AI Masterclass: The 5 Questions You Aren't Asking Yet When Writing Proposals with AI

2 min read
Mar 18, 2026 7:08:58 PM

1️⃣ Getting started: The real problem

You say:

"AI will write my bids."

Sounds efficient. Sounds like automation. Sounds like progress.

And yet what often happens in practice is this:

  • The results are generic
  • The offers do not meet the customer's needs
  • Sales doesn't really use them
  • Or you are constantly making improvements

Why is that?

Because you're not askingthe AI the right questions.


2️⃣ Why the problem remains

Most people proceed like this:

  • Open the tool (ChatGPT, Gemini, Claude)
  • Enter prompt: "Write me an offer for XYZ"
  • Evaluate the result → be disappointed

The problem is not the tool.

The problem is the lack of thought process beforehand.

Typical mistakes:

  • ❌ No clear goal
  • ❌ No differentiation
  • ❌ No understanding of the offer logic
  • ❌ No iterative questioning technique

AI is not a "texter".

AI is a Thinking amplifier - if you ask correctly.


3️⃣ The concrete solution: the 5-question technique

Before you use AI, ask yourself (or the AI) these 5 questions:

1. what is the real goal of this offer?

→ Completion? Qualification? Positioning?

2. who is this offer really for?

→ Industry, role, pain, maturity level

3. why should the customer decide NOW?

→ Urgency, risk, opportunity

4. what distinguishes this offer from alternatives?

→ USP, methodology, promise of results

5. what is still missing to make the offer irresistible?

→ Objections, trust, clarity

👉 This last question is the game changer:

"What 5 questions have I not yet asked that would be important?"


4️⃣ Practical example: Use with 3 AI systems

Initial situation:

A consulting company wants to automate offers.


🔵 ChatGPT - structured & iterative

Process:

  1. Prompt: "AI will write my quotes"
  2. Prompt: "Which 5 questions am I missing?"
  3. ChatGPT provides structured reflection
  4. Iteration: You go deeper into individual points

Strength:

  • Very good for step-by-step thinking
  • Builds on each other logically
  • Ideal for frameworks

Result:

A clear offer framework + improved prompt structure


🔴 Google Gemini - strong context & broad

Process:

  1. Same start prompt
  2. Addition: "Think entrepreneurial and market-oriented"
  3. Gemini broadens perspective:
    • Market
    • Competition
    • Positioning

Strength:

  • Good context enrichment
  • Thinks more strongly in "big picture"

Weakness:

  • Partly less precise in implementation

Result:

More strategic depth, but less concrete offer structure


🟣 Anthropic Claude - deep & reflective

Process:

  1. Prompt: "AI should write my offers"
  2. Follow-up: "What thinking mistakes am I making?"
  3. Claude goes deep into:
    • Assumptions
    • blind spots
    • Customer perspective

Strength:

  • Extremely good at critical thinking
  • Uncovers hidden problems

Result:

A much better understanding:

→ Why offers often fail


🔁 The decisive difference

Tool

Role in the process

ChatGPT

Structure & implementation

Gemini

Context & market perspective

Claude

Reflection & in-depth analysis

👉 The best solution is not "the best tool"

👉 The best solution is the right use of all three mindsets


5️⃣ Steps that can be implemented immediately

How to implement the 5-question technique immediately:

  1. Start with your use case
    • "I would like to have an offer written by or with AI"
  2. Use this master question:
    • "What 5 questions have I not yet asked that would be crucial?"
  3. Go into iteration (important!)
    • Ask each answer again:
    • "What is still missing?"
    • "What is too superficial?"
  4. Build an offer prompt
    • Goal
    • Target group
    • Differentiation
    • Structure
  5. Testing with multiple systems
    • ChatGPT → Structure
    • Claude → Depth
    • Gemini → Context

6️⃣ Strategic classification

If you don't use this technique

  • you stay in prompt guessing mode
  • you get mediocre results
  • you use AI like a tool - not like an advantage

If you use it:

  • you develop better thought processes
  • standardize quality
  • build real competitive advantages

👉 The difference is not in the AI.

👉 The difference lies in your questions.


🚀 Next step

If you not only want to understand AI, but also use it in a structured way in your company, then:

👉 Find out about our AI training course:
https://bloo.school

👉 Find out about our Smart Market Fit offers:
https://bloola.com/smf - The Smart Market Fit course
https://bloola.com/smf-system - The Smart Market Fit System for companies

👉 Or find out more about our consulting and automation solutions:
https://bloola.com

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