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Make sure your customer support AI agent asks these 5 questions

These days, getting your AI support agent to ask questions is easy; getting it to ask the right questions is what's important now.

By the "right" questions, I mean questions that proactively guide users, qualify inquiries and move conversations forward. That’s exactly why Jotform’s AI agents were built.

Here are five essential questions AI support agents should be asking, based on AI best practices and real business needs:

1. Clarify intent and direct users: "Are you looking for [X], [Y], or something else?"

Why this question?

This is the most important question your AI agent will ask. Most AI agents open with some version of "How can I help you today?" That's fine --- but it's not enough.

Why? Because customers don't always know how to phrase their needs. They might also be unsure what category their issue falls into.

Instead of a plain open-ended question, AI should provide structured intent detection --- guiding users toward relevant paths while confirming their request.

For example, Jotform's AI agent embedded in an email support system might auto-reply with:

"Hey! Just to make sure I point you in the right direction --- are you reaching out about a product question, billing, or something else?"

(Waits for response, then confirms before proceeding.)

"Got it! You need help with billing. Are you looking to update your payment details or sort out a payment issue?"

For live chat or form-based support, it might offer simple, tap-to-select options so users don't have to type everything out.

Why this matters

  • Eliminates unnecessary back-and-forth by immediately identifying intent.
  • Prevents AI from making incorrect assumptions, which can frustrate users.
  • Ensures users get routed to the right information faster across different support platforms
  • Keeps AI-driven interactions structured and efficient.

Jotform's AI Agents allow businesses to set up customized, multi-platform first-touch interactions, ensuring seamless responses no matter how the user reaches out.

2. Adapt to user preferences in real time: "Would you like a quick answer or a detailed walkthrough?"

Why this question?

Not every user wants the same level of detail. Some users want fast, no-frills answers, while others need more hand holding.

For example, Instead of assuming, AI should ask:

"Would you like a short summary, or should I walk you through this step by step?"

Why this matters:

  • Prevents frustration by giving users control over their experience.
  • Helps AI adjust its response length instead of overwhelming or under-informing users.
  • Leads to fewer abandoned interactions due to misalignment.
  • Allows businesses to serve multiple types of users more effectively.

Jotform's AI Agents allow businesses to customize this experience across different tasks --- whether helping a user complete a form, submit a request, or troubleshoot an issue --- ensuring users get the right level of guidance for what they need

3. Understand impact and determine urgency: "Are you looking to get started today, or are you still evaluating options?"

Why this question?

Not every user request has the same level of urgency. An AI agent should be able to infer urgency based on what the user is trying to accomplish. It should ask structured, context-based questions so it can prioritize interactions accordingly.

For example, a Jotform e-commerce support agent might ask:

"Are you in the middle of placing an order, updating your account, or resolving a billing issue?" This flags tasks that require immediate action.

Or, "Are you experiencing an error that's stopping you from logging in or completing a transaction?" This prioritizes system-related issues.

And for a sales team, "Do you already have a timeline for implementing this solution?" This gives a clearer picture of when follow up is necessary.

Why this matters:

  • Prevents time wasting by focusing human agents where they're most needed.
  • Improves response times for customers who need immediate help.
  • Ensures that potential leads aren't lost due to slow follow ups.
  • Ensures that casual browsers aren't pushed too aggressively.

4. Gather data without friction: "Can I collect a few details to speed this up?"

Why this question?

Long forms frustrate users and cause drop-offs --- but structured data is essential for businesses. An AI agent should collect information gradually, in a conversational way rather than presenting a massive form upfront.

For example, instead of:
"Please enter your full name, email, phone number, and order number."

An AI agent might say: "Let's get this sorted quickly! What's your name?"

(Waits for response.)

"And what's the best email to reach you at?"

(Waits for response.)

"Got it. Do you have an order number, or should I look it up another way?"

And for lead qualification, an AI agent can say, "I'll match you with the right specialist. Are you using this for a small team or a larger business?"

(Waits for response.)

"Great! And what's your main goal --- streamlining workflows, automating data collection, or something else?"

Why this matters:

  • Feels less like filling out a form and more like a conversation.
  • Reduces abandonment rates because users aren't overwhelmed.
  • Ensures more accurate responses since users aren't rushing through fields.

Jotform's AI Agents integrate directly with forms and workflows to collect data step by step, making the process more conversational while ensuring captured information is structured and easy to manage.

5. Continue to engage with user: "Would you like me to follow up with more details?"

Why this question?

Too often, AI interactions end with no clear next step. The conversation should just end because a user isn't ready to take action immediately.

For example, Instead, AI should offer a follow up:

"Would you like me to send you more details by email?"

"Do you want a reminder about this next week?"

Or, "Would you like to schedule a time to go over this in more detail?"

Why this matters:

  • Prevents businesses from losing potential leads who aren't ready to buy yet.
  • Ensures support cases are properly resolved without requiring users to start over.
  • Helps businesses automate ongoing engagement.

With Jotform's AI Agents, businesses can easily set up workflows that trigger follow ups via email, SMS, phone, or CRM, helping ensure no inquiry falls through the cracks.

Smarter AI agents lead to smoother, multi-channel workflows

AI agents aren't just for answering questions --- they should be designed to steer conversations, capture useful data, and automate interactions intelligently across phone, email, chat, and self-service platforms.

Jotform's AI Agents stand out by seamlessly integrating with forms, allowing users to collect structured data effortlessly.

Want to see them in action? Try Jotform's AI Agents →

on February 25, 2025
  1. 1

    The point about AI asking structured questions is super legit. We’re working on that internally too, and things only started improving once we audited the actual support chats. I use Scorebuddy for that and it shows us exactly where the flow is weak. After that, training the AI agent is way easier because we’re not guessing what users need.

  2. 1

    This is a solid checklist. Most support agents fail because they skip intent and jump straight to an answer. In my experience building AskYura, the intent + context combo is what makes or breaks real support automation.
    One thing we’ve noticed: when the agent confirms “what the user really wants to accomplish,” accuracy jumps a lot, especially in SaaS and ecommerce workflows.
    If anyone’s building their first agent flow, these 5 questions are the right starting point.

  3. 1

    Completely agree! Customer support agents should actually support customer's query with these kind of questions

  4. 1

    This was really helpful in guiding us for how to build out AI app! Thank you.

  5. 1

    Great post! These five questions are spot-on for ensuring AI truly serves customers. I especially liked the emphasis on asking, "How can I assist you today?"—it’s simple but makes customers feel heard. Clarifying issues before solving them is also key to avoiding frustration. A great reminder that even with AI, the human touch matters. Thanks for the helpful tips!

  6. 1

    thanks for sharing going to give it a try later

  7. 1

    Great insights! These five smart questions make AI support more efficient, user-friendly, and engaging. A must-read for anyone improving customer interactions! 🚀

  8. 1

    i didnt get what the product does more than any other chatbot?

  9. 1

    what my cofounder said the other day "customer service agents should engage, not respond"

  10. 1

    For me the fundamental difference is advanced conversational AI agents should understand context, intent, and nuance—handling support, sales, and even negotiation.

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