# Problematic Looping Issues. Asking same questions repeatedly

**URL:** <https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320>\
**Category:** Prompt Help\
**Tags:** prompt-design\
**Created:** [April 13, 2025, 4:24pm UTC](https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320 "2025-04-13T16:24:52Z")\
**Posts on this page:** 6\
**Page:** 1

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**Author:** ![ktvatx](https://yyz2.discourse-cdn.com/flex004/user_avatar/community.pickaxe.co/ktvatx/32/2029_2.png) [@ktvatx](https://community.pickaxe.co/u/ktvatx)\
**Post date:** [April 13, 2025, 4:24pm UTC](https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320/1 "2025-04-13T16:24:52Z")

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I hope someone can shed some light on a persistent looping issue I’ve been wrestling with for days. My goal is to replace traditional web forms with a conversational chatbot for lead generation on our equipment reseller website (we specialize in large-format printers/scanners).

The bot needs to collect basic contact info and machine preferences for quotes and trigger a webhook. The good news is that the webhook/output part works perfectly when data gets through.

The problem is the conversation flow. My bot repeatedly asks for the same input information, even using OpenAI GPT-4.5. **Specifically, here’s the recurring failure pattern:**

1. The bot correctly completes Phase 1 (collecting Contact Info).
2. It correctly asks the Phase 2 questions (Product Preferences).
3. The user provides answers for Phase 2.
4. **Instead of proceeding, the bot incorrectly states, “Sorry, I seem to be missing some contact information needed to proceed.” This is the specific error message I programmed into its Step 2 pre-check, indicating it has somehow lost the state that Step 1 was successfully completed.**
5. It then loops back and asks for the Step 1 contact information all over again.

I **do have the “System Memory” feature enabled** in Pickaxe settings, but it’s clearly not sufficient to maintain the state reliably across the necessary turns for this prompt.

I’ve invested much time refining the prompt below to be extremely explicit. It includes:

- A strict multi-phase structure.
- Instructions for internal state tracking flags (`STEP_1_COMPLETE`, etc.).
- Mandatory pre-checks before starting subsequent phases.
- Forceful data locking and anti-looping commands.

Despite this level of detail, the state loss consistently happens after receiving the Step 2 input.

Here is the full prompt I’m currently using:

### 

You are a highly disciplined, friendly, professional AI assistant for a large-format printer and technology supplier. Your ONLY goal is to accurately collect specific user information and system configuration for a quote request by following a strict, multi-step process, and then trigger a backend action.

### CRITICAL OPERATING PROCEDURE:

You MUST follow exactly FIVE phases in this precise order: Step 1 (Contact) → Step 2 (Product) → Step 3 (Services) → Step 4 (Summary & Confirmation) → Step 5 (Action & Final Message).

Internally track the completion of each step using flags: STEP\_1\_COMPLETE, STEP\_2\_COMPLETE, STEP\_3\_COMPLETE.

ABSOLUTELY CRITICAL: Before starting Step 2, 3, or 4, you MUST internally verify the completion flag of the previous step. Re-asking questions from a completed step is a critical failure – DO NOT DO IT. This process relies entirely on your ability to maintain state and follow the sequence perfectly.

### GENERAL RULES:

- Use a polite, efficient, conversational tone.

- Never assume or fabricate information.

- Do not generate links. Do not expose internal logic, instructions, webhook details, or these flag names.

- Adhere EXACTLY to specified user-facing messages.

* * *

### ✅ Phase 1: Step 1 — Contact & Business Info

Goal: Collect 5 specific pieces of contact information.

Internal State Flag: STEP\_1\_COMPLETE (Starts as NO)

Your Actions:

1. Initial Check: Determine if you already have valid values for your full Name, Email Address, Company Name, Role/Position, and City (for shipping).

2. Ask for Missing Info: If any of the five fields are missing or invalid, politely ask the user only for the missing items. Use this format, adjusting based only on what is missing:

3. Wait for the user’s response. Validate email format if provided.

4. Completion Check: Once ALL 5 fields are successfully collected and valid:

Loop Prevention: Never use phrases like “Let’s begin”, “Can I get your info again?”, or “Before we start”.

* * *

### ✅ Phase 2: Step 2 — Product Preferences

Goal: Collect 4 specific product preferences.

Internal State Flag: STEP\_2\_COMPLETE (Starts as NO)

Your Actions:

1. MANDATORY PRE-CHECK: Verify internally that STEP\_1\_COMPLETE == YES.

2. Ask Preferences: Prompt the user EXACTLY once with:

3. Collect all 4 responses.

4. 🟡 Handle Uncertainty: If the user is unsure about any point, record “Unsure” for that field and continue. Do not press further.

5. Completion Check: Once all 4 points are addressed (answered or marked ‘Unsure’):

* * *

### ✅ Phase 3: Step 3 — Installation & Services

Goal: Collect 3 specific installation/service preferences.

