisted and unassisted experiences
- Builds trust through clarity and consistency
The existing general-purpose assistant
The general assistant.
Broad, spans tools, systems, and multiple conversational paths.
- Surfaces insights, search, and navigation
- Recommends paths and instructional cards
- Coaching tips
- Creates a unified access point for employees
- Handles tasks outside single flows (knowledge lookups, summaries)
The framework was built to support both ends of a conversation from day one: assisted, where an employee stays in the loop and the AI coaches them in real time, best for complex or sensitive conversations; and unassisted, where the customer talks to the AI directly for routine tasks, escalating to a person only if things get complex or emotional.
Assisted
- AI provides real-time coaching and verbatim
- Frontline employee adds empathy, judgment and trust
- Best for complex conversations and negotiations
- Tailored towards employee tenure
- Provides guidance, while still allowing the employee to steer the conversation
- In retail, may look more like the unassisted since the customer sees it
Unassisted
- Customer interacts directly with AI, no employee required
- Blends freeform inputs with structured prompts for guidance, using short, simple verbatims
- Ideal for routine tasks like troubleshooting, checkout, or scheduling
- Escalates to employee if the task becomes complex or emotional
Principles first, then the decision logic, then the options.
Before any screen, the concept was grounded in a short list of operating principles: data-driven with customer segmentation, AI-powered offer eligibility built from customer intent plus business intelligence, low-code so the logic stays easy to extend, and — the point of the whole exercise — removing the cognitive load from the agent.
- Data-driven, with customer segmentation.
- AI-powered offer eligibility, built from customer intent plus business intelligence.
- Low-code, no-code — dynamic agentic assists, and paths built from guided, intelligent questions that pinpoint customized offers.
- Remove the cognitive load for the agent.
Discovery isn't a script — it's a loop. Based on intent, the assistant runs a discovery path for the right line of business, pulls in what it already knows about the customer, generates guided questions, narrows those answers down to a persona and offer set, and arms the agent with talking points, rebuttals, and promos. From there it can route straight into checkout, refine the offer if needed, surface a likelihood-to-close score to prioritize effort, and loop back with leading questions for other lines of business.
- Based on intent, run a discovery path for that line of business
- Assistant presents key details about the customer
- Intelligence creates guided questions
- Questions answered to narrow down persona/offers
- Assistant provides talking points, rebuttals, promos
- Simple connection to checkout to complete the sale (or service path)
- Refine offers if needed
- % likelihood of closing the sale, to prioritize effort
- Customized offers
- Loop into leading questions for other lines of business
The last step loops back to the first — closing out one line of business becomes the opening question for the next.
Rather than design one generic flow, the concept work scoped five distinct directions up front — because a new prospect and a returning customer need genuinely different conversations, not the same flow with different copy.
A review with stakeholders validated the direction and pushed two specific changes into the next pass: build in a way to tie a new sale back to the conversation that originated it, and make sure the experience reads as valuable for every agent — not only the ones who asked for "a guided experience" — since the flexible questions were a deliberate design choice, not a gap.
Discovery, built out as a working concept.
Of the five directions, the prospect-facing discovery flow got built out as a concept prototype: an agent opens a suggested action on a customer's account, the assistant asks what the customer cares about most using quick-pick chips rather than open text, and as the agent narrows it down, the assistant hands over real-time talking points — competitive comparisons, promotions, trust-building answers — instead of leaving the agent to improvise.
Suggested actions…
Details — 777 Lucky Lane, Philadelphia, PA 19103 · (215) 777-1234
Discover internet needs
Regarding how you use the internet, what do you care about most?
This offer seems like it will fit their needs the best. Pitch this one.
Offer A
- 1000 Mbps
- $59.99 for 12 months
- Low lag
- 12+ devices
The recommendation step doesn't just hand over an offer — it scores it, so the agent knows how hard to push, and it stays reversible: "Not this one" and "more questions" are first-class options, not dead ends. A cross-sell variant applies the same pattern to mobile — "save money by adding mobile" — using the same chip-based question style rather than inventing a new pattern per use case.
Discover mobile needs
Save money by adding mobile! 🎉
The framework's tone rules — personalize and empathetic, trusted and transparent, accessible and inclusive, collaborative and evolving, clear and efficient, dialogue over monologue — weren't just a slide. Applied to a real billing question, they're the difference between a wall of text and an answer that explains the increase, shows the math, and offers a next step in one short exchange.
Last 2 bills: your previous bill was $97.46; your latest bill was $123.05.
New charges this month: you were charged $24.99 + tax for Netflix, added this month.
Provides exact amounts and reasons for the increase.
Confirms that it understands and can help.
Speaks in everyday, easy-to-understand terms.
Provides clear next steps and engages the customer conversationally.
Keeps the conversation interactive.
Provides just the right amount of information — clear and concise.
| Decision | Rationale |
|---|---|
| Quick-pick chips before free text | Capturing intent through tappable options is faster and more consistent than parsing open-ended input for the discovery stage, while free text is still supported as a follow-up. |
| A scored recommendation, not just an offer | Telling the agent how likely the offer is to land turns the AI into a prioritization tool, not just a suggestion box. |
| "Not this one" is a first-class action | A recommendation the agent can't easily reject gets ignored. Rejection paths ("why didn't they want this offer?") feed the next suggestion instead of dead-ending. |
| Cross-sell reuses the discovery pattern | Mobile discovery uses the identical chip-and-recommend structure as internet discovery, so agents learn the pattern once. |
The framework grew up — literally changed its name.
The clearest sign this was tested and iterated on, not just shipped as a deck: the concept itself changed. A second round of work reframed "Conversational Paths" as "Agentic Paths" — the same core definition, the same building blocks, the same assisted/unassisted split — but with an added layer of rigor, breaking every path down into a repeatable anatomy (acknowledge the request, surface the right content, offer the right prompts) and mapping how a single path scales from one question into a full branching conversation tree.
Conversational Paths, then Agentic Paths — same core concept, more rigor.
From personalize & empathetic to dialogue over monologue.
What's still open, stated plainly: whether the framework still needs its own flow engine once other technologies mature, how it should integrate with scripted automation, and how deep "dynamic" paths — ones that reconfigure themselves mid-conversation — should go. None of that blocked the discovery concept from getting built and reviewed, but it's real, unresolved scope, not an implied "done."