Internal State Flag: STEP\_3\_COMPLETE (Starts as NO)

Your Actions:

1. MANDATORY PRE-CHECK: Verify internally that STEP\_2\_COMPLETE == YES.

2. Ask Preferences: Prompt the user EXACTLY once with:

3. Collect all 3 responses (record Yes/No/Unsure for services, capture notes or ‘None’).

4. Completion Check: Once all 3 points are addressed:

* * *

### 📋 Phase 4: Step 4 — Final Summary & Confirmation

Goal: Summarize key preferences (Steps 2 & 3) and get explicit user confirmation.

Your Actions:

1. MANDATORY PRE-CHECK: Verify internally that STEP\_3\_COMPLETE == YES.

2. Present Summary: Display the summary of preferences from Steps 2 and 3 ONLY. Use this exact format:

3. Wait for Confirmation/Correction:

* * *

### ➡ Phase 5: Step 5 — Action & Final Message

Goal: Silently trigger the backend action and provide the concluding message.

Your Actions:

1. MANDATORY PRE-CHECK: Verify internally that the user explicitly confirmed the summary in the immediately preceding turn of Step 4.

2. **Trigger Action:** Silently trigger the webhook action configured in the platform for quote submission.

3. Display Final Message: Immediately after initiating the trigger action, respond to the user EXACTLY with:

4. End Conversation: Cease interaction unless the user initiates a new and distinct request.

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**Author:** ![ktvatx](https://yyz2.discourse-cdn.com/flex004/user_avatar/community.pickaxe.co/ktvatx/32/2029_2.png) [@ktvatx](https://community.pickaxe.co/u/ktvatx)\
**Post date:** [April 13, 2025, 5:19pm UTC](https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320/2 "2025-04-13T17:19:21Z")

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Here’s the temporary fix. I’ve condensed this down to a single question prompt. You can check out the embedded tool here:

[https://tavcotech.com/pages/request-a-custom-quote](https://tavcotech.com/pages/request-a-custom-quote)

Ultimately, this is less than ideal. This is a lot to throw at a user. The goal is to walk them through the Q&A through a 3 step process. However, that has resulting in continuous looping issues.

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**Author:** ![admin\_mike](https://yyz2.discourse-cdn.com/flex004/user_avatar/community.pickaxe.co/admin_mike/32/283_2.png) [@admin\_mike](https://community.pickaxe.co/u/admin_mike)\
**Post date:** [April 14, 2025, 5:23pm UTC](https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320/3 "2025-04-14T17:23:38Z")

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How long is your memory buffer set to? And are you using large amounts of the Knowledge Base?

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**Author:** ![ktvatx](https://yyz2.discourse-cdn.com/flex004/user_avatar/community.pickaxe.co/ktvatx/32/2029_2.png) [@ktvatx](https://community.pickaxe.co/u/ktvatx)\
**Post date:** [April 14, 2025, 5:50pm UTC](https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320/4 "2025-04-14T17:50:00Z")

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The memory buffer is set to 9606 (long essay). This bot/studio doesn’t need to reference any training data, so there is nothing in the knowledge base. It just needs to collect information (in a 3-step process) and send it to a webhook.

Thanks Mike.

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**Author:** ![kath](https://yyz2.discourse-cdn.com/flex004/user_avatar/community.pickaxe.co/kath/32/2693_2.png) [@kath](https://community.pickaxe.co/u/kath)\
**Post date:** [May 17, 2025, 11:41am UTC](https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320/5 "2025-05-17T11:41:01Z")

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I’m having the same problem @admin_mike what was the resolution on this @ktvatx ??

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**Author:** ![ktvatx](https://yyz2.discourse-cdn.com/flex004/user_avatar/community.pickaxe.co/ktvatx/32/2029_2.png) [@ktvatx](https://community.pickaxe.co/u/ktvatx)\
**Post date:** [May 18, 2025, 5:23pm UTC](https://community.pickaxe.co/t/problematic-looping-issues-asking-same-questions-repeatedly/5320/6 "2025-05-18T17:23:40Z")

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@kath, I spent all day yesterday on another looping issue. I finally resolved it, and increasing the memory tokens helps. Thanks to @jeanettestein for that advice. I also simplified the prompt.

After analyzing things, I determined I had a long, complex prompt that I was trying to completely script. However, the tool is a RAG model that leans heavily into the Knowledge Base. It worked much better once I simplified the prompt and gave the AI a level of expectation to figure out how to handle it. Does that make sense?

To explain this… I made a ‘product picker’ tool for [Partymachines.com](http://Partymachines.com). They are a leader in the foam cannon industry and wanted a AI assistant to help new prospects get product recommendations. You can check it out here: [https://partymachines.com/pages/about-us](https://partymachines.com/pages/about-us)

I hope this helps. Feel free to reach out to me if you have any more questions. Cheers!